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Cheap flights from Chicago to Toronto from $74

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 2/5. 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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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 to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
3:16 pm - 11:53 pmORD-YYZ
7h 37m1 stop
7:00 am - 1:50 pmYYZ-ORD
7h 50m1 stop
Mon, Feb 3 - Thu, Feb 6
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$203Air Canada
Find Deal
Thu, Feb 6 - Thu, Feb 13
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$262Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$263Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
6:20 pm - 7:20 pmYYZ-ORD
2h 00mnonstop
$323American Airlines
Find Deal
Wed, Jan 22 - Sun, Jan 26
12:25 pm - 6:26 pmORD-YYZ
5h 01m1 stop
11:31 am - 12:31 pmYYZ-ORD
2h 00mnonstop
$332American Airlines
Find Deal
Wed, Jan 22 - Mon, Jan 27
4:51 pm - 7:45 pmORD-YYZ
1h 54mnonstop
12:20 pm - 6:38 pmYYZ-ORD
7h 18m1 stop
$360United Airlines
Find Deal
Tue, Jan 21 - Tue, Jan 28
2:23 pm - 9:17 pmORD-YYZ
5h 54m1 stop
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
$375United Airlines
Find Deal
Fri, Jan 10 - Mon, Jan 13
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$620Air Transat
Find Deal
Thu, Jun 19 - Thu, Jun 26
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$680Air Transat
Find Deal
Wed, Feb 12 - Wed, Feb 19
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$74Air Canada
Find Deal
Wed, Feb 5
3:16 pm - 11:53 pmORD-YYZ
7h 37m1 stop
Mon, Feb 10
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
$138American Airlines
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Thu, Jan 23
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$140Porter Airlines
Find Deal
Wed, Jan 22
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$141Porter Airlines
Find Deal
Fri, Jan 24
9:45 pm - 8:50 amORD-YYZ
10h 05m1 stop
$163United Airlines
Find Deal
Fri, Jan 10
4:00 pm - 6:41 pmORD-YYZ
1h 41mnonstop
$165United Airlines
Find Deal
Thu, Jan 9
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
$188Air Transat
Find Deal
Fri, Feb 21
6:35 pm - 9:20 pmORD-YYZ
1h 45mnonstop
$232American Airlines
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Mon, Feb 3
12:05 pm - 2:47 pmMDW-YTZ
1h 42mnonstop
$257Air Transat
Find Deal
Fri, Jan 3
6:05 am - 11:59 pmORD-YYZ
16h 54m1 stop
7:00 am - 2:23 pmYYZ-ORD
8h 23m1 stop
Tue, Dec 24 - Mon, Jan 13
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$434Porter Airlines
Find Deal
Fri, Dec 27 - Mon, Jan 13
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
$441Porter Airlines
Find Deal
Sat, Dec 28 - Mon, Jan 6
6:30 pm - 9:25 pmORD-YYZ
1h 55mnonstop
11:31 am - 12:31 pmYYZ-ORD
2h 00mnonstop
$490American Airlines
Find Deal
Fri, Dec 27 - Mon, Jan 13
9:45 am - 6:29 pmORD-YYZ
7h 44m1 stop
6:15 am - 7:30 amYYZ-ORD
2h 15mnonstop
$500American Airlines
Find Deal
Fri, Dec 27 - Mon, Jan 13
7:20 am - 1:41 pmORD-YYZ
5h 21m1 stop
6:52 am - 8:05 amYYZ-ORD
2h 13mnonstop
$523Air Canada
Find Deal
Fri, Dec 27 - Mon, Dec 30
9:50 am - 12:31 pmORD-YYZ
1h 41mnonstop
7:45 am - 11:00 pmYYZ-ORD
16h 15m1 stop
$539Air Canada
Find Deal
Wed, Dec 25 - Sun, Jan 5
5:35 pm - 8:17 pmMDW-YTZ
1h 42mnonstop
9:40 am - 10:30 amYTZ-MDW
1h 50mnonstop
$556Air Transat
Find Deal
Sat, Dec 28 - Sat, Jan 4
7:05 am - 9:58 amORD-YYZ
1h 53mnonstop
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
$614United Airlines
Find Deal
Tue, Dec 24 - Mon, Jan 6
6:08 pm - 11:46 pmORD-YYZ
4h 38m1 stop
9:00 pm - 10:13 pmYYZ-ORD
2h 13mnonstop
$624United Airlines
Find Deal
Tue, Dec 24 - Mon, Jan 6
2:05 pm - 4:46 pmORD-YYZ
1h 41mnonstop
12:20 pm - 1:11 pmYYZ-ORD
1h 51mnonstop
$203Air Canada
Find Deal
Thu, Feb 6 - Thu, Feb 13
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$262Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
1:05 pm - 3:47 pmMDW-YTZ
1h 42mnonstop
11:20 am - 12:10 pmYTZ-MDW
1h 50mnonstop
$263Porter Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
6:20 pm - 7:20 pmYYZ-ORD
2h 00mnonstop
$323American Airlines
Find Deal
Wed, Jan 22 - Sun, Jan 26
8:11 am - 10:51 amORD-YYZ
1h 40mnonstop
1:14 pm - 2:14 pmYYZ-ORD
2h 00mnonstop
$340American Airlines
Find Deal
Wed, Feb 5 - Sun, Feb 9
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
8:00 am - 8:57 amYYZ-ORD
1h 57mnonstop
$366Air Canada
Find Deal
Sun, Jan 5 - Sun, Jan 12
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
3:30 pm - 4:41 pmYYZ-ORD
2h 11mnonstop
$373United Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
8:30 pm - 11:11 pmORD-YYZ
1h 41mnonstop
6:40 pm - 7:37 pmYYZ-ORD
1h 57mnonstop
$387United Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$619Air Transat
Find Deal
Fri, May 23 - Wed, May 28
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
$620Air Transat
Find Deal
Thu, Jun 19 - Thu, Jun 26

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets
United Airlines
Jan 21
ORD4:51 pmChicago O'Hare Intl
1h 54m
YYZ7:45 pmToronto Pearson Intl
Jan 28
YYZ12:20 pmToronto Pearson Intl
7h 18m
1 stop
ORD6:38 pmChicago O'Hare Intl
United Airlines
Jan 6
ORD9:13 pmChicago O'Hare Intl
1h 46m
YYZ11:59 pmToronto Pearson Intl
Jan 13
YYZ6:40 pmToronto Pearson Intl
1h 57m
ORD7:37 pmChicago O'Hare Intl
United Airlines
Jan 10
ORD2:23 pmChicago O'Hare Intl
5h 54m
1 stop
YYZ9:17 pmToronto Pearson Intl
Jan 13
YYZ9:00 pmToronto Pearson Intl
2h 13m
ORD10:13 pmChicago O'Hare Intl

Delta flights from Chicago to Toronto

Our best Delta deals on Chicago to Toronto flight tickets
Delta
Jan 24
ORD6:15 pmChicago O'Hare Intl
3h 37m
1 stop
YYZ10:52 pmToronto Pearson Intl
Jan 28
YYZ5:05 pmToronto Pearson Intl
6h 31m
1 stop
ORD10:36 pmChicago O'Hare Intl
Delta
Feb 5
MDW2:08 pmChicago Midway
7h 41m
1 stop
YYZ10:49 pmToronto Pearson Intl
Feb 9
YYZ6:00 amToronto Pearson Intl
3h 51m
1 stop
MDW8:51 amChicago Midway
Delta
Jan 2
ORD7:00 amChicago O'Hare Intl
8h 14m
1 stop
YYZ4:14 pmToronto Pearson Intl
Jan 12
YYZ6:00 amToronto Pearson Intl
4h 16m
1 stop
ORD9:16 amChicago 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 January is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around $270. If you are unable to visit Toronto during the month of January, then departing from Chicago during the month April is also very affordable. Most momondo users find prices during this month for around $273.

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

On average, the least expensive day to fly to Toronto from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $287. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Toronto is Monday, with ticket prices averaging around $324.

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

In the morning is the cheapest time of day to fly from Chicago to Toronto when you can find flight prices for as low as $289. Flying to Toronto in the morning is an ideal time because this is during off-peak travel hours. Flights to Toronto are more costly at noon, with an average ticket price of $312. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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?

We recommend purchasing flights from Chicago to Toronto 50 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Toronto for $300. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $160.

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

There are 4 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?

You could potentially save up to 8% on your flight if you consider stops on a Chicago to Toronto flight.

How have Chicago to Toronto flight prices changed over time?

As of December 2024, prices for Chicago to Toronto flights are approximately 18% more expensive 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

$74

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Toronto

2 airports
The best one-way flight to Toronto from Chicago in the past 72 hours is $74. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is $201.
The fastest flight from Chicago to Toronto takes 1h 35m
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?

    A flight from Chicago to Toronto will travel around 435.3 mi. Typically, this will take 1h 35m by plane in normal conditions.

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

    Prices for flights from Chicago to Toronto refresh 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Toronto.

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

    The travel and health documents required for your trip to Toronto can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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
Porter AirlinesPriceFrom $122Free CancellationRating
7.9
282 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $122Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $122Free CancellationRating
7.0
8,421 reviews
Search Air Canada flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
9,020 reviews
Search United Airlines flights
  • Porter Airlines Flights From Chicago to Toronto

    Across 13 Porter Airlines flights from Chicago to Toronto this week, the average price was $240, with the best Porter Airlines deals starting from $122 round-trip. 282 users have rated Porter Airlines on momondo, with an average score of 7.9/10.

  • United Airlines Flights From Chicago to Toronto

    $146 is the best United Airlines flight deal from Chicago to Toronto found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $348, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,020 user reviews) flies into Toronto from Chicago 64 times in an average week so prices can vary.


Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Toronto from Chicago.

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

Yes. momondo allows you to filter the results for Chicago to Toronto flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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

If you are not ready to book a flight from Chicago to Toronto now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Toronto and let you know when they change.


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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 52.0 mi from Toronto