Cheap flights from Chicago to Toronto

Round-trip
1 adult
Economy
From?
To?
Mon 6/21
Mon 6/28

Flight information for Chicago to Toronto
(CHI to YTO)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto
Best Price Found$294The best flight deal from Chicago to Toronto found on momondo in the last 72 hours is $294
Fastest flight time1h 35mThe fastest flight from Chicago to Toronto takes 1h 35m
Direct flightsNoneThere are no direct flights from Chicago to Toronto. Popular non-direct routes for this connection are Chicago Midway Airport - Toronto Island Airport, Chicago Midway Airport - Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport - Toronto Pearson Intl Airport.
Airports in Toronto4 airportsThere are 4 airports near Toronto: Toronto Kitchener-Waterloo (YKF), Toronto Pearson Intl (YYZ), Toronto Island (YTZ), Toronto Hamilton (YHM)

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 cheapest month to fly from Chicago to Toronto?

March

The cheapest time of year to fly to Toronto from Chicago is March. Most expensive is October

What is the cheapest day to depart Chicago for Toronto?

Saturday

The cheapest day of the week is typically Saturday. The most expensive is typically Monday

When is the cheapest time to fly from Chicago to Toronto?

in the afternoon

Chicago to Toronto flights are approximately 10% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Toronto from Chicago?

WestJet

American Airlines, Delta, and Major Airline are the most popular carriers operating from Chicago to Toronto

What is the cheapest Chicago to Toronto flight route?

Chicago Midway - Toronto Island

Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto flight prices

How far in advance should you book Chicago to Toronto flights?

29 days before

The cheapest time to buy a flight from Chicago to Toronto is approximately 29 days to departure


Easily compare round-trip flights from Chicago to Toronto

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Toronto by changing tabs
Porter Airlines
Aug 10
MDW9:00 amChicago Midway
1h 40m
YTZ10:40 amToronto Island
Aug 14
YTZ9:25 amToronto Island
1h 47m
MDW11:12 amChicago Midway
American Airlines
Jul 19
ORD4:45 pmChicago O'Hare Intl
16h 08m
1 stop
YYZ8:53 amToronto Pearson Intl
Jul 20
YYZ12:55 pmToronto Pearson Intl
2h 02m
ORD2:57 pmChicago O'Hare Intl
Air Canada
Aug 4
ORD4:00 amChicago O'Hare Intl
1h 39m
YYZ5:39 amToronto Pearson Intl
Aug 4
YYZ10:00 amToronto Pearson Intl
6h 56m
1 stop
ORD4:56 pmChicago O'Hare Intl
Porter Airlines
Sep 13
MDW6:25 amChicago Midway
1h 42m
YTZ8:07 amToronto Island
Sep 20
YTZ4:55 amToronto Island
1h 47m
MDW6:42 amChicago Midway
Air Canada
Oct 28
ORD2:25 amChicago O'Hare Intl
5h 57m
1 stop
YYZ8:22 amToronto Pearson Intl
Oct 30
YYZ11:10 amToronto Pearson Intl
7h 16m
2 stops
ORD6:26 pmChicago O'Hare Intl
Porter Airlines
Jul 21
MDW3:20 amChicago Midway
1h 42m
YTZ5:02 amToronto Island
Jul 26
YTZ6:45 amToronto Island
1h 47m
MDW8:32 amChicago Midway

Find the cheapest one-way flights from Chicago to Toronto

If you're looking for one-way flights from Chicago to Toronto, view some of our deals below provided by Air Canada, Major Airline and Porter Airlines
Major Airline
Jul 26
MDW6:00 amChicago Midway
1h 42m
YTZ7:42 amToronto Island
Air Canada
Oct 28
ORD11:15 amChicago O'Hare Intl
5h 07m
1 stop
YYZ4:22 pmToronto Pearson Intl
Porter Airlines
Sep 11
MDW7:10 amChicago Midway
1h 42m
YTZ8:52 amToronto Island

Best airlines flying from Chicago to Toronto

Compare and see reviews for airlines that fly from Chicago to Toronto with momondo
AirlineRatingFree CancellationPrice
American Airlines
PriceFrom $88
Free Cancellation
Rating
7.2
7.5

Boarding

7.1

Comfort

7.9

Crew

7.1

Entertainment

6.8

Food

Reviews

Pros: Nothing

Cons: Not charging me 100 dollars For a luggage that was 56 pounds

1 / 10
Air Canada
PriceFrom $96
Free Cancellation
Rating
7.1
7.3

Boarding

7.2

Comfort

7.8

Crew

7.2

Entertainment

5.9

Food

Reviews

Pros: I managed to get a comfortable seating

1 / 10
United Airlines
PriceFrom $101
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Pros: Everything! From ticketing agent to all the crew on our flight back were awesome. Thank you!

1 / 10
Delta
PriceFrom $114
Free Cancellation
Rating
8.1
8.3

Boarding

8.4

Comfort

8.3

Crew

7.9

Entertainment

8.1

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10
WestJet
PriceFrom $119
Free Cancellation
Rating
7.6
7.7

Boarding

7.6

Comfort

8.0

Crew

7.6

Entertainment

6.7

Food

Reviews

Pros: It was on time and not overbooked

Cons: Nothing it was economy

1 / 10
Porter Airlines
PriceFrom $196
Free Cancellation
Rating
8.1
8.4

Boarding

8.6

Comfort

8.6

Crew

7.4

Entertainment

7.8

Food

Reviews

Cons: Return checking by Porter staff

1 / 6
Interjet
PriceFrom $223
Free Cancellation
Rating
6.8
6.9

Boarding

7.0

Comfort

7.5

Crew

5.8

Entertainment

6.5

Food

Reviews

Pros: I was really happy with the over all flight. Everything was fast and smooth

1 / 10

  • Are airlines flying from Chicago to Toronto offering flexible cancellation due to COVID-19?

    Some of our partner airlines flying from Chicago to Toronto are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are Air Canada, American Airlines, and United Airlines. You can search for the full list of airlines like Air Canada that are offering this flexibility.


Alternative routes for Chicago to Toronto

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Ottawa Flights
Fastest flight time3h 59m
Cheapest price$322
St. Louis to Toronto Flights
Fastest flight time2h 02m
Cheapest price$347
Chicago to Thunder Bay Flights
Fastest flight time4h 49m
Cheapest price$434
St. Louis to Ottawa Flights
Fastest flight time7h 23m
Cheapest price$528