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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 160

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 24/10. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 Saturday

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 17 September 2025.

Round-trip from

C$ 270

One-way from

C$ 177

Popular in

July

Cheapest in

May

Average price

C$ 422

Good round-trip deal

C$ 539 or less

Good one-way deal

C$ 488 or less
20/10-23/10
  • 20/10-23/10
  • 2 total stops
  • 15h 58m total
  • Toronto to Chicago
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15/10
  • 15/10
  • 1 total stop
  • 18h 15m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (C$ 42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Toronto (YTO) to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Toronto (YTO) to Chicago O'Hare Intl.
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Find flight deals from Toronto to O'Hare Intl

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 17 September 2025.

Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 23/1012:53 p.m.ORD - YYZ
1 stop7h 14mMultiple Airlines
Deal found 14/9C$ 270
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Wed 22/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Deal found 15/9C$ 274
Sun 19/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Thu 23/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Deal found 15/9C$ 278
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 6/116:06 p.m.ORD - YYZ
1 stop26h 01mMultiple Airlines
Deal found 15/9C$ 279
Mon 3/114:00 p.m.YYZ - ORD
1 stop7h 39mMultiple Airlines
Thu 6/116:06 p.m.ORD - YYZ
1 stop26h 01mMultiple Airlines
Deal found 15/9C$ 282
Mon 13/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 23/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Deal found 15/9C$ 283
Sun 19/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Fri 24/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Deal found 14/9C$ 289
Mon 13/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 6/116:06 p.m.ORD - YYZ
1 stop26h 01mMultiple Airlines
Deal found 15/9C$ 290
Sun 19/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Thu 30/107:43 p.m.ORD - YYZ
1 stop17h 57mMultiple Airlines
Deal found 15/9C$ 296
Wed 15/106:30 a.m.YYZ - ORD
1 stop13h 08mMultiple Airlines
Thu 23/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Deal found 15/9C$ 297
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Thu 30/107:43 p.m.ORD - YYZ
1 stop17h 57mMultiple Airlines
Deal found 15/9C$ 299
Sat 25/106:00 a.m.YKF - ORD
1 stop11h 43mWestJet
Sun 26/102:20 p.m.ORD - YKF
1 stop14h 08mWestJet
Deal found 16/9C$ 333

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 17 September 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

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Sat 25/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:28 a.m.

1 stop14h 08m

C$ 333

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 24/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-5:28 a.m.

1 stop14h 08m

C$ 336

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Fri 24/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

Chicago O'Hare Intl

Mon 27/10

2:20 p.m.-5:28 a.m.

1 stop14h 08m

C$ 359

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 1/11

3:30 p.m.-8:00 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Sat 8/11

3:35 p.m.-9:35 p.m.

1 stop5h 00m

C$ 362

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 23/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 26/10

10:00 a.m.-12:39 p.m.

Nonstop1h 39m

C$ 378

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 12/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 19/10

4:42 p.m.-7:37 p.m.

Nonstop1h 55m

C$ 378

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 18/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Sun 19/10

4:42 p.m.-7:37 p.m.

Nonstop1h 55m

C$ 378

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 18/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

Chicago O'Hare Intl

Fri 24/10

6:01 p.m.-8:44 p.m.

Nonstop1h 43m

C$ 378

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 14/10

9:00 p.m.-10:07 p.m.

Nonstop2h 07m

Chicago O'Hare Intl

Wed 22/10

8:55 a.m.-11:49 a.m.

Nonstop1h 54m

C$ 378

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/10

5:15 p.m.-6:22 p.m.

Nonstop2h 07m

Chicago O'Hare Intl

Wed 15/10

9:12 p.m.-11:58 p.m.

Nonstop1h 46m

C$ 378

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 60 results
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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 12 September 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, January is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 348). 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 17 September 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 52% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

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 Friday evenings 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.

Weekly flight availability from Toronto to Chicago O'Hare Intl Airport

Explore weekly flight availability from Toronto to O'Hare Intl. 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 17 September 2025.

The most flights from YTO to ORD are scheduled on a Monday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 on average).

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 17 September 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
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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
7.9
Good
365 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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
8,926 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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
10,000 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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
3,095 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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
10,000 reviews
Porter Airlines
7.9
Good
365 reviews
Check prices

Overall

7.9

Comfort

7.9

Crew

8.6

Food

7.6

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$ 378, WestJet can have you in Chicago O'Hare Intl Airport from Toronto in 1h 58m. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Both multi-stop and direct flights can be found to your destination and back.

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

    According to our current data, Porter Airlines (C$ 195), Air Canada (C$ 263), and American Airlines (C$ 266) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 53% cheaper than the other options available to this destination.

  • 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 Toronto Region of Waterloo Intl - 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 (88%), Egyptair (85%) or Copa Airlines (85%) 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$ 239. On average you can expect to pay C$ 1,696. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 316.

  • 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, January is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 348). 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

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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 17 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 195AverageC$ 262FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 263AverageC$ 444FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 266AverageC$ 494FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 277AverageC$ 416FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 380AverageC$ 581FlexibilityNo 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.

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