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Cheap flights from Chicago to Canada from $54

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 Canada departing on 7/8. 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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0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Canada.
Porter Airlines Logo
5:20 pm - 8:02 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
7:55 am - 8:45 amYTZ-MDW
1h 50mnonstop
$145Porter Airlines
Find Deal
jue., may. 15 - dom., may. 18
Porter Airlines Logo
9:40 am - 12:20 pmMDW-YTZ
1h 40mnonstop
Porter Airlines Logo
7:55 am - 8:45 amYTZ-MDW
1h 50mnonstop
$146Porter Airlines
Find Deal
vie., jun. 20 - dom., jun. 22
Air Canada Logo
8:25 pm - 11:10 pmORD-YYZ
1h 45mnonstop
Air Canada Logo
8:15 am - 9:09 amYYZ-ORD
1h 54mnonstop
$161Air Canada
Find Deal
jue., jun. 19 - jue., jun. 26
Air Canada Logo
8:50 am - 11:49 amORD-YYZ
1h 59mnonstop
Air Canada Logo
9:00 pm - 10:05 pmYYZ-ORD
2h 05mnonstop
$163Air Canada
Find Deal
mié., jun. 4 - mié., jun. 11
United Airlines Logo
9:14 pm - 11:58 pmORD-YYZ
1h 44mnonstop
United Airlines Logo
7:00 am - 7:59 amYYZ-ORD
1h 59mnonstop
$173United Airlines
Find Deal
vie., jun. 6 - mar., jun. 10
United Airlines Logo
7:40 pm - 8:33 amORD-YYZ
11h 53m1 stop
United Airlines Logo
11:00 am - 12:01 pmYYZ-ORD
2h 01mnonstop
$175United Airlines
Find Deal
sáb., jun. 28 - dom., jun. 29
WestJet Logo
5:30 pm - 12:01 amORD-YXX
8h 31m1 stop
WestJet Logo
5:40 am - 4:44 pmYXX-ORD
9h 04m1 stop
$180WestJet
Find Deal
vie., may. 9 - mar., may. 13
WestJet Logo
5:30 pm - 3:35 pmORD-YVR
24h 05m1 stop
WestJet Logo
7:00 am - 4:44 pmYVR-ORD
7h 44m1 stop
$193WestJet
Find Deal
vie., may. 16 - mar., may. 27
American Airlines Logo
8:25 pm - 11:15 pmORD-YYZ
1h 50mnonstop
American Airlines Logo
11:32 am - 12:27 pmYYZ-ORD
1h 55mnonstop
$216American Airlines
Find Deal
vie., may. 16 - vie., may. 23
American Airlines Logo
8:25 pm - 11:29 pmORD-YYC
4h 04mnonstop
American Airlines Logo
6:29 am - 10:54 amYYC-ORD
3h 25mnonstop
$226American Airlines
Find Deal
mar., ago. 5 - mar., ago. 12

Air Canada flights from Chicago to Canada

Our best Air Canada deals on Chicago to Canada flight tickets
Air Canada
Jun 19
ORD8:25 pmChicago O'Hare Intl
1h 45m
YYZ11:10 pmToronto Pearson Intl
Jun 26
YYZ8:15 amToronto Pearson Intl
1h 54m
ORD9:09 amChicago O'Hare Intl
Air Canada
Jun 4
ORD8:50 amChicago O'Hare Intl
1h 59m
YYZ11:49 amToronto Pearson Intl
Jun 11
YYZ9:00 pmToronto Pearson Intl
2h 05m
ORD10:05 pmChicago O'Hare Intl
Air Canada
Jun 7
ORD10:40 amChicago O'Hare Intl
5h 48m
1 stop
YYZ5:28 pmToronto Pearson Intl
Jun 14
YYZ12:00 pmToronto Pearson Intl
1h 55m
ORD12:55 pmChicago O'Hare Intl

Delta flights from Chicago to Canada

Our best Delta deals on Chicago to Canada flight tickets
Delta
Jun 6
ORD6:24 amChicago O'Hare Intl
4h 16m
1 stop
YYZ11:40 amToronto Pearson Intl
Jun 13
YYZ1:04 pmToronto Pearson Intl
4h 42m
1 stop
ORD4:46 pmChicago O'Hare Intl
Delta
May 15
ORD6:24 amChicago O'Hare Intl
4h 16m
1 stop
YYZ11:40 amToronto Pearson Intl
May 18
YYZ6:30 amToronto Pearson Intl
4h 21m
1 stop
ORD9:51 amChicago O'Hare Intl
Delta
May 6
ORD1:25 pmChicago O'Hare Intl
8h 30m
1 stop
YYZ10:55 pmToronto Pearson Intl
May 14
YYZ10:20 amToronto Pearson Intl
7h 08m
1 stop
ORD4:28 pmChicago O'Hare Intl

See travel insights to Canada from

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 month to fly to Canada?

If you aren’t able to travel during the month of July, then book flights to Canada from Chicago during August instead. Flights to Canada in August, while not as cheap as those in July, still average around $282.

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

Our data shows that Friday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as $623. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Canada for around $772.

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

In the morning is the cheapest time of day to fly from Chicago to Canada when you can find flight prices for as low as $569. Flying to Canada in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Canada is in the afternoon when prices are around $762.

What is the cheapest Chicago to Canada flight route?

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

How far in advance should I book a flight to Canada?

You are more likely to see cheaper flights to Canada from Chicago when booking 23 weeks ahead of your departure date. In general, you can expect to find flights to Canada for around $322 when searching 23 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Canada from Chicago for as low as $186 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Canada flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago to Canada flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Canada

Best Price Found

$54

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Canada

5 airports
The best one-way flight to Canada from Chicago in the past 72 hours is $54. The best round-trip flight deal from Chicago to Canada found on momondo in the last 72 hours is $145.
The fastest flight from Chicago to Canada takes 1h 35m
Direct flights go from Chicago to Canada every day.
There are 5 airports near Canada: Calgary (YYC), Vancouver Intl (YVR), Abbotsford (YXX), Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

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

    Prices for flights from Chicago to Canada are updated daily.

  • How many operators does momondo search for flights from Chicago to Canada?

  • How old do you have to be to fly from Chicago to Canada?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Canada.

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

    The necessary travel and health documents for your Canada trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Canada?


Best airlines flying from Chicago to Canada

Compare and see reviews for airlines that fly from Chicago to Canada with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $92Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
Air CanadaPriceFrom $112Free CancellationRating
7.0
9,192 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $122Free CancellationRating
8.0
284 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $125Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $125Free CancellationRating
8.0
7,920 reviews
Search Delta flights
WestJetPriceFrom $129Free CancellationRating
7.2
2,815 reviews
Search WestJet flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Canada for you.

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

All flight searches from Chicago to Canada on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Canada from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Canada flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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Popular cities in Canada

Popular flights according to clicks in the last 7 days on momondo