Flights North America Canada Chicago to Canada

Cheap flights from Chicago to Canada

Round-trip
Economy
Chicago (CHI)
To?
Sat 3/27
Sat 4/3
Any month
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Flight information for Chicago to Canada

Find info about flight duration, direct flights, and airports for your flight from Chicago to Canada
Best Price Found$299The best flight deal from Chicago to Canada found on momondo in the last 72 hours is $299
Fastest flight time1h 34mThe fastest flight from Chicago to Canada takes 1h 34m.
Direct flightsNoneThere are no direct flights from Chicago to Canada. Popular non-direct routes for this connection are Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl, Chicago O'Hare Intl - Calgary and Chicago O'Hare Intl - Toronto Pearson Intl.

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
Air Canada
Mar 8
5:25 am
Chicago O'Hare Intl
1h 34m
6:59 am
Toronto Pearson Intl
Mar 15
4:40 am
Toronto Pearson Intl
1h 41m
6:21 am
Chicago O'Hare Intl
Porter Airlines
Apr 29
3:40 pm
Chicago Midway
1h 37m
5:17 pm
Toronto Island
May 3
10:15 am
Toronto Island
1h 47m
12:02 pm
Chicago Midway
Air Canada
Mar 25
6:25 am
Chicago O'Hare Intl
1h 34m
7:59 am
Toronto Pearson Intl
Apr 1
4:40 am
Toronto Pearson Intl
1h 50m
6:30 am
Chicago O'Hare Intl

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
Air Canada
Mar 12
5:25 am
Chicago O'Hare Intl
1h 34m
6:59 am
Toronto Pearson Intl
Air Canada
Mar 17
6:25 am
Chicago O'Hare Intl
1h 34m
7:59 am
Toronto Pearson Intl
Porter Airlines
Apr 2
1:40 pm
Chicago Midway
1h 37m
3:17 pm
Toronto Island

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
7.0
American Airlines
PriceFrom $88
Free Cancellation
Rating
7.2
7.9

Boarding

7.0

Comfort

7.7

Crew

7.4

Entertainment

6.4

Food

Reviews

Pros: Entertainment

Cons: The seat space/leg room is tiny. I found it impossible to fall asleep, being in the middle of a row of three with two "big" people in either side.

1 / 8
Air Canada
PriceFrom $96
Free Cancellation
Rating
5.9
8.0

Boarding

6.0

Comfort

7.3

Crew

4.0

Entertainment

3.3

Food

Reviews

Pros: The flight attendants were fabulous on this flight.

Cons: Older plane that showed lots of grime from past travelers. The seats in my row had old spills that seemed to have run down the backs of the seats and dried over. Gross!

1 / 1
United Airlines
PriceFrom $101
Free Cancellation
Rating
6.6
6.4

Boarding

7.0

Comfort

7.3

Crew

6.0

Entertainment

6.6

Food

Reviews

Pros: It was meh....

Cons: I got no notification that the flight was going to be 1 hour earlier

1 / 6
Delta
PriceFrom $114
Free Cancellation
Rating
8.3
8.2

Boarding

8.5

Comfort

8.8

Crew

7.8

Entertainment

8.1

Food

Reviews

Pros: I appreciate the choice of snacks.

Cons: The coffee served on the flight was lukewarm.

1 / 9
WestJet
PriceFrom $119
Free Cancellation
Rating
8.4
Porter Airlines
PriceFrom $125
Free Cancellation
Rating
8.0
8.0

Boarding

8.0

Comfort

8.0

Crew

8.0

Entertainment

8.0

Food

Reviews

Pros: Crew perks and helpful staff

Cons: Short time between transfers and delay

1 / 2
Alaska Airlines
PriceFrom $140
Free Cancellation
Rating
7.7
8.0

Boarding

8.0

Comfort

8.0

Crew

7.0

Entertainment

7.3

Food

Reviews

Pros: Yeah

1 / 4
Interjet
PriceFrom $223
Free Cancellation
Rating
4.9
5.0

Boarding

5.3

Comfort

4.6

Crew

4.0

Entertainment

5.3

Food

Reviews

Cons: They lost my two luggage and know one can assist not even customer service. Online services are very poor. Need to improve

1 / 3

Which airlines flying from Chicago to Canada have COVID-19 safety policies in place?

Many airlines have put safety measures in place to reduce the spread of COVID-19. Two of the airlines doing this are Alaska Airlines and Delta. When flying from Chicago to Canada, expect masks to be provided - they are required onboard. Aircrafts are also being cleaned thoroughly with enhanced products regularly. Additional policies include the installation of HEPA filters and pre-flight testing. Some airlines are even offering socially-distanced seating for a limited time. Keep in mind that policies will vary by airline.

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.


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 Vancouver Flights
Fastest flight time
8h 32m
Cheapest price
$311
Chicago to Ottawa Flights
Fastest flight time
5h 39m
Cheapest price
$318
Chicago to Thunder Bay Flights
Fastest flight time
22h 53m
Cheapest price
$532

Useful information for finding Chicago to Canada flight deals

Learn about all of the flight booking features offered by momondo for free.

How do I get Price Alerts for flights from Chicago to Canada?

Confirm your travel details to search for the latest offers for flights from Chicago to Canada. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

How can I save money on flights from Chicago to Canada with momondo?

By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

How does momondo find its flight prices?

We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.


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