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Cheap flights from Chicago to Toronto from C$ 120

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 18/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 263Porter Airlines
Find Deal
Thu, 20 Nov - Sun, 23 Nov
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 270Porter Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Porter Airlines Logo
12:45 p.m. - 3:27 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 272Porter Airlines
Find Deal
Sat, 28 Feb - Fri, 13 Mar
American Airlines Logo
5:00 a.m. - 11:14 a.m.ORD-YYZ
5h 14m1 stop
American Airlines Logo
6:00 a.m. - 7:15 a.m.YYZ-ORD
2h 15mdirect
C$ 273American Airlines
Find Deal
Tue, 2 Dec - Tue, 9 Dec
United Airlines Logo
6:00 a.m. - 11:48 a.m.ORD-YYZ
4h 48m1 stop
United Airlines Logo
3:30 p.m. - 4:39 p.m.YYZ-ORD
2h 09mdirect
C$ 276United Airlines
Find Deal
Sun, 15 Feb - Sun, 15 Feb
Air Canada Logo
8:15 p.m. - 10:54 p.m.ORD-YYZ
1h 39mdirect
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
C$ 280Air Canada
Find Deal
Fri, 5 Dec - Sun, 7 Dec
American Airlines Logo
1:16 p.m. - 4:03 p.m.ORD-YYZ
1h 47mdirect
American Airlines Logo
6:00 a.m. - 11:03 a.m.YYZ-ORD
6h 03m1 stop
C$ 282American Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Air Transat Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Air Transat Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 284Air Transat
Find Deal
Tue, 10 Mar - Wed, 11 Mar
Air Canada Logo
8:00 a.m. - 10:40 a.m.ORD-YYZ
1h 40mdirect
Air Canada Logo
6:20 a.m. - 11:18 a.m.YYZ-ORD
5h 58m1 stop
C$ 286Air Canada
Find Deal
Thu, 4 Dec - Sun, 7 Dec
United Airlines Logo
4:40 p.m. - 7:24 p.m.ORD-YYZ
1h 44mdirect
United Airlines Logo
9:00 a.m. - 10:09 a.m.YYZ-ORD
2h 09mdirect
C$ 290United Airlines
Find Deal
Sat, 7 Mar - Sun, 8 Mar

Air Canada flights from Chicago to Toronto

Our best Air Canada deals on Chicago to Toronto flight tickets
Air Canada
5 Dec
ORD8:15 p.m.Chicago O'Hare Intl
1h 39m
YYZ10:54 p.m.Toronto Pearson Intl
7 Dec
YYZ6:20 a.m.Toronto Pearson Intl
5h 58m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
C$ 280
Find similar
Air Canada
4 Dec
ORD8:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:40 a.m.Toronto Pearson Intl
7 Dec
YYZ6:20 a.m.Toronto Pearson Intl
5h 58m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
C$ 286
Find similar
Air Canada
4 Dec
ORD8:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:40 a.m.Toronto Pearson Intl
7 Dec
YYZ7:00 a.m.Toronto Pearson Intl
5h 18m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
C$ 289
Find similar

WestJet flights from Chicago to Toronto

Our best WestJet deals on Chicago to Toronto flight tickets
WestJet
25 Nov
MDW1:47 p.m.Chicago Midway
8h 34m
1 stop
YYZ11:21 p.m.Toronto Pearson Intl
28 Nov
YYZ6:30 a.m.Toronto Pearson Intl
12h 48m
1 stop
MDW6:18 p.m.Chicago Midway
C$ 425
Find similar
WestJet
16 Jan
MDW7:16 p.m.Chicago Midway
19h 37m
2 stops
YYZ3:53 p.m.Toronto Pearson Intl
19 Jan
YYZ6:10 a.m.Toronto Pearson Intl
12h 22m
1 stop
MDW5:32 p.m.Chicago Midway
C$ 432
Find similar
WestJet
30 Dec
MDW11:48 a.m.Chicago Midway
10h 32m
1 stop
YYZ11:20 p.m.Toronto Pearson Intl
1 Jan
YYZ12:14 p.m.Toronto Pearson Intl
24h 44m
1 stop
MDW11:58 a.m.Chicago Midway
C$ 439
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 5 November 2025.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 20/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 23/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/12

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/12

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 28/2

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Fri 13/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 272

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 2/12

5:00 a.m.-11:14 a.m.

1 stop5h 14m

Toronto Pearson Intl

Tue 9/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

C$ 273

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 15/2

6:00 a.m.-11:48 a.m.

1 stop4h 48m

Toronto Pearson Intl

Sun 15/2

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

Nonstop2h 09m

C$ 276

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/12

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

Nonstop1h 39m

Toronto Pearson Intl

Sun 7/12

6:20 a.m.-11:18 a.m.

1 stop5h 58m

C$ 280

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/12

1:16 p.m.-4:03 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Sun 7/12

6:00 a.m.-11:03 a.m.

1 stop6h 03m

C$ 282

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 10/3

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Wed 11/3

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 284

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 4/12

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

Nonstop1h 40m

Toronto Pearson Intl

Sun 7/12

6:20 a.m.-11:18 a.m.

1 stop5h 58m

C$ 286

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 7/3

4:40 p.m.-7:24 p.m.

Nonstop1h 44m

Toronto Pearson Intl

Sun 8/3

9:00 a.m.-10:09 a.m.

Nonstop2h 09m

C$ 290

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Toronto?

What is the cheapest month to fly to Toronto?

The month of September is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 294. The month of July is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 329.

What is the cheapest day to depart on your flight to Toronto?

According to our data, Thursday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Thursday departure recently was C$ 347. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Toronto on a Monday will generally be more expensive and average around C$ 494. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Toronto?

Flying to Toronto from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 315 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 472. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Toronto flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto flight prices

How far in advance should I book a flight to Toronto?

You are more likely to see cheaper flights to Toronto from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 433 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto from Chicago for as low as C$ 234 on momondo.

What cabin class options are available on Chicago to Toronto flights?

There are 3 cabin classes available to choose from on Chicago to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto flights?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto.

How have Chicago to Toronto flight prices changed over time?

As of November 2025, prices for Chicago to Toronto flights are approximately 53% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Toronto (CHI to YTO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto

Best price found

C$ 130

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Toronto

2 airports
The best one-way flight to Toronto from Chicago in the past 72 hours is C$ 130. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 352.
The fastest flight from Chicago to Toronto takes 1h 39m
Direct flights go from Chicago to Toronto every day.
There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)
Search flight deals

  • How far is Chicago to Toronto by plane?

    Chicago and Toronto are 700.6 km apart from one another. Flights usually cover this in 1h 39m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Toronto?

    Prices for flights from Chicago to Toronto are updated daily.

  • How many operators does momondo search for flights from Chicago to Toronto?

  • How old do you have to be to fly from Chicago to Toronto?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto.

  • What documentation or ID do you need to fly to Toronto?

    The necessary travel and health documents for your Toronto trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Toronto?

  • What is the most popular airline from Chicago to Toronto?

Best airlines flying from Chicago to Toronto

Compare and see reviews for airlines that fly from Chicago to Toronto with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom C$ 153Free CancellationRating
7.2
11,039 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 207Free CancellationRating
7.1
10,404 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 265Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Toronto

    The lowest priced United Airlines flight from Chicago to Toronto from the last 72 hours was C$ 265. Generally, United Airlines has 71 flights on this route every week with an average price of C$ 374. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Chicago to Toronto

    Across 11,039 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Toronto about 30 times each week, with ticket deals ranging from C$ 153 to C$ 473. Price data is based on momondo searches in the last 72 hours.

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Apsley

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Toronto . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Toronto?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Toronto.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Toronto trip

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Find better results for your trip to Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 83.6 km from Toronto
Toronto Region of Waterloo Intl Airport
Toronto Island Airport
Toronto Pearson Intl Airport