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Cheap flights from Chicago to Toronto from C$ 116

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 10/3. 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
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$ 244Porter Airlines
Thu, 2 Apr - Sun, 5 Apr
Porter Airlines Logo
12:50 p.m. - 3:32 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 246Porter Airlines
Sat, 28 Feb - Sun, 1 Mar
Air Canada Logo
2:00 p.m. - 4:41 p.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 267Air Canada
Mon, 1 Jun - Thu, 4 Jun
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
12:05 p.m. - 1:01 p.m.
YYZ
-
ORD
1h 56mdirect
C$ 274Air Canada
Fri, 27 Feb - Sun, 1 Mar
Delta Logo
9:35 a.m. - 5:17 p.m.
MDW
-
YYZ
6h 42m
1 stop
Delta Logo
6:20 a.m. - 12:29 p.m.
YYZ
-
MDW
7h 09m
1 stop
C$ 354Delta
Thu, 2 Apr - Sun, 5 Apr
Delta Logo
9:35 a.m. - 3:08 p.m.
MDW
-
YYZ
4h 33m
1 stop
Delta Logo
6:20 a.m. - 8:53 a.m.
YYZ
-
MDW
3h 33m
1 stop
C$ 355Delta
Tue, 17 Mar - Fri, 20 Mar
Multiple Airlines Logo
6:51 p.m. - 10:35 a.m.
ORD
-
YTZ
14h 44m
1 stop
Multiple Airlines Logo
6:15 p.m. - 12:22 a.m.
YTZ
-
ORD
7h 07m
1 stop
C$ 359Multiple Airlines
Wed, 11 Mar - Wed, 18 Mar
Multiple Airlines Logo
6:40 a.m. - 8:03 p.m.
ORD
-
YTZ
12h 23m
2 stops
Multiple Airlines Logo
3:00 p.m. - 6:29 p.m.
YTZ
-
ORD
28h 29m
1 stop
C$ 369Multiple Airlines
Sun, 1 Mar - Wed, 4 Mar
WestJet Logo
5:30 p.m. - 5:15 p.m.
ORD
-
YHM
22h 45m
1 stop
WestJet Logo
6:10 p.m. - 4:40 p.m.
YHM
-
ORD
23h 30m
1 stop
C$ 408WestJet
Thu, 7 May - Sun, 10 May
WestJet Logo
1:10 p.m. - 5:17 p.m.
MDW
-
YYZ
3h 07m
1 stop
WestJet Logo
12:15 p.m. - 5:54 p.m.
YYZ
-
MDW
6h 39m
1 stop
C$ 440WestJet
Thu, 2 Apr - Sun, 5 Apr

WestJet flights from Chicago to Toronto

Our best WestJet deals on Chicago to Toronto flight tickets
WestJet
2 Apr
MDW1:10 p.m.Chicago Midway
3h 07m
1 stop
YYZ5:17 p.m.Toronto Pearson Intl
5 Apr
YYZ12:15 p.m.Toronto Pearson Intl
6h 39m
1 stop
MDW5:54 p.m.Chicago Midway
C$ 440
WestJet
8 Jul
MDW1:00 p.m.Chicago Midway
3h 23m
1 stop
YYZ5:23 p.m.Toronto Pearson Intl
18 Jul
YYZ3:55 p.m.Toronto Pearson Intl
3h 36m
1 stop
MDW6:31 p.m.Chicago Midway
C$ 445
WestJet
21 Feb
MDW5:00 p.m.Chicago Midway
5h 11m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
22 Feb
YYZ12:20 p.m.Toronto Pearson Intl
6h 25m
1 stop
MDW5:45 p.m.Chicago Midway
C$ 596

Air Canada flights from Chicago to Toronto

Our best Air Canada deals on Chicago to Toronto flight tickets
Air Canada
1 Jun
ORD2:00 p.m.Chicago O'Hare Intl
1h 41m
YTZ4:41 p.m.Toronto Island
4 Jun
YTZ7:20 p.m.Toronto Island
1h 56m
ORD8:16 p.m.Chicago O'Hare Intl
C$ 267
Air Canada
27 Feb
ORD8:40 p.m.Chicago O'Hare Intl
1h 39m
YYZ11:19 p.m.Toronto Pearson Intl
1 Mar
YYZ4:50 p.m.Toronto Pearson Intl
1h 58m
ORD5:48 p.m.Chicago O'Hare Intl
C$ 272
Air Canada
27 Feb
ORD8:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:40 a.m.Toronto Pearson Intl
1 Mar
YYZ12:05 p.m.Toronto Pearson Intl
1h 56m
ORD1:01 p.m.Chicago O'Hare Intl
C$ 274

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 10 February 2026.
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 2/4

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

Nonstop1h 42m

Toronto Island

Sun 5/4

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

Nonstop1h 50m

C$ 244

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 28/2

12:50 p.m.-3:32 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/3

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 246

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Mon 1/6

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

Nonstop1h 41m

Toronto Island

Thu 4/6

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

Nonstop1h 56m

C$ 267

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 27/2

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

Nonstop1h 40m

Toronto Pearson Intl

Sun 1/3

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

C$ 274

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/4

9:35 a.m.-5:17 p.m.

1 stop6h 42m

Toronto Pearson Intl

Sun 5/4

6:20 a.m.-12:29 p.m.

1 stop7h 09m

C$ 354

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 17/3

9:35 a.m.-3:08 p.m.

1 stop4h 33m

Toronto Pearson Intl

Fri 20/3

6:20 a.m.-8:53 a.m.

1 stop3h 33m

C$ 355

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 11/3

6:51 p.m.-10:35 a.m.

1 stop14h 44m

Toronto Island

Wed 18/3

6:15 p.m.-12:22 a.m.

1 stop7h 07m

C$ 359

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sun 1/3

6:40 a.m.-8:03 p.m.

2 stops12h 23m

Toronto Island

Wed 4/3

3:00 p.m.-6:29 p.m.

1 stop28h 29m

C$ 369

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Thu 7/5

5:30 p.m.-5:15 p.m.

1 stop22h 45m

Hamilton

Sun 10/5

6:10 p.m.-4:40 p.m.

1 stop23h 30m

C$ 408

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/4

1:10 p.m.-5:17 p.m.

1 stop3h 07m

Toronto Pearson Intl

Sun 5/4

12:15 p.m.-5:54 p.m.

1 stop6h 39m

C$ 440

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$ 285. The month of July is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 320.

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

According to our data, Friday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Friday departure recently was C$ 318. 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$ 443. 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$ 275 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 402. 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 weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 389 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$ 207 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 February 2026, prices for Chicago to Toronto flights are approximately 36% 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$ 218

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Toronto

3 airports
The best one-way flight to Toronto from Chicago in the past 72 hours is C$ 218. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 114.
The fastest flight from Chicago to Toronto takes 1h 39m
Direct flights go from Chicago to Toronto every day.
There are 3 airports in Toronto. From Chicago there are direct flights to 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$ 148Free CancellationRating
7.2
11,259 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 165Free CancellationRating
7.1
10,701 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 207Free CancellationRating
7.4
9,267 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$ 207. Generally, United Airlines has 65 flights on this route every week with an average price of C$ 336. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Chicago to Toronto

    Across 11,259 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Toronto about 15 times each week, with ticket deals ranging from C$ 148 to C$ 458. 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