Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto Pearson Intl Airport to Chicago from C$ 200

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 16/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — CHI
25 nov. — 2 dic.1
1 adult

The best prices from Toronto Pearson Intl to Chicago are usually found in January or February, booked 84 days in advance, depart on a Tuesday or Wednesday 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 20 noviembre 2024.

Round-trip from

C$ 332

One-way from

C$ 200

Popular in

November

Cheapest in

January
Air Canada
  • Air Canada
  • 11/12-12/12
  • 1 total stop
  • 9h 20m total
  • Toronto to Chicago
Search Deals
Air Canada
  • Air Canada
  • 16/12
  • 1 total stop
  • 5h 29m total
  • Toronto to Chicago
Search Deals
High demand for flights, 15% potential price rise
Search Deals
Best time to find cheap flights, 9% potential price drop
Search Deals

Find flight deals from Pearson Intl to Chicago

Cheapest flights from Pearson Intl to Chicago
Explore the most affordable flight options available from Pearson Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 20 noviembre 2024.

mié. 11/1212:00 p.m.YYZ - ORD
1 stop7h 41mAir Canada
jue. 12/127:19 a.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 18/11C$ 332
mié. 11/1211:00 a.m.YYZ - ORD
Nonstop1h 59mUnited Airlines
jue. 12/127:19 a.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 19/11C$ 343
jue. 12/126:15 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
dom. 15/128:05 a.m.ORD - YYZ
1 stop9h 19mAmerican Airlines
Deal found 18/11C$ 357
jue. 12/126:25 a.m.YYZ - ORD
1 stop5h 29mMultiple Airlines
dom. 15/127:19 a.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 19/11C$ 363
jue. 12/1212:20 p.m.YYZ - ORD
Nonstop1h 51mLufthansa
dom. 15/127:19 a.m.ORD - YYZ
Nonstop1h 39mLufthansa
Deal found 19/11C$ 367
jue. 12/126:30 a.m.YYZ - MDW
1 stop13h 02mWestJet
lun. 16/129:38 a.m.MDW - YYZ
1 stop12h 56mWestJet
Deal found 20/11C$ 374
jue. 12/126:30 a.m.YYZ - ORD
1 stop9h 13mDelta
jue. 19/127:00 a.m.ORD - YYZ
1 stop8h 14mDelta
Deal found 19/11C$ 384
mié. 11/122:00 p.m.YYZ - ORD
1 stop9h 44mWestJet
jue. 12/1210:10 a.m.ORD - YYZ
1 stop5h 27mWestJet
Deal found 18/11C$ 409
mar. 31/121:10 p.m.YYZ - ORD
Nonstop2h 00mBritish Airways
mar. 7/16:35 p.m.ORD - YYZ
Nonstop1h 45mBritish Airways
Deal found 19/11C$ 416
jue. 12/1210:05 a.m.YYZ - MDW
1 stop7h 56mDelta
lun. 16/121:30 p.m.MDW - YYZ
1 stop8h 06mDelta
Deal found 19/11C$ 433
mar. 31/126:30 a.m.YYZ - MDW
1 stop5h 38mMultiple Airlines
mar. 7/18:15 a.m.MDW - YYZ
3 stops23h 35mMultiple Airlines
Deal found 19/11C$ 538

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 645,034 searches. Data last updated 20 noviembre 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mié. 11/12

12:00 p.m.-6:41 p.m.

1 stop7h 41m

Chicago O'Hare Intl

jue. 12/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 332

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mié. 11/12

11:00 a.m.-11:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

jue. 12/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 343

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 12/12

6:25 a.m.-10:54 a.m.

1 stop5h 29m

Chicago O'Hare Intl

dom. 15/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 363

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 12/12

12:20 p.m.-1:11 p.m.

Nonstop1h 51m

Chicago O'Hare Intl

dom. 15/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 367

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

jue. 12/12

6:30 a.m.-6:32 p.m.

1 stop13h 02m

Chicago Midway

lun. 16/12

9:38 a.m.-11:34 p.m.

1 stop12h 56m

C$ 374

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 12/12

6:30 a.m.-2:43 p.m.

1 stop9h 13m

Chicago O'Hare Intl

jue. 19/12

7:00 a.m.-4:14 p.m.

1 stop8h 14m

C$ 384

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 27/1

11:31 a.m.-12:31 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

mié. 29/1

8:11 a.m.-10:51 a.m.

Nonstop1h 40m

C$ 392

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

lun. 27/1

10:10 a.m.-1:08 p.m.

1 stop3h 58m

Chicago Midway

mié. 29/1

2:08 p.m.-10:52 p.m.

1 stop7h 44m

C$ 414

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mié. 1/1

7:35 a.m.-12:15 p.m.

1 stop5h 40m

Chicago O'Hare Intl

sáb. 18/1

8:11 a.m.-10:51 a.m.

Nonstop1h 40m

C$ 416

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 3/12

6:00 a.m.-12:50 p.m.

1 stop7h 50m

Chicago O'Hare Intl

jue. 12/12

7:05 a.m.-4:37 p.m.

1 stop8h 32m

C$ 444

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/11

Showing 1-10 of 22 results
1
2
3

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.

Travel insights for flights from Pearson Intl to Chicago

Get recent, data-driven insights about flights from Pearson Intl to Chicago including ideal travel times, pricing trends, and more.

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 15 November 2024.

Booking 84 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.

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 May is currently the most expensive (average of C$ 342). 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.

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

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 20 noviembre 2024.

It’s optimal to fly from Toronto Pearson Intl Airport to Chicago in the evening. By choosing this option you can save up to 3% on the cost of your flight, compared to a flight in the afternoon.

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 18 November 2024.

Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago flight should consider departing on Monday at noon 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.

Weekly flight availability from Toronto Pearson Intl Airport 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 20 noviembre 2024.

The most flights from YYZ to CHI are scheduled on a Monday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 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 20 noviembre 2024.
To help decide which airline to fly from Toronto to Chicago, see what other customers have to say about Air Canada, American Airlines and Delta. 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
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,171 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,237 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    Currently priced at C$ 332, Air Canada will fly you from Toronto Pearson Intl Airport to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from C$ 343 and C$ 357, respectively. Users have found that Air Canada is 17% 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 Air Canada. Other airlines that offer cheap prices include United Airlines from C$ 206 and American Airlines from C$ 223 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: Egyptair (100%), Jazz (100%), Lufthansa( 100%).

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

    On average you can expect to pay C$ 1,606 for a flight from Toronto Pearson Intl Airport to Chicago. The cheapest flight overall is C$ 211 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 336.

  • 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.

  • 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 May is currently the most expensive (average of C$ 342). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 20 noviembre 2024.
Air Canada flights from Toronto Pearson Intl to Chicago
United Airlines flights from Toronto Pearson Intl to Chicago

Top 5 airlines flying from Pearson Intl to Chicago

Discover the top 5 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 645,034 searches. Data last updated 20 noviembre 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 271AverageC$ 353FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 304AverageC$ 404FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 349AverageC$ 440FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 349AverageC$ 527FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 434AverageC$ 588FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Pearson Intl to Chicago?

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!

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines