Cheap flights from Chicago to Canada

Round-trip
1 adult
Economy
From?
To?
Tue 9/21
Tue 9/28

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Canada.
View current Canada travel restrictions

Flight information for Chicago to Canada

Find info about flight duration, direct flights, and airports for your flight from Chicago to Canada
Fastest flight time1h 37mThe fastest flight from Chicago to Canada takes 1h 37m
Direct flightsTue and WedDirect flights go from Chicago to Canada on Tuesday and Wednesday. Airlines offering direct flights are: United Airlines, American Airlines and Asiana Airlines.

How to get the cheapest flight ticket from Chicago to Canada

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 airline that flies to Canada from Chicago?

Frontier

Alaska Airlines, American Airlines, and Frontier are the most popular carriers operating from Chicago to Canada

What is the cheapest Chicago to Canada flight route?

Chicago O'Hare Intl - Toronto Pearson Intl

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Canada flight prices


Easily compare round-trip flights from Chicago to Canada

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 Canada by changing tabs
Multiple Airlines
Nov 5
ORD3:10 pmChicago O'Hare Intl
18h 40m
1 stop
YYZ9:50 amToronto Pearson Intl
Nov 13
YYZ2:59 amToronto Pearson Intl
13h 09m
1 stop
ORD4:08 pmChicago O'Hare Intl
Porter Airlines
Oct 14
MDW11:00 amChicago Midway
1h 42m
YTZ12:42 pmToronto Island
Oct 17
YTZ6:15 amToronto Island
1h 47m
MDW8:02 amChicago Midway
Major Airline
Oct 15
MDW11:00 amChicago Midway
1h 42m
YTZ12:42 pmToronto Island
Oct 17
YTZ12:55 pmToronto Island
1h 47m
MDW2:42 pmChicago Midway
Multiple Airlines
Nov 1
ORD3:45 amChicago O'Hare Intl
15h 40m
1 stop
YYZ7:25 pmToronto Pearson Intl
Nov 15
YYZ11:30 amToronto Pearson Intl
8h 33m
1 stop
ORD8:03 pmChicago O'Hare Intl
Porter Airlines
Oct 12
MDW6:30 amChicago Midway
1h 42m
YTZ8:12 amToronto Island
Oct 15
YTZ9:30 amToronto Island
1h 47m
MDW11:17 amChicago Midway
Major Airline
Oct 8
MDW6:30 amChicago Midway
1h 42m
YTZ8:12 amToronto Island
Oct 9
YTZ5:35 amToronto Island
1h 47m
MDW7:22 amChicago Midway

Find the cheapest one-way flights from Chicago to Canada

If you're looking for one-way flights from Chicago to Canada, view some of our deals below provided by Air Canada and Porter Airlines
Multiple Airlines
Oct 29
ORD3:10 pmChicago O'Hare Intl
18h 30m
1 stop
YYZ9:40 amToronto Pearson Intl
Air Canada
Jan 11
ORD5:55 amChicago O'Hare Intl
8h 18m
2 stops
YYZ2:13 pmToronto Pearson Intl
Porter Airlines
Oct 27
MDW6:30 amChicago Midway
1h 42m
YTZ8:12 amToronto Island

Search last-minute flights to Canada from Chicago

Find and compare flight prices for your last-minute flight from Chicago to Canada
Porter Airlines
Sep 25
MDW7:15 amChicago Midway
1h 42m
YTZ8:57 amToronto Island
Oct 16
YTZ5:35 amToronto Island
1h 47m
MDW7:22 amChicago Midway
Air Canada
Sep 25
ORD4:40 amChicago O'Hare Intl
1h 35m
YYZ6:15 amToronto Pearson Intl
Oct 16
YYZ10:00 amToronto Pearson Intl
6h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Multiple Airlines
Sep 25
ORD8:45 amChicago O'Hare Intl
4h 43m
1 stop
YYZ1:28 pmToronto Pearson Intl
Oct 16
YYZ8:00 amToronto Pearson Intl
8h 43m
2 stops
ORD4:43 pmChicago O'Hare Intl
Air Canada
Sep 25
ORD1:00 pmChicago O'Hare Intl
1h 35m
YYZ2:35 pmToronto Pearson Intl
Oct 16
YYZ10:00 amToronto Pearson Intl
6h 43m
2 stops
ORD4:43 pmChicago O'Hare Intl
Porter Airlines
Sep 25
MDW7:15 amChicago Midway
1h 42m
YTZ8:57 amToronto Island
Oct 16
YTZ5:35 amToronto Island
1h 47m
MDW7:22 amChicago Midway
Multiple Airlines
Sep 21
ORD1:10 amChicago O'Hare Intl
7h 40m
1 stop
YYZ8:50 amToronto Pearson Intl
Oct 5
YYZ8:00 amToronto Pearson Intl
8h 43m
2 stops
ORD4:43 pmChicago O'Hare Intl

Best airlines flying from Chicago to Canada

Compare and see reviews for airlines that fly from Chicago to Canada with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $80
Free Cancellation
Rating
6.1
6.4

Boarding

5.9

Comfort

7.0

Crew

4.9

Entertainment

5.1

Food

Reviews

Will not fly Frontier again. Bait and switch with initial ticket price and baggage fees at check in.

1 / 10
American Airlines
PriceFrom $88
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Air Canada
PriceFrom $96
Free Cancellation
Rating
7.5
7.8

Boarding

7.3

Comfort

8.1

Crew

7.3

Entertainment

5.9

Food

Reviews

The food selection has been better in the past but due to Covid it is understandable. This particular flight did not have any entertainment and the Air Canada App did not work to access movies.

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

Not because the flight is going to Africa we can’t get better service on board

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

Boarding

8.5

Comfort

8.4

Crew

8.1

Entertainment

8.1

Food

Reviews

Great

1 / 10
WestJet
PriceFrom $119
Free Cancellation
Rating
7.7
7.8

Boarding

7.6

Comfort

8.1

Crew

7.5

Entertainment

6.6

Food

Reviews

Coffee left a lot to be desired

1 / 10
Porter Airlines
PriceFrom $125
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
Alaska Airlines
PriceFrom $140
Free Cancellation
Rating
8.3
8.7

Boarding

8.5

Comfort

8.7

Crew

8.1

Entertainment

7.6

Food

Reviews

Great service

1 / 10
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 Canada offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Chicago to Canada are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: Air Canada, United Airlines, and American Airlines.


Can I fly to Canada from Chicago right now?

Information is based on travel restrictions from Chicago to Canada

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Canada.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Canada.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Canada.

Documents
Compassionate entry for travellers and limited release from quarantine - Foreign nationals traveling without an advance written approval for an exemption of a border restriction may be denied entry into Canada.


Can I fly back to Chicago from Canada?

Returning to Chicago from Canada

COVID-19 testing requirements
Visitors from Canada must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Canada are not required to quarantine after entering Chicago.

If you are planning to travel to Canada at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to Canada

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Toronto Flights
Fastest flight time1h 35m
Cheapest price$212
Chicago to Montreal Flights
Fastest flight time3h 48m
Cheapest price$264
Chicago to Vancouver Flights
Fastest flight time4h 24m
Cheapest price$275
Chicago to Ottawa Flights
Fastest flight time3h 54m
Cheapest price$291
Chicago to Calgary Flights
Fastest flight time3h 54m
Cheapest price$292
Chicago to Halifax Flights
Fastest flight time5h 39m
Cheapest price$300
Chicago to Québec City Flights
Fastest flight time6h 25m
Cheapest price$318
St. Louis to Toronto Flights
Fastest flight time5h 09m
Cheapest price$319
Chicago to Edmonton Flights
Fastest flight time7h 35m
Cheapest price$324
St. Louis to Montreal Flights
Fastest flight time5h 18m
Cheapest price$334
St. Louis to Calgary Flights
Fastest flight time7h 23m
Cheapest price$350
St. Louis to Vancouver Flights
Fastest flight time10h 07m
Cheapest price$372