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Cheap flights from Chicago to Toronto from C$ 127

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 30/1. 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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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Toronto that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Toronto.

Cheap last-minute flights

Planning a quick getaway from Chicago to Toronto? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Toronto, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Toronto

Find recent round-trip train or bus tickets from Chicago to Toronto.

All round-trip flight deals from Chicago to Toronto

The cheapest plane tickets from Chicago to Toronto found on KAYAK recently.
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 284Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 288Porter Airlines
Find Deal
Tue, 25 Feb - Thu, 27 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 314
Find Deal
Thu, 13 Feb - Sun, 16 Feb
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 346Air Transat
Find Deal
Sat, 22 Mar - Wed, 26 Mar
10:25 a.m. - 11:55 p.m.ORD-YYZ
12h 30m1 stop
12:25 p.m. - 12:07 a.m.YYZ-ORD
12h 42m1 stop
C$ 371
Find Deal
Wed, 5 Mar - Wed, 12 Mar
11:35 a.m. - 5:50 p.m.ORD-YTZ
5h 15m1 stop
8:50 a.m. - 12:56 p.m.YTZ-ORD
5h 06m1 stop
C$ 376Air Canada
Find Deal
Tue, 18 Mar - Wed, 19 Mar
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 396Air Transat
Find Deal
Fri, 28 Feb - Mon, 3 Mar
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
10:25 a.m. - 2:45 p.m.YTZ-ORD
5h 20m1 stop
C$ 397Air Canada
Find Deal
Mon, 3 Mar - Mon, 10 Mar
9:50 a.m. - 12:25 p.m.ORD-YYZ
1h 35mdirect
11:00 a.m. - 12:09 p.m.YYZ-ORD
2h 09mdirect
C$ 474United Airlines
Find Deal
Tue, 11 Feb - Sun, 16 Feb
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
12:20 p.m. - 6:34 p.m.YYZ-ORD
7h 14m1 stop
C$ 481United Airlines
Find Deal
Wed, 12 Feb - Tue, 18 Feb
7:26 a.m. - 11:53 p.m.ORD-YYZ
15h 27m1 stop
C$ 127
Find Deal
Thu, 30 Jan
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 128Porter Airlines
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Tue, 4 Mar
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 179American Airlines
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Fri, 14 Feb
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
C$ 183Air Canada
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Thu, 20 Feb
10:53 a.m. - 1:42 p.m.ORD-YYZ
1h 49mdirect
C$ 190United Airlines
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Wed, 12 Feb
10:30 a.m. - 4:09 p.m.ORD-YYZ
4h 39m1 stop
C$ 193Delta
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Fri, 14 Feb
1:26 p.m. - 11:07 p.m.MDW-YYZ
8h 41m1 stop
C$ 193Delta
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Fri, 14 Feb
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
C$ 196Air Canada
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Tue, 18 Feb
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
C$ 215United Airlines
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Tue, 18 Feb
8:15 a.m. - 10:50 a.m.ORD-YYZ
1h 35mdirect
C$ 253American Airlines
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Sat, 15 Mar
5:35 a.m. - 12:11 a.m.ORD-YYZ
17h 36m1 stop
7:50 p.m. - 9:39 a.m.YYZ-ORD
14h 49m1 stop
C$ 402
Find Deal
Sat, 25 Jan - Sun, 26 Jan
5:35 a.m. - 5:15 p.m.ORD-YYZ
10h 40m2 stops
7:35 a.m. - 2:52 p.m.YYZ-ORD
8h 17m1 stop
C$ 462
Find Deal
Sat, 25 Jan - Thu, 30 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 641Porter Airlines
Find Deal
Thu, 23 Jan - Sun, 2 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 642Porter Airlines
Find Deal
Fri, 24 Jan - Wed, 29 Jan
6:45 a.m. - 11:59 a.m.ORD-YYZ
4h 14m1 stop
6:00 a.m. - 9:16 a.m.YYZ-ORD
4h 16m1 stop
C$ 739WestJet
Find Deal
Fri, 24 Jan - Tue, 28 Jan
6:45 a.m. - 11:59 a.m.ORD-YYZ
4h 14m1 stop
6:00 a.m. - 9:28 p.m.YYZ-ORD
16h 28m1 stop
C$ 746WestJet
Find Deal
Fri, 24 Jan - Tue, 28 Jan
1:55 p.m. - 8:43 p.m.ORD-YTZ
5h 48m1 stop
8:25 a.m. - 2:45 p.m.YTZ-ORD
7h 20m1 stop
C$ 861Air Canada
Find Deal
Fri, 24 Jan - Tue, 28 Jan
1:55 p.m. - 9:35 p.m.ORD-YYZ
6h 40m1 stop
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
C$ 862Air Canada
Find Deal
Thu, 23 Jan - Mon, 27 Jan
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
C$ 901United Airlines
Find Deal
Thu, 23 Jan - Sun, 26 Jan
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
12:20 p.m. - 6:38 p.m.YYZ-ORD
7h 18m1 stop
C$ 908United Airlines
Find Deal
Thu, 23 Jan - Sun, 26 Jan
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 284Porter Airlines
Find Deal
Thu, 13 Feb - Sun, 16 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 288Porter Airlines
Find Deal
Tue, 25 Feb - Thu, 27 Feb
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 314
Find Deal
Thu, 13 Feb - Sun, 16 Feb
12:55 p.m. - 3:37 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 346Air Transat
Find Deal
Sat, 22 Mar - Wed, 26 Mar
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 384
Find Deal
Fri, 25 Apr - Mon, 28 Apr
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 396Air Transat
Find Deal
Fri, 28 Feb - Mon, 3 Mar
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 405Air Canada
Find Deal
Tue, 18 Mar - Wed, 19 Mar
7:12 a.m. - 9:58 a.m.ORD-YYZ
1h 46mdirect
9:00 p.m. - 10:06 p.m.YYZ-ORD
2h 06mdirect
C$ 407Air Canada
Find Deal
Mon, 3 Mar - Mon, 10 Mar
9:50 a.m. - 12:25 p.m.ORD-YYZ
1h 35mdirect
11:00 a.m. - 12:09 p.m.YYZ-ORD
2h 09mdirect
C$ 474United Airlines
Find Deal
Tue, 11 Feb - Sun, 16 Feb
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 498United Airlines
Find Deal
Thu, 13 Feb - Thu, 20 Feb

WestJet flights from Chicago to Toronto

Our best WestJet deals on Chicago to Toronto flight tickets
WestJet
13 Feb
ORD6:45 a.m.Chicago O'Hare Intl
4h 11m
1 stop
YYZ11:56 a.m.Toronto Pearson Intl
16 Feb
YYZ1:20 p.m.Toronto Pearson Intl
20h 56m
1 stop
ORD9:16 a.m.Chicago O'Hare Intl
WestJet
13 Feb
MDW1:26 p.m.Chicago Midway
8h 41m
1 stop
YYZ11:07 p.m.Toronto Pearson Intl
16 Feb
YYZ6:30 a.m.Toronto Pearson Intl
5h 17m
1 stop
MDW10:47 a.m.Chicago Midway
WestJet
13 Feb
MDW1:26 p.m.Chicago Midway
8h 41m
1 stop
YYZ11:07 p.m.Toronto Pearson Intl
18 Feb
YYZ6:30 a.m.Toronto Pearson Intl
7h 12m
1 stop
MDW12:42 p.m.Chicago Midway

Air Canada flights from Chicago to Toronto

Our best Air Canada deals on Chicago to Toronto flight tickets
Air Canada
18 Mar
ORD11:35 a.m.Chicago O'Hare Intl
5h 15m
1 stop
YTZ5:50 p.m.Toronto Island
19 Mar
YTZ8:50 a.m.Toronto Island
5h 06m
1 stop
ORD12:56 p.m.Chicago O'Hare Intl
Air Canada
3 Mar
ORD3:35 p.m.Chicago O'Hare Intl
5h 15m
1 stop
YTZ9:50 p.m.Toronto Island
10 Mar
YTZ10:25 a.m.Toronto Island
5h 20m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
Air Canada
18 Mar
ORD2:05 p.m.Chicago O'Hare Intl
1h 41m
YYZ4:46 p.m.Toronto Pearson Intl
19 Mar
YYZ2:00 p.m.Toronto Pearson Intl
1h 51m
ORD2:51 p.m.Chicago O'Hare Intl

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 April is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 394. The month of February is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 399.

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

According to our data, Tuesday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Tuesday departure recently was C$ 458. 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$ 577. 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 morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 483 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around C$ 539. 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 Midway to Toronto Island 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 21 weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 442 when searching 21 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$ 284 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.

How have Chicago to Toronto flight prices changed over time?

As of January 2025, prices for Chicago to Toronto flights are approximately 22% 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$ 127

Fastest flight time

1h 30m

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$ 127. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 284.
The fastest flight from Chicago to Toronto takes 1h 30m
Direct flights go from Chicago to Toronto every day.
There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

  • 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 30m, 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
United AirlinesPriceFrom C$ 189Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 196Free CancellationRating
7.0
8,635 reviews
Search Air Canada flights
Porter AirlinesPriceFrom C$ 314Free CancellationRating
7.9
277 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago to Toronto

    The lowest priced Porter Airlines flight from Chicago to Toronto from the last 72 hours was C$ 218. Generally, Porter Airlines has 6 flights on this route every week with an average price of C$ 304. Porter Airlines is rated 7.9/10 by our users.

  • United Airlines Flights From Chicago to Toronto

    Across 8,985 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Toronto about 63 times each week, with ticket deals ranging from C$ 131 to C$ 347. Price data is based on momondo searches in the last 72 hours.


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.


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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