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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 19/5. 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
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 250Porter Airlines
Tue, 24 Feb - Mon, 2 Mar
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 251Porter Airlines
Thu, 26 Feb - Sun, 1 Mar
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 258Air Canada
Tue, 2 Jun - Sun, 7 Jun
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 261Air Canada
Tue, 2 Jun - Sun, 7 Jun
United Airlines Logo
9:15 p.m. - 11:58 p.m.
ORD
-
YYZ
1h 43mdirect
United Airlines Logo
11:00 a.m. - 12:03 p.m.
YYZ
-
ORD
2h 03mdirect
C$ 322United Airlines
Sat, 28 Mar - Mon, 6 Apr
Multiple Airlines Logo
6:10 p.m. - 7:55 p.m.
ORD
-
YYZ
24h 45m
1 stop
Multiple Airlines Logo
6:30 a.m. - 9:17 p.m.
YYZ
-
ORD
15h 47m
1 stop
C$ 329Multiple Airlines
Wed, 1 Apr - Wed, 15 Apr
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$ 356Delta
Fri, 13 Mar - Sun, 15 Mar
United Airlines Logo
2:00 p.m. - 4:41 p.m.
ORD
-
YTZ
1h 41mdirect
United Airlines Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 412United Airlines
Thu, 11 Jun - Sat, 13 Jun
Multiple Airlines Logo
6:51 p.m. - 10:35 a.m.
ORD
-
YTZ
14h 44m
1 stop
Multiple Airlines Logo
6:15 p.m. - 12:40 a.m.
YTZ
-
ORD
7h 25m
1 stop
C$ 419Multiple Airlines
Wed, 4 Mar - Wed, 11 Mar
Delta Logo
1:28 p.m. - 10:40 p.m.
MDW
-
YYZ
8h 12m
1 stop
Delta Logo
6:20 a.m. - 8:53 a.m.
YYZ
-
MDW
3h 33m
1 stop
C$ 452Delta
Sun, 22 Feb - Sun, 29 Mar

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets
United Airlines
28 Mar
ORD6:25 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:18 p.m.Toronto Pearson Intl
3 Apr
YYZ10:15 a.m.Toronto Pearson Intl
2h 03m
ORD11:18 a.m.Chicago O'Hare Intl
C$ 322
United Airlines
13 Mar
ORD6:25 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:18 p.m.Toronto Pearson Intl
26 Mar
YYZ5:30 p.m.Toronto Pearson Intl
2h 10m
ORD6:40 p.m.Chicago O'Hare Intl
C$ 355
United Airlines
2 Apr
ORD9:05 a.m.Chicago O'Hare Intl
1h 44m
YYZ11:49 a.m.Toronto Pearson Intl
2 Apr
YYZ2:30 p.m.Toronto Pearson Intl
10h 13m
1 stop
ORD11:43 p.m.Chicago O'Hare Intl
C$ 411

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets
American Airlines
24 Feb
ORD10:10 a.m.Chicago O'Hare Intl
7h 54m
1 stop
YYZ7:04 p.m.Toronto Pearson Intl
28 Feb
YYZ1:10 p.m.Toronto Pearson Intl
2h 00m
ORD2:10 p.m.Chicago O'Hare Intl
C$ 335
American Airlines
5 Mar
ORD7:23 a.m.Chicago O'Hare Intl
6h 37m
1 stop
YYZ3:00 p.m.Toronto Pearson Intl
7 Mar
YYZ6:17 p.m.Toronto Pearson Intl
2h 00m
ORD7:17 p.m.Chicago O'Hare Intl
C$ 336
American Airlines
28 Mar
ORD6:40 p.m.Chicago O'Hare Intl
1h 49m
YYZ9:29 p.m.Toronto Pearson Intl
31 Mar
YYZ7:30 a.m.Toronto Pearson Intl
9h 43m
1 stop
ORD4:13 p.m.Chicago O'Hare Intl
C$ 343

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 3 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

Tue 24/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Mon 2/3

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

Nonstop1h 50m

C$ 250

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/3

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

Nonstop1h 50m

C$ 251

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 2/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

Toronto Island

Sun 7/6

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

Nonstop1h 56m

C$ 258

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 2/6

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

Toronto Island

Sun 7/6

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

Nonstop1h 56m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 28/3

9:15 p.m.-11:58 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Mon 6/4

11:00 a.m.-12:03 p.m.

Nonstop2h 03m

C$ 322

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 1/4

6:10 p.m.-7:55 p.m.

1 stop24h 45m

Toronto Pearson Intl

Wed 15/4

6:30 a.m.-9:17 p.m.

1 stop15h 47m

C$ 329

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 13/3

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

1 stop6h 42m

Toronto Pearson Intl

Sun 15/3

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

1 stop7h 09m

C$ 356

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 11/6

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

Nonstop1h 41m

Toronto Island

Sat 13/6

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

Nonstop1h 56m

C$ 412

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Wed 4/3

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

1 stop14h 44m

Toronto Island

Wed 11/3

6:15 p.m.-12:40 a.m.

1 stop7h 25m

C$ 419

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 22/2

1:28 p.m.-10:40 p.m.

1 stop8h 12m

Toronto Pearson Intl

Sun 29/3

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

1 stop3h 33m

C$ 452

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$ 287. The month of July is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 321.

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$ 333. 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$ 444. 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$ 282 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 408. 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$ 396 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$ 208 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$ 219

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$ 219. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 117.
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
Air CanadaPriceFrom C$ 166Free CancellationRating
7.1
10,684 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 208Free CancellationRating
7.4
9,236 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$ 208. Generally, United Airlines has 65 flights on this route every week with an average price of C$ 337. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Chicago to Toronto

    Across 10,684 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Chicago to Toronto about 65 times each week, with ticket deals ranging from C$ 166 to C$ 364. 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