Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto to Chicago O'Hare Intl Airport 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 21/11. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 86 days in advance, depart on a Friday or Saturday and return on a Thursday

Cheap flight deals from Toronto to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to O'Hare Intl (ORD). 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 October 2025.

Round-trip from

C$ 253

One-way from

C$ 182

Popular in

July

Cheapest in

May

Average price

C$ 406

Good round-trip deal

C$ 579 or less

Good one-way deal

C$ 353 or less
Air Canada
  • Air Canada
  • 14/11-17/11
  • 1 total stop
  • 6h 57m total
  • Toronto to Chicago
Search Deals
American Airlines
  • American Airlines
  • 4/12
  • 1 total stop
  • 5h 19m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Toronto (YTO) to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Toronto (YTO) to Chicago O'Hare Intl.
Search Deals

Find flight deals from Toronto to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to O'Hare Intl
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 October 2025.

Fri 14/117:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Mon 17/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 29/10C$ 253
Wed 3/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Thu 12/22:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 29/10C$ 256
Wed 3/1210:58 a.m.YYZ - ORD
1 stop9h 23mAmerican Airlines
Thu 12/27:19 a.m.ORD - YYZ
1 stop4h 43mAmerican Airlines
Deal found 29/10C$ 257
Thu 11/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 14/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 29/10C$ 264
Tue 18/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Thu 20/117:35 a.m.ORD - YYZ
1 stop4h 27mAmerican Airlines
Deal found 29/10C$ 265
Sat 6/124:44 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Tue 9/126:22 a.m.ORD - YYZ
1 stop5h 38mAmerican Airlines
Deal found 28/10C$ 270
Fri 5/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 7/125:00 a.m.ORD - YYZ
1 stop5h 02mAmerican Airlines
Deal found 29/10C$ 271
Thu 13/117:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Sun 16/118:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 30/10C$ 274
Thu 20/117:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 30/10C$ 275
Sat 22/112:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 30/10C$ 276
Thu 27/113:30 p.m.YYZ - ORD
Nonstop2h 22mMultiple Airlines
Mon 1/128:15 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 29/10C$ 282
Tue 25/1110:30 a.m.YTZ - ORD
1 stop5h 25mAir Canada
Fri 28/113:35 p.m.ORD - YTZ
1 stop5h 00mAir Canada
Deal found 28/10C$ 311

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to O'Hare Intl 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 30 October 2025.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Toronto

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 27/2

3:30 p.m.-4:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Sun 1/3

4:47 p.m.-7:45 p.m.

Nonstop1h 58m

C$ 257

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 24/2

8:55 a.m.-10:02 a.m.

Nonstop2h 07m

Chicago O'Hare Intl

Sat 28/2

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 257

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/1

11:00 a.m.-12:08 p.m.

Nonstop2h 08m

Chicago O'Hare Intl

Sat 7/2

9:15 p.m.-11:54 p.m.

Nonstop1h 39m

C$ 257

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 26/2

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 1/3

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 4/12

6:24 p.m.-7:24 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Fri 5/12

9:39 a.m.-12:30 p.m.

Nonstop1h 51m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/12

3:30 p.m.-4:52 p.m.

Nonstop2h 22m

Chicago O'Hare Intl

Sun 14/12

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

C$ 282

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 18/12

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Fri 16/1

11:15 a.m.-2:01 p.m.

Nonstop1h 46m

C$ 289

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 18/12

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Tue 13/1

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

C$ 289

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 16/12

9:00 a.m.-10:02 a.m.

Nonstop2h 02m

Chicago O'Hare Intl

Tue 13/1

11:15 a.m.-2:01 p.m.

Nonstop1h 46m

C$ 289

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 18/12

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 14/1

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 289

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Toronto to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto 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 Toronto to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to O'Hare Intl. Price data was last updated on 24 October 2025.

To ensure you get the cheapest price possible for a flight from Toronto to Chicago O'Hare Intl Airport, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?

Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 117). Flying from Toronto to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 309). 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 YTO to ORD?

Find hourly flight availability from Toronto to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 October 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 28% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the morning.

What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?

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

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Toronto to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 30 October 2025.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Porter Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,996 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
American Airlines
7.2
Good
11,034 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,152 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,383 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

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

  • How long is the flight from Toronto to Chicago O'Hare Intl Airport?

    For as low as C$ 258, United Airlines can have you in Chicago O'Hare Intl Airport from Toronto in 2h. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Generally, flights for this route are direct.

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

    According to our current data, Porter Airlines (C$ 225), Air Canada (C$ 264), and United Airlines (C$ 283) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 47% cheaper than the other options available to this destination.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as C$ 182. Users have also found prices from C$ 184 and C$ 187 on Air Canada and Delta, respectively.

  • What are the most popular routes from Toronto to Chicago O'Hare Intl Airport?

    When deciding which route to take from Toronto to Chicago O'Hare Intl Airport consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago O'Hare Intl or Hamilton - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Toronto to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Toronto to Chicago O'Hare Intl Airport consider choosing EVA Air (94%), Egyptair (90%) or Copa Airlines (90%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Toronto to Chicago O'Hare Intl Airport?

    The cheapest flight price from Toronto to Chicago O'Hare Intl Airport is C$ 221. On average you can expect to pay C$ 2,048. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 214.

  • Can I find deals for flights from Toronto to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Toronto to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to O'Hare Intl?

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

  • Can I find deals for business class flights from Toronto to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Toronto to O'Hare Intl 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 to Chicago O'Hare Intl Airport?

    Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 117). Flying from Toronto to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 309). 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

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville

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.

Top 5 airlines flying from Toronto to O'Hare Intl

Discover the top 5 airlines that operate flights from Toronto to O'Hare Intl. 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 30 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 225AverageC$ 278FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 264AverageC$ 410FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 283AverageC$ 425FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 284AverageC$ 464FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 373AverageC$ 507FlexibilityNo 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 Toronto to O'Hare Intl?

Cheapflights makes it easy to find Toronto to O'Hare Intl 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 Toronto to O'Hare Intl?

Cheapflights simply makes it quick and affordable to book flights from Toronto to O'Hare Intl 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 Toronto to O'Hare Intl with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Toronto to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Toronto to O'Hare Intl become cheaper?

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

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.