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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 148

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 17/7. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
5 Jul — 12 Jul1
1 adult

Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 74 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 30 June 2025.

Round-trip from

C$ 223

One-way from

C$ 148

Popular in

June

Cheapest in

May

Average price

C$ 542

Good round-trip deal

C$ 507 or less

Good one-way deal

C$ 310 or less
Air Canada
  • Air Canada
  • 7/9-24/9
  • Nonstop
  • 3h 36m total
  • Toronto to Chicago
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United Airlines
  • United Airlines
  • 17/7
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
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Highest demand for flights based on searches. 5% potential increase in price (C$ 29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 30 June 2025.

Sun 7/98:15 a.m.YYZ - ORD
Nonstop1h 53mAir Canada
Wed 24/92:00 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 28/6C$ 223
Fri 18/77:00 a.m.YYZ - ORD
Nonstop1h 59mUnited Airlines
Mon 21/79:14 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 30/6C$ 224
Wed 10/911:44 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Fri 12/99:39 a.m.ORD - YYZ
Nonstop1h 53mAmerican Airlines
Deal found 30/6C$ 235
Thu 10/79:00 a.m.YYZ - ORD
Nonstop1h 59mLufthansa
Sun 13/79:14 p.m.ORD - YYZ
Nonstop1h 44mLufthansa
Deal found 30/6C$ 241
Sat 4/1010:25 a.m.YTZ - ORD
1 stop5h 30mAir Canada
Wed 15/108:40 a.m.ORD - YTZ
1 stop5h 05mAir Canada
Deal found 30/6C$ 242
Tue 22/79:00 a.m.YYZ - ORD
Nonstop1h 59mMultiple Airlines
Wed 23/78:25 p.m.ORD - YYZ
Nonstop1h 45mMultiple Airlines
Deal found 29/6C$ 268
Wed 10/910:10 a.m.YYZ - ORD
1 stop3h 35mDelta
Fri 12/99:10 a.m.ORD - YYZ
1 stop5h 12mDelta
Deal found 30/6C$ 291
Mon 21/710:25 a.m.YTZ - ORD
3 stops23h 30mMultiple Airlines
Wed 23/78:40 a.m.ORD - YTZ
1 stop5h 06mMultiple Airlines
Deal found 29/6C$ 456
Wed 13/86:00 a.m.YKF - ORD
2 stops24h 40mMultiple Airlines
Wed 20/87:05 a.m.ORD - YKF
2 stops34h 51mMultiple Airlines
Deal found 29/6C$ 512
Fri 1/86:00 a.m.YHM - ORD
3 stops25h 03mMultiple Airlines
Sun 3/87:08 a.m.ORD - YHM
2 stops16h 33mMultiple Airlines
Deal found 28/6C$ 631
Tue 29/76:00 a.m.YHM - ORD
1 stop11h 44mWestJet
Wed 30/75:30 p.m.ORD - YHM
1 stop30h 11mWestJet
Deal found 29/6C$ 1,345
Wed 13/86:00 a.m.YKF - ORD
1 stop11h 44mWestJet
Wed 20/85:30 p.m.ORD - YKF
1 stop24h 26mWestJet
Deal found 29/6C$ 1,367

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 June 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

Sun 7/9

8:15 a.m.-9:08 a.m.

Nonstop1h 53m

Chicago O'Hare Intl

Wed 24/9

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

C$ 223

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 18/7

7:00 a.m.-7:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Mon 21/7

9:14 p.m.-11:58 p.m.

Nonstop1h 44m

C$ 224

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

3:11 p.m.-4:06 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Fri 12/9

8:15 a.m.-11:01 a.m.

Nonstop1h 46m

C$ 235

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 10/7

9:00 a.m.-9:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Sun 13/7

9:14 p.m.-11:58 p.m.

Nonstop1h 44m

C$ 241

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 4/10

10:25 a.m.-2:55 p.m.

1 stop5h 30m

Chicago O'Hare Intl

Wed 15/10

8:40 a.m.-2:45 p.m.

1 stop5h 05m

C$ 242

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 22/7

9:00 a.m.-9:59 a.m.

Nonstop1h 59m

Chicago O'Hare Intl

Wed 23/7

8:25 p.m.-11:10 p.m.

Nonstop1h 45m

C$ 268

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/9

10:10 a.m.-12:45 p.m.

1 stop3h 35m

Chicago O'Hare Intl

Fri 12/9

9:10 a.m.-3:22 p.m.

1 stop5h 12m

C$ 291

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 21/7

10:25 a.m.-8:55 a.m.

3 stops23h 30m

Chicago O'Hare Intl

Wed 23/7

8:40 a.m.-2:46 p.m.

1 stop5h 06m

C$ 456

TorontoChicago

YKF - ORD

YKFORD

Toronto Region of Waterloo Intl

Wed 13/8

6:00 a.m.-5:40 a.m.

2 stops24h 40m

Chicago O'Hare Intl

Wed 20/8

7:05 a.m.-6:56 p.m.

2 stops34h 51m

C$ 512

HamiltonChicago

YHM - ORD

YHMORD

Hamilton

Fri 1/8

6:00 a.m.-6:03 a.m.

3 stops25h 03m

Chicago O'Hare Intl

Sun 3/8

7:08 a.m.-12:41 a.m.

2 stops16h 33m

C$ 631

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/6

Showing 1-10 of 24 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 27 June 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 74 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$ 351). 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 June 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 61% 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. Wednesday 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 30 June 2025.

The most flights from YTO to ORD are scheduled on a Friday (62 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (48 on average).

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 June 2025.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,852 reviews
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,908 reviews
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,654 reviews
Delta
8.0
Very good
7,973 reviews
Check prices

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

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

    According to our current data, Air Canada (C$ 223), United Airlines (C$ 224), and American Airlines (C$ 269) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Air Canada is 46% 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 United Airlines. According to our data, you can fly for as low as C$ 148. Users have also found prices from C$ 153 and C$ 157 on American Airlines and Air Canada, 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 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 Copa Airlines (96%), SkyWest Airlines (93%) or ANA (93%) 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$ 187. On average you can expect to pay C$ 1,354. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 213.

  • 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$ 351). 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 Toronto?

Book flights to Toronto if you plan to visit one of these locations
Elk Grove Village
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Downers Grove
Skokie
Naperville
Bolingbrook
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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 30 June 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 222AverageC$ 495FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 232AverageC$ 322FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 277AverageC$ 393FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 294AverageC$ 437FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 424AverageC$ 551FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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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