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Cheap flights from Chicago to Toronto from C$ 125

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 22/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
20 Apr — 27 Apr1
1 adult

Cheapflights Tip: The best prices from Chicago to Toronto are usually found in July or August, booked 87 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). 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 15 April 2025.

Round-trip from

C$ 264

One-way from

C$ 125

Popular in

November

Cheapest in

July

Average price

C$ 466

Good round-trip deal

C$ 304 or less

Good one-way deal

C$ 162 or less
Porter Airlines
  • Porter Airlines
  • 18/5-18/5
  • Nonstop
  • 3h 31m total
  • Chicago to Toronto
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Porter Airlines
  • Porter Airlines
  • 22/5
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
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Highest demand for flights based on searches. 4% potential increase in price (C$ 24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
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Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
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Find flight deals from Chicago to Toronto

Cheapest flights from Chicago to Toronto
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 April 2025.

Sun 18/59:40 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 18/54:05 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 15/4C$ 264
Fri 30/52:16 p.m.ORD - YTZ
1 stop5h 21mAir Canada
Fri 6/68:50 a.m.YTZ - ORD
1 stop4h 06mAir Canada
Deal found 15/4C$ 280
Fri 30/58:25 p.m.ORD - YYZ
Nonstop1h 42mAir Canada
Fri 6/62:10 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Deal found 15/4C$ 280
Fri 30/59:40 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Fri 6/64:05 p.m.YTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 15/4C$ 295
Tue 6/59:05 p.m.ORD - YYZ
1 stop11h 59mUnited Airlines
Wed 7/51:00 p.m.YYZ - ORD
Nonstop2h 06mUnited Airlines
Deal found 15/4C$ 321
Tue 3/65:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Sat 7/66:30 a.m.YYZ - ORD
1 stop18h 35mMultiple Airlines
Deal found 15/4C$ 325
Fri 20/69:40 a.m.MDW - YTZ
Nonstop1h 40mAir Transat
Sun 22/67:55 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 14/4C$ 337
Fri 23/53:00 p.m.ORD - YYZ
Nonstop1h 35mAmerican Airlines
Sun 25/53:10 p.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 14/4C$ 366
Sat 31/59:16 a.m.MDW - YYZ
1 stop6h 59mDelta
Tue 3/63:50 p.m.YYZ - MDW
1 stop3h 55mDelta
Deal found 15/4C$ 373
Thu 29/53:33 p.m.ORD - YYZ
1 stop6h 41mDelta
Thu 5/63:50 p.m.YYZ - ORD
1 stop3h 47mDelta
Deal found 14/4C$ 374
Wed 14/512:41 p.m.ORD - YTZ
2 stops29h 46mMultiple Airlines
Mon 19/52:00 p.m.YTZ - ORD
1 stop18h 27mMultiple Airlines
Deal found 14/4C$ 420
Mon 12/512:48 p.m.MDW - YYZ
1 stop8h 08mWestJet
Tue 13/512:30 p.m.YYZ - MDW
1 stop6h 15mWestJet
Deal found 14/4C$ 473

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Toronto 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 629,999 searches. Data last updated 15 April 2025.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Chicago

Fly to

Toronto

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 18/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

Toronto Island

Sun 18/5

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

C$ 264

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 30/5

2:16 p.m.-8:37 p.m.

1 stop5h 21m

Toronto Island

Fri 6/6

8:50 a.m.-11:56 a.m.

1 stop4h 06m

C$ 280

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 30/5

8:25 p.m.-11:07 p.m.

Nonstop1h 42m

Toronto Pearson Intl

Fri 6/6

2:10 p.m.-3:05 p.m.

Nonstop1h 55m

C$ 280

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 30/5

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

Toronto Island

Fri 6/6

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

C$ 295

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 6/5

9:05 p.m.-10:04 a.m.

1 stop11h 59m

Toronto Pearson Intl

Wed 7/5

1:00 p.m.-2:06 p.m.

Nonstop2h 06m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 3/6

5:05 a.m.-2:05 p.m.

1 stop8h 00m

Toronto Pearson Intl

Sat 7/6

6:30 a.m.-12:05 a.m.

1 stop18h 35m

C$ 325

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 20/6

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Sun 22/6

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 337

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 23/5

3:00 p.m.-5:35 p.m.

Nonstop1h 35m

Toronto Pearson Intl

Sun 25/5

3:10 p.m.-4:05 p.m.

Nonstop1h 55m

C$ 366

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 29/5

3:33 p.m.-11:14 p.m.

1 stop6h 41m

Toronto Pearson Intl

Thu 5/6

3:50 p.m.-6:37 p.m.

1 stop3h 47m

C$ 374

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 30/5

1:08 p.m.-5:15 p.m.

1 stop3h 07m

Toronto Pearson Intl

Sun 8/6

6:30 a.m.-8:41 a.m.

1 stop3h 11m

C$ 374

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/4

Showing 1-10 of 35 results
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Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toronto. Price data was last updated on 11 April 2025.

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Toronto?

Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 167). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 258). 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 CHI to YTO?

Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 April 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the afternoon. If you’re flexible enough to do this you can expect to save up to 7% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Chicago to Toronto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Tuesday 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.

Weekly flight availability from Chicago to Toronto

Explore weekly flight availability from Chicago to Toronto. 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 15 April 2025.

The most flights from CHI to YTO are scheduled on a Monday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (46 on average).

Rainfall in Toronto by month

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

In terms of precipitation, rainfall in Toronto ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto when rainfall is around 51.0 mm.

Temperature in Toronto by month

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

If weather is an important factor for your trip to Toronto, 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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated 15 April 2025.
See what other customers who have flown with Japan Airlines, Porter Airlines and Delta from Chicago to Toronto have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!
Japan Airlines
8.3
Very good
1,440 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!
Porter Airlines
8.0
Very good
281 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!
Delta
8.0
Very good
7,918 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!
KLM
7.8
Good
1,323 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!
Air Transat
7.8
Good
385 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Overall

8.3

Boarding

8.4

Crew

8.7

Entertainment

7.8

Food

7.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Toronto. 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 Chicago to Toronto round-trip?

    Our cheapest airline available from Chicago to Toronto is Porter Airlines. Our recent data shows that you can find tickets from as low as C$ 264 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 280 and C$ 321 round-trip. You may be able to fly from Chicago to Toronto for 37% less than the average price by searching for these airlines.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 125. Users have also found prices from C$ 145 and C$ 145 on Air Transat and Lufthansa, respectively.

  • What are the most popular routes from Chicago to Toronto?

    The most popular route from Chicago to Toronto is Chicago O'Hare Intl - Toronto Pearson Intl. You may also consider Chicago Midway - Toronto Island or Chicago Midway - Toronto Pearson Intl.

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

    The top 3 most reliable airlines when flying from Chicago to Toronto are Sun Country Air (100%), Korean Air (85%) and Air New Zealand (77%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 355, our data shows the cheapest flight currently is C$ 139. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 310 for that flight.

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

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

  • How can I find direct flights from Chicago to Toronto?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Toronto 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 Chicago to Toronto?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 167). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 258). 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

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Top 3 airlines flying from Chicago to Toronto

Discover the top 3 airlines that operate flights from Chicago to Toronto. 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 629,999 searches. Data last updated 15 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 183AverageC$ 482FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 203AverageC$ 462FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 341AverageC$ 423FlexibilityNo cancel feeOn-time52%
Search Porter Airlines 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 Chicago to Toronto?

Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.

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

Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.

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