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Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 171

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 29/6. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
1 May — 8 May1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in November or May, booked 87 days in advance, depart on a Friday or Saturday and return on a Thursday

Cheap 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 1 April 2026.

Thu 9/76:15 a.m.
YYZ
-
ORD
1 stop5h 01m
Air Canada
Sun 19/78:40 p.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 28/3C$ 273
Thu 25/612:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 28/67:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Deal found 27/3C$ 273
Fri 1/59:00 p.m.
YYZ
-
ORD
Nonstop2h 01m
United Airlines
Sat 2/57:09 a.m.
ORD
-
YYZ
Nonstop1h 45m
United Airlines
Deal found 29/3C$ 274
Tue 30/68:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sat 4/78:45 a.m.
ORD
-
YYZ
1 stop5h 50m
Air Canada
Deal found 31/3C$ 276
Fri 28/812:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 30/88:45 a.m.
ORD
-
YTZ
1 stop6h 06m
Air Canada
Deal found 29/3C$ 276
Sat 16/57:15 p.m.
YYZ
-
ORD
1 stop5h 39m
American Airlines
Sun 17/59:50 a.m.
ORD
-
YYZ
Nonstop1h 45m
American Airlines
Deal found 27/3C$ 277
Sat 5/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Tue 8/911:45 a.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 30/3C$ 277
Sat 2/54:00 p.m.
YYZ
-
ORD
1 stop5h 08m
Air Canada
Mon 4/53:50 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Deal found 29/3C$ 279
Thu 10/910:05 a.m.
YTZ
-
ORD
Nonstop1h 55m
Porter Airlines
Sun 13/93:20 p.m.
ORD
-
YTZ
Nonstop1h 40m
Porter Airlines
Deal found 27/3C$ 279
Fri 14/88:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 16/88:45 a.m.
ORD
-
YYZ
1 stop5h 50m
Air Canada
Deal found 30/3C$ 280
Wed 5/83:30 p.m.
YYZ
-
ORD
1 stop5h 35m
Air Canada
Sun 9/89:50 a.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 28/3C$ 281
Thu 25/66:15 a.m.
YYZ
-
ORD
1 stop5h 01m
Air Canada
Sun 28/65:35 p.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 31/3C$ 283

Find 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 1 April 2026.

Round-trip from

C$ 273

One-way from

C$ 171

Popular in

July

Cheapest in

November

Average price

C$ 417

Good round-trip deal

C$ 534 or less

Good one-way deal

C$ 394 or less
Air Canada
  • Air Canada
  • 9/7-19/7
  • 1 total stop
  • 6h 46m total
  • Toronto to Chicago
Search Deals
Air Canada
  • Air Canada
  • 29/6
  • Nonstop
  • 1h 57m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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

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 1 April 2026.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Tue 9/6

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

C$ 286

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 18/4

8:50 a.m.-9:50 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Tue 28/4

1:06 p.m.-10:23 p.m.

1 stop8h 17m

C$ 288

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 23/7

9:30 a.m.-8:05 p.m.

1 stop11h 35m

Chicago O'Hare Intl

Fri 24/7

8:45 a.m.-3:51 p.m.

1 stop6h 06m

C$ 290

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Mon 10/8

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

Chicago O'Hare Intl

Sat 15/8

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

C$ 295

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/6

7:43 p.m.-11:26 p.m.

1 stop4h 43m

Chicago O'Hare Intl

Wed 10/6

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

Nonstop1h 44m

C$ 306

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/5

6:10 a.m.-10:19 a.m.

1 stop5h 09m

Chicago O'Hare Intl

Tue 5/5

8:52 a.m.-3:20 p.m.

1 stop5h 28m

C$ 309

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 21/5

2:20 p.m.-8:14 p.m.

1 stop6h 54m

Chicago O'Hare Intl

Tue 26/5

5:19 p.m.-10:59 p.m.

1 stop4h 40m

C$ 309

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 22/5

2:20 p.m.-6:05 p.m.

1 stop4h 45m

Chicago O'Hare Intl

Tue 26/5

5:19 p.m.-10:59 p.m.

1 stop4h 40m

C$ 309

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Sat 9/5

10:45 a.m.-2:53 p.m.

1 stop5h 08m

Chicago O'Hare Intl

Tue 12/5

8:45 a.m.-3:52 p.m.

1 stop6h 07m

C$ 309

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 6/5

6:11 p.m.-8:40 p.m.

1 stop3h 29m

Chicago O'Hare Intl

Sat 9/5

11:09 a.m.-5:21 p.m.

1 stop5h 12m

C$ 311

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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 13 March 2026.

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 87 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$ 178). Flying from Toronto to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 295). 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 1 April 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 15% 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 28 March 2026.

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 1 April 2026.

The most flights from YTO to ORD are scheduled on a Monday (75 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

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

How often are flights from Toronto to Chicago delayed?

About 12% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 142 minutes.

What is the most punctual flight time for Toronto to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Thursday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Toronto to Chicago flights?

Over the past year, United Airlines has had the lowest number of delays on this route, with just 8% of flights being delayed.

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 1 April 2026.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Porter Airlines,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
430 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,533 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,308 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
American Airlines
7.1
Good
11,546 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,877 reviews
Porter Airlines
8.0
Very good
430 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good 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.

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

    For as low as C$ 286, 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. 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$ 224), American Airlines (C$ 226), and Air Canada (C$ 247) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines 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 Air Canada. According to our data, you can fly for as low as C$ 147. Users have also found prices from C$ 157 and C$ 166 on United Airlines and American Airlines, 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 Emirates (100%), Copa Airlines (85%) or Republic Airways (75%) 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$ 227. On average you can expect to pay C$ 1,268. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 265.

  • 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$ 178). Flying from Toronto to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 295). 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
Skokie
Downers Grove
Elk Grove Village
Racine
Naperville
Bolingbrook
Romeoville
Schaumburg

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 1 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 224AverageC$ 293FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 226AverageC$ 417FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 247AverageC$ 415FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 266AverageC$ 403FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 372AverageC$ 479FlexibilityNo 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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