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Cheap flights from Chicago to Toronto from $45

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 10/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Porter Airlines Logo
5:20 pm - 8:02 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
$140Porter Airlines
Find Deal
mié., sep. 3 - mar., sep. 9
Porter Airlines Logo
9:15 am - 11:57 amMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
7:30 am - 8:19 amYTZ-MDW
1h 49mnonstop
$141Porter Airlines
Find Deal
vie., sep. 5 - mié., sep. 10
Air Canada Logo
3:50 pm - 6:33 pmORD-YYZ
1h 43mnonstop
Air Canada Logo
6:15 am - 9:51 amYYZ-ORD
4h 36m1 stop
$151Air Canada
Find Deal
jue., sep. 18 - sáb., sep. 27
Air Canada Logo
3:35 pm - 9:31 pmORD-YTZ
4h 56m1 stop
Air Canada Logo
3:25 pm - 8:16 pmYTZ-ORD
5h 51m1 stop
$153Air Canada
Find Deal
sáb., ago. 16 - sáb., ago. 23
 Logo
9:40 am - 12:20 pmMDW-YTZ
1h 40mnonstop
 Logo
7:55 am - 8:45 amYTZ-MDW
1h 50mnonstop
jue., ago. 14 - jue., ago. 21
 Logo
9:40 am - 12:20 pmMDW-YTZ
1h 40mnonstop
 Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
jue., ago. 14 - jue., ago. 21
United Airlines Logo
9:20 pm - 11:59 pmORD-YYZ
1h 39mnonstop
United Airlines Logo
8:55 am - 10:00 amYYZ-ORD
2h 05mnonstop
$168United Airlines
Find Deal
dom., nov. 2 - lun., nov. 3
United Airlines Logo
6:28 pm - 9:21 pmORD-YYZ
1h 53mnonstop
United Airlines Logo
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
$172United Airlines
Find Deal
vie., oct. 31 - mar., nov. 4
American Airlines Logo
3:00 pm - 5:40 pmORD-YYZ
1h 40mnonstop
American Airlines Logo
6:29 pm - 7:29 pmYYZ-ORD
2h 00mnonstop
$185American Airlines
Find Deal
dom., oct. 12 - lun., oct. 20
American Airlines Logo
6:03 am - 2:54 pmORD-YYZ
7h 51m1 stop
American Airlines Logo
5:59 pm - 10:49 pmYYZ-ORD
5h 50m1 stop
$197American Airlines
Find Deal
mié., ago. 13 - mié., ago. 13

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets
American Airlines
Jul 15
ORD6:00 amChicago O'Hare Intl
5h 05m
1 stop
YYZ12:05 pmToronto Pearson Intl
Jul 15
YYZ3:45 pmToronto Pearson Intl
6h 46m
1 stop
ORD9:31 pmChicago O'Hare Intl
American Airlines
Oct 12
ORD3:00 pmChicago O'Hare Intl
1h 40m
YYZ5:40 pmToronto Pearson Intl
Oct 20
YYZ6:29 pmToronto Pearson Intl
2h 00m
ORD7:29 pmChicago O'Hare Intl
American Airlines
Jul 15
ORD8:24 pmChicago O'Hare Intl
2h 05m
YYZ11:29 pmToronto Pearson Intl
Jul 16
YYZ10:55 amToronto Pearson Intl
7h 59m
1 stop
ORD5:54 pmChicago O'Hare Intl

Delta flights from Chicago to Toronto

Our best Delta deals on Chicago to Toronto flight tickets
Delta
Sep 9
MDW9:30 amChicago Midway
6h 53m
1 stop
YYZ5:23 pmToronto Pearson Intl
Sep 13
YYZ12:14 pmToronto Pearson Intl
7h 21m
1 stop
MDW6:35 pmChicago Midway
Delta
Aug 13
MDW9:31 amChicago Midway
6h 52m
1 stop
YYZ5:23 pmToronto Pearson Intl
Aug 15
YYZ12:14 pmToronto Pearson Intl
7h 23m
1 stop
MDW6:37 pmChicago Midway
Delta
Aug 8
MDW6:20 pmChicago Midway
3h 38m
1 stop
YYZ10:58 pmToronto Pearson Intl
Aug 13
YYZ12:48 pmToronto Pearson Intl
5h 49m
1 stop
MDW5:37 pmChicago Midway

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 July is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around $266. If you are unable to visit Toronto during the month of July, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $267.

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 Friday. momondo users have found tickets for Friday departures for as low as $475. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Toronto is Sunday, with ticket prices averaging around $702.

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 $436. Flying to Toronto in the morning is an ideal time because this is during off-peak travel hours. Flights to Toronto are more costly in the afternoon, with an average ticket price of $715. Departure times in the afternoon 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?

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 $319 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 $166 on momondo.

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?

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 July 2025, prices for Chicago to Toronto flights are approximately 30% 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

$45

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 $45. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is $140.
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)

  • 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 39m 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 $109Free CancellationRating
8.0
298 reviews
Search Porter Airlines flights
Air CanadaPriceFrom $119Free CancellationRating
7.1
9,681 reviews
Search Air Canada flights
United AirlinesPriceFrom $140Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
American AirlinesPriceFrom $190Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • Porter Airlines Flights From Chicago to Toronto

    Across 13 Porter Airlines flights from Chicago to Toronto this week, the average price was $293, with the best Porter Airlines deals starting from $109 round-trip. 298 users have rated Porter Airlines on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Toronto

    $140 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 $325, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,861 user reviews) flies into Toronto from Chicago 72 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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1 adult
mar. 7/8
mar. 7/15

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