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Cheap flights from Toronto Pearson Intl Airport to Chicago from C$ 182

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YYZ — CHI
4 Jun — 11 Jun1
1 adult
Tue 4/6
Tue 11/6

The best prices from Toronto Pearson Intl to Chicago are usually found in January or February, booked 75 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

Cheap flight deals from Pearson Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 30 May 2024.

Popular in

August

Cheapest in

January

Round-trip from

C$ 352

One-way from

C$ 208
High demand for flights, 17% potential price rise
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Best time to find cheap flights, 18% potential price drop
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From Toronto Pearson Intl to Chicago (CHI)
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One-way flight from Toronto Pearson Intl to Chicago (CHI)
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What is the cheapest day to fly round-trip from Toronto Pearson Intl Airport to Chicago?

Users have found that flying from Toronto Pearson Intl Airport to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from Toronto Pearson Intl Airport to Chicago?

To save up to 90% on this flight, we recommend booking at least 38 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Toronto Pearson Intl Airport to Chicago from C$ 461 1-2 weeks out and tickets from C$ 669 for flights departing within the next 72 hours.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago?

Due to multiple factors, expect to potentially pay more when booking in September. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Toronto Pearson Intl Airport in April are about C$ 398 on average during April, but can be found for as low as C$ 264.

What is the cheapest time of day to fly from YYZ to CHI?

It’s optimal to fly from Toronto Pearson Intl Airport to Chicago in the evening. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight at noon.

Cheap Delta flights from Pearson Intl to Chicago

Explore cheap flight options specifically provided by Delta for the route between Pearson Intl and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
Find some of the cheapest Delta flights travelling from Toronto to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Mon 17/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 322
Fri 14/612:30 p.m.YYZ - ORD
1 stop5h 18mDelta
Tue 18/66:05 a.m.ORD - YYZ
1 stop4h 33mDelta
Deal found 29/5C$ 330
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Tue 25/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 331
Tue 25/612:31 p.m.YYZ - ORD
1 stop8h 09mDelta
Tue 2/712:35 p.m.ORD - YYZ
1 stop9h 37mDelta
Deal found 28/5C$ 337
Tue 23/75:18 p.m.YYZ - ORD
1 stop6h 28mDelta
Mon 29/79:00 a.m.ORD - YYZ
1 stop7h 08mDelta
Deal found 28/5C$ 341
Fri 27/99:45 a.m.YYZ - ORD
1 stop7h 46mDelta
Wed 9/108:55 a.m.ORD - YYZ
1 stop7h 14mDelta
Deal found 29/5C$ 350
Tue 25/612:31 p.m.YYZ - MDW
1 stop7h 05mDelta
Sat 29/65:45 p.m.MDW - YYZ
1 stop4h 05mDelta
Deal found 28/5C$ 352
Wed 2/1012:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Wed 9/109:35 a.m.MDW - YYZ
1 stop6h 34mDelta
Deal found 30/5C$ 356
Tue 30/76:30 a.m.YYZ - ORD
1 stop9h 14mDelta
Sat 3/81:31 p.m.ORD - YYZ
1 stop8h 22mDelta
Deal found 29/5C$ 357

  • One of the most popular airlines travelling from Toronto Pearson Intl Airport to Chicago is Delta. Flights on this route from Delta typically cost C$ 321.64 RT, a price that is 100% cheaper than the average Toronto Pearson Intl Airport to Chicago flight. The cheapest flight found was C$ 237 RT. The most popular departure airport in Toronto Pearson Intl Airport when flying to Chicago is Toronto Pearson Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Toronto Pearson Intl Airport to Chicago, Delta flights are 6% more popular than any other airline flying that same route.

Cheap American Airlines flights from Pearson Intl to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Pearson Intl and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
Have a look at some of the cheapest available American Airlines flights departing from Toronto and landing in Chicago. Deals frequently update to provide users with more options.
Tue 18/61:20 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Fri 21/68:30 a.m.ORD - YYZ
1 stop5h 29mAmerican Airlines
Deal found 28/5C$ 349
Tue 18/611:55 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Wed 26/66:01 a.m.ORD - YYZ
1 stop7h 29mAmerican Airlines
Deal found 29/5C$ 352
Fri 9/86:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Tue 13/89:50 a.m.ORD - YYZ
1 stop7h 50mAmerican Airlines
Deal found 30/5C$ 360
Sun 16/66:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Tue 18/67:05 a.m.ORD - YYZ
1 stop6h 54mAmerican Airlines
Deal found 29/5C$ 367
Sat 5/106:30 a.m.YYZ - ORD
Nonstop1h 54mAmerican Airlines
Tue 8/109:55 a.m.ORD - YYZ
1 stop6h 06mAmerican Airlines
Deal found 30/5C$ 378
Mon 1/76:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Thu 4/72:48 p.m.ORD - YYZ
1 stop7h 21mAmerican Airlines
Deal found 28/5C$ 387
Thu 13/611:55 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sat 15/65:09 a.m.ORD - YYZ
1 stop8h 50mAmerican Airlines
Deal found 28/5C$ 390
Tue 11/611:55 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Thu 13/611:54 a.m.ORD - YYZ
Nonstop1h 35mAmerican Airlines
Deal found 30/5C$ 430
Thu 6/66:15 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sun 16/69:50 a.m.ORD - YYZ
Nonstop1h 50mAmerican Airlines
Deal found 29/5C$ 445

  • If you’re travelling from Toronto Pearson Intl Airport to Chicago, one of the more common airlines travelling that route is American Airlines. Flights from American Airlines travelling this route typically cost C$ 240.73 RT. This price is typically 145% cheaper than other airlines that offer Toronto Pearson Intl Airport to Chicago flights. When booking this route, the cheapest RT price found was C$ 219. Toronto Pearson Intl Airport is the most common Toronto Pearson Intl Airport airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Toronto Pearson Intl Airport to Chicago, American Airlines flights are 4% more popular than any other airline flying that same route.

Cheap Pearson Intl to Chicago flights in May & June 2024

Find cheap flight options from Pearson Intl to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 426,053 searches. Prices were last updated on 30 May 2024.
The lowest fares we've come across on flights travelling from Toronto to Chicago in May and June 2024. More deals are always being added, so be sure to check back regularly.
Wed 19/67:00 a.m.YYZ - ORD
Nonstop1h 57mUnited Airlines
Wed 26/67:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 313
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Mon 17/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 322
Fri 14/612:30 p.m.YYZ - ORD
1 stop5h 18mDelta
Tue 18/66:05 a.m.ORD - YYZ
1 stop4h 33mDelta
Deal found 29/5C$ 330
Tue 18/612:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 29/5C$ 330
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Tue 25/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 331
Tue 18/612:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 29/5C$ 331
Tue 18/69:00 p.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 23/66:00 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 332
Tue 25/612:31 p.m.YYZ - ORD
1 stop8h 09mDelta
Tue 2/712:35 p.m.ORD - YYZ
1 stop9h 37mDelta
Deal found 28/5C$ 337
Tue 18/61:20 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Fri 21/68:30 a.m.ORD - YYZ
1 stop5h 29mAmerican Airlines
Deal found 28/5C$ 349

Pearson Intl to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Pearson Intl and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
The lowest fares we've come across on flights travelling from Toronto to Chicago in May and June 2024. More deals are always being added, so be sure to check back regularly.
Wed 19/67:00 a.m.YYZ - ORD
Nonstop1h 57mUnited Airlines
Wed 26/67:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 313
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Mon 17/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 322
Fri 14/612:30 p.m.YYZ - ORD
1 stop5h 18mDelta
Tue 18/66:05 a.m.ORD - YYZ
1 stop4h 33mDelta
Deal found 29/5C$ 330
Tue 18/612:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 29/5C$ 330
Fri 14/612:30 p.m.YYZ - ORD
1 stop7h 04mDelta
Tue 25/61:25 p.m.ORD - YYZ
1 stop8h 25mDelta
Deal found 29/5C$ 331
Tue 18/612:30 p.m.YYZ - MDW
1 stop5h 34mDelta
Tue 25/69:29 a.m.MDW - YYZ
1 stop8h 04mDelta
Deal found 29/5C$ 331
Tue 18/69:00 p.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 23/66:00 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 332
Tue 25/612:31 p.m.YYZ - ORD
1 stop8h 09mDelta
Tue 2/712:35 p.m.ORD - YYZ
1 stop9h 37mDelta
Deal found 28/5C$ 337
Mon 30/98:05 a.m.YYZ - ORD
Nonstop1h 56mAir Canada
Sat 12/106:00 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 29/5C$ 338

Direct flights to Chicago from Pearson Intl

Discover non-stop flight options from Pearson Intl to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
If you're seeking options on non-stop flights from Toronto to Chicago, check out these fares. Users can also choose from other Toronto to Chicago flights by using the search form above.
Wed 19/67:00 a.m.YYZ - ORD
Nonstop1h 57mUnited Airlines
Wed 26/67:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 313
Thu 13/62:00 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Wed 3/79:15 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 28/5C$ 331
Tue 18/69:00 p.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 23/66:00 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 29/5C$ 332
Sun 16/67:55 a.m.YYZ - ORD
Nonstop1h 56mAir Canada
Sun 23/66:00 a.m.ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 30/5C$ 334
Mon 30/98:05 a.m.YYZ - ORD
Nonstop1h 56mAir Canada
Sat 12/106:00 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 29/5C$ 338
Tue 8/109:00 a.m.YYZ - ORD
Nonstop1h 53mUnited Airlines
Wed 9/109:18 p.m.ORD - YYZ
Nonstop1h 40mUnited Airlines
Deal found 30/5C$ 345
Thu 27/67:00 a.m.YYZ - ORD
Nonstop1h 57mAir Canada
Tue 2/79:00 a.m.ORD - YYZ
Nonstop1h 52mAir Canada
Deal found 30/5C$ 346
Sun 28/77:00 a.m.YYZ - ORD
Nonstop1h 56mUnited Airlines
Fri 2/89:15 p.m.ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 29/5C$ 349
Fri 14/66:30 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Sun 16/68:25 a.m.ORD - YYZ
Nonstop1h 50mAmerican Airlines
Deal found 29/5C$ 356

Pearson Intl to Chicago flights leaving soon

Find last-minute flight options from Pearson Intl to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
Have a look at some of the flights available from Toronto to Chicago departing last-minute. To prevent any unwanted surprises, users should verify their flight info before booking.
Sat 8/612:30 p.m.YYZ - ORD
1 stop5h 18mDelta
Tue 11/66:05 a.m.ORD - YYZ
1 stop4h 33mDelta
Deal found 28/5C$ 386
Fri 7/67:00 a.m.YYZ - ORD
1 stop17h 21mMultiple Airlines
Tue 11/69:37 p.m.ORD - YYZ
2 stops22h 48mMultiple Airlines
Deal found 29/5C$ 397
Wed 5/612:30 p.m.YYZ - ORD
1 stop6h 47mDelta
Tue 11/66:05 a.m.ORD - YYZ
1 stop4h 33mDelta
Deal found 28/5C$ 398
Fri 7/64:15 p.m.YYZ - ORD
1 stop8h 06mMultiple Airlines
Wed 12/67:40 a.m.ORD - YYZ
2 stops12h 45mMultiple Airlines
Deal found 30/5C$ 401
Thu 6/61:00 p.m.YYZ - ORD
Nonstop2h 02mAir Canada
Thu 20/66:00 a.m.ORD - YYZ
Nonstop1h 48mAir Canada
Deal found 29/5C$ 423
Fri 7/68:15 p.m.YYZ - ORD
2 stops21h 06mMultiple Airlines
Tue 11/69:37 p.m.ORD - YYZ
2 stops22h 48mMultiple Airlines
Deal found 29/5C$ 431
Sat 8/67:55 a.m.YYZ - ORD
Nonstop1h 56mAir Canada
Wed 12/66:00 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 29/5C$ 435
Thu 6/67:55 a.m.YYZ - ORD
Nonstop1h 56mUnited Airlines
Thu 20/67:00 a.m.ORD - YYZ
1 stop9h 28mUnited Airlines
Deal found 29/5C$ 436
Fri 7/67:00 a.m.YYZ - ORD
1 stop17h 21mMultiple Airlines
Mon 10/67:18 a.m.ORD - YYZ
2 stops16h 04mMultiple Airlines
Deal found 29/5C$ 438

One-way flights to Chicago from Pearson Intl

Search for one-way flight options from Pearson Intl to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
Some of the best available deals we've found on one-way flights from Toronto to Chicago. Users in need of a round-trip flight from Toronto to Chicago instead should update the search form at the top of page.
Wed 12/66:30 a.m.YYZ - ORD
1 stop12h 10mMultiple Airlines
Deal found 29/5C$ 182
Mon 10/66:30 a.m.YYZ - ORD
1 stop28h 31mMultiple Airlines
Deal found 30/5C$ 187
Wed 12/66:30 a.m.YYZ - ORD
1 stop17h 23mMultiple Airlines
Deal found 30/5C$ 189
Tue 11/66:30 a.m.YYZ - ORD
1 stop10h 58mMultiple Airlines
Deal found 29/5C$ 193
Wed 12/67:45 a.m.YYZ - ORD
1 stop15h 07mMultiple Airlines
Deal found 29/5C$ 197
Tue 11/62:40 p.m.YYZ - ORD
2 stops26h 48mMultiple Airlines
Deal found 30/5C$ 198
Thu 13/612:00 p.m.YYZ - ORD
Nonstop1h 54mUnited Airlines
Deal found 28/5C$ 200
Tue 2/79:00 a.m.YYZ - ORD
Nonstop1h 54mAir Canada
Deal found 29/5C$ 201
Tue 8/1012:30 p.m.YYZ - MDW
1 stop5h 33mDelta
Deal found 30/5C$ 201

Find flights from Pearson Intl to Chicago within your budget

Customize your flight search to find flights from Pearson Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 313 - C$ 427

Route

Depart

Return

Price

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 19/6

Nonstop1h 57m

Chicago O'Hare Intl

Wed 26/6

Nonstop1h 48m

C$ 313

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 14/6

1 stop7h 04m

Chicago O'Hare Intl

Mon 17/6

1 stop8h 25m

C$ 322

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 14/6

1 stop5h 18m

Chicago O'Hare Intl

Tue 18/6

1 stop4h 33m

C$ 330

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 18/6

Nonstop2h 02m

Chicago O'Hare Intl

Sun 23/6

Nonstop1h 48m

C$ 332

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 30/9

Nonstop1h 56m

Chicago O'Hare Intl

Sat 12/10

Nonstop1h 43m

C$ 338

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/7

Nonstop2h 02m

Chicago O'Hare Intl

Mon 8/7

1 stop5h 57m

C$ 339

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 24/7

1 stop4h 31m

Chicago O'Hare Intl

Sat 27/7

1 stop5h 57m

C$ 348

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 18/6

Nonstop1h 55m

Chicago O'Hare Intl

Fri 21/6

1 stop5h 29m

C$ 349

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 15/6

1 stop23h 50m

Chicago O'Hare Intl

Sun 16/6

1 stop12h 20m

C$ 427

Flights are sorted by cheapest first

Deals found on 29/5

How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to Chicago. Price data was last updated on 24 May 2024.
Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to Chicago. Price data was last updated on 26 May 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Pearson Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pearson Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 30 May 2024.
To help decide which airline to fly from Toronto to Chicago, see what other customers have to say about Delta, American Airlines and Air Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,866 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,777 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,284 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Sun Country Air
7.2
Good
597 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Toronto Pearson Intl Airport to Chicago for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Toronto Pearson Intl Airport to Chicago for under C$ 400. The cheapest flight booked recently is on United Airlines for just C$ 313, but on average you can expect to pay C$ 338.

  • Are there direct flights from Toronto Pearson Intl Airport to Chicago for under C$ 400 on Cheapflights?

    Cheapflights has 20 direct flights from Toronto Pearson Intl Airport to Chicago under C$ 400. A good price for a direct flight from Toronto Pearson Intl Airport to Chicago is less than C$ 356.

  • Are there last-minute flights available from Toronto Pearson Intl Airport to Chicago for under C$ 400?

    There are currently 20+ open flights from Toronto Pearson Intl Airport to Chicago within the next 7 days for less than C$ 400.

  • What days are direct flights available from Toronto Pearson Intl Airport to Chicago?

    You can find direct flights on the following days: Tuesday, Thursday.

  • How many flights depart from Toronto Pearson Intl Airport to Chicago on average per day?

    6 flight departures from Toronto Pearson Intl Airport to Chicago per day on average.
    Early Morning (Midnight to 6am) - 83% of flight departures
    Afternoon (Noon - 6pm) - 17% of flight departures

  • How long is the flight from Toronto Pearson Intl Airport to Chicago?

    Airlines like United Airlines, Delta, and Air Canada fly from Toronto Pearson Intl Airport to Chicago in about 1h 56m. The time it takes to get you to your destination can typically vary by up to 5h 08m. The distance between Toronto Pearson Intl Airport and Chicago is about 703 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Toronto Pearson Intl Airport to Chicago round-trip?

    Currently priced at C$ 313, United Airlines will fly you from Toronto Pearson Intl Airport to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Air Canada - these airlines can fly you to your destination from C$ 322 and C$ 338, respectively. Users have found that United Airlines is 28% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Chicago one-way?

    One-way options have recently been found by users for as low as C$ 200 on United Airlines. Other airlines that offer cheap prices include Air Canada from C$ 201 and Delta from C$ 201 one-way.

  • What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago?

    Before booking your flight to Chicago from Toronto Pearson Intl Airport, check out the most reliable airlines to get you to your destination on time: Republic Airways (94%), Copa Airlines (93%), SkyWest Airlines( 92%).

  • What are the cheapest flights from Toronto Pearson Intl Airport to Chicago?

    On average you can expect to pay C$ 3,418 for a flight from Toronto Pearson Intl Airport to Chicago. The cheapest flight overall is C$ 220 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 330.

  • What does YYZ to ORD mean?

    YYZ stands for Toronto Pearson Intl Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Pearson Intl to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Pearson Intl to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Pearson Intl to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Pearson Intl to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Pearson Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Chicago.

  • Can I find deals for business class flights from Pearson Intl to Chicago?

    Yes. Cheapflights offers flight deals from Pearson Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Pearson Intl to Chicago that allow pets onboard?

    Many airlines flying from Pearson Intl to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Pearson Intl to Chicago?

    Yes, you can often find last-minute deals on Pearson Intl to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Toronto Pearson Intl Airport to Chicago flight deals updated?

    The Toronto Pearson Intl Airport to Chicago flight deals you see on this page were last updated on 29/5.

  • What are the most popular airlines that fly from Toronto Pearson Intl Airport to Chicago?

    Before booking your flight from Toronto Pearson Intl Airport to Chicago check out the most popular airlines for this route: American Airlines, Air Canada or Alaska Airlines.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago (average of C$ 261). Flying from Toronto Pearson Intl Airport to Chicago in August is currently the most expensive (average of C$ 438). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Fly from Pearson Intl to Chicago on these airlines
Choose from the following airlines for your flight from Pearson Intl to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 30 May 2024.

Air Canada flights from Toronto Pearson Intl to Chicago
United Airlines flights from Toronto Pearson Intl to Chicago
ANA flights from Toronto Pearson Intl to Chicago

Top 10 airlines flying from Pearson Intl to Chicago

Discover the top 10 airlines that operate flights from Pearson Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 426,053 searches. Data last updated 30 May 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 260AverageC$ 448FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 265AverageC$ 353FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 291AverageC$ 463FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapestC$ 300AverageC$ 329FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
ANACheapestC$ 324AverageC$ 440FlexibilityNo cancel feeOn-time80%
Search ANA flights
Alaska AirlinesCheapestC$ 330AverageC$ 434FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
DeltaCheapestC$ 348AverageC$ 376FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 355AverageC$ 496FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 434AverageC$ 666FlexibilityNo cancel feeOn-time60%
Search WestJet flights
WestJet EncoreCheapestC$ 461AverageC$ 861FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
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Search flights from Pearson Intl to Chicago by cabin class

Find flights from Pearson Intl to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Business Class
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Hourly flight availability from Pearson Intl to Chicago

Find hourly flight availability from Pearson Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 May 2024.
6%of flight departuresEarly morningMidnight to 6 am
38%of flight departuresMorning6 am to noon
45%of flight departuresAfternoonNoon to 6 pm
11%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Pearson Intl to Chicago

Explore weekly flight availability from Pearson Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 30 May 2024.
Sunday53daily flights
Monday55daily flights
Tuesday49daily flights
Wednesday46daily flights
Thursday54daily flights
Friday63daily flights
Saturday45daily flights

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Cheapflights makes it easy to find Pearson Intl to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Pearson Intl to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Pearson Intl to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Pearson Intl shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Pearson Intl to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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