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Cheap flights from Chicago O'Hare Intl Airport to Canada from C$ 66

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 O'Hare Intl Airport to Canada departing on 29/9. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Canada

Cheap round-trip flights

WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 179WestJet
Find Deal
Sat, 11 Oct - Fri, 17 Oct
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
C$ 182WestJet
Find Deal
Thu, 25 Sep - Mon, 29 Sep
United Airlines Logo
8:48 a.m. - 2:14 p.m.ORD-YYZ
4h 26m1 stop
United Airlines Logo
5:30 p.m. - 6:39 p.m.YYZ-ORD
2h 09mdirect
C$ 211United Airlines
Find Deal
Sat, 1 Nov - Sat, 1 Nov
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
C$ 212Air Canada
Find Deal
Fri, 26 Sep - Fri, 3 Oct
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
Air Canada Logo
8:45 a.m. - 3:00 p.m.YVR-ORD
4h 15mdirect
C$ 213Air Canada
Find Deal
Fri, 5 Sep - Thu, 11 Sep
United Airlines Logo
1:19 p.m. - 4:02 p.m.ORD-YYZ
1h 43mdirect
United Airlines Logo
6:40 p.m. - 11:34 p.m.YYZ-ORD
5h 54m1 stop
C$ 219United Airlines
Find Deal
Sun, 2 Nov - Sun, 2 Nov
Logo
7:10 a.m. - 10:04 p.m.ORD-YEG
15h 54m1 stop
Logo
1:00 a.m. - 9:51 a.m.YEG-ORD
7h 51m1 stop
C$ 219
Find Deal
Sat, 4 Oct - Sat, 4 Oct
Logo
9:20 p.m. - 11:59 p.m.ORD-YYZ
1h 39mdirect
Logo
8:15 a.m. - 9:13 a.m.YYZ-ORD
1h 58mdirect
C$ 231
Find Deal
Fri, 7 Nov - Mon, 10 Nov
American Airlines Logo
6:10 a.m. - 11:59 a.m.ORD-YYZ
4h 49m1 stop
American Airlines Logo
3:11 p.m. - 4:05 p.m.YYZ-ORD
1h 54mdirect
C$ 238American Airlines
Find Deal
Sat, 4 Oct - Sat, 4 Oct
American Airlines Logo
8:30 p.m. - 11:19 p.m.ORD-YYC
3h 49mdirect
American Airlines Logo
6:29 a.m. - 10:54 a.m.YYC-ORD
3h 25mdirect
C$ 249American Airlines
Find Deal
Fri, 26 Sep - Tue, 30 Sep

American Airlines flights from Chicago O'Hare Intl Airport to Canada

Our best American Airlines deals on Chicago O'Hare Intl Airport to Canada flight tickets
American Airlines
4 Oct
ORD6:10 a.m.Chicago O'Hare Intl
4h 49m
1 stop
YYZ11:59 a.m.Toronto Pearson Intl
4 Oct
YYZ3:11 p.m.Toronto Pearson Intl
1h 54m
ORD4:05 p.m.Chicago O'Hare Intl
C$ 238
Find similar
American Airlines
26 Sep
ORD8:30 p.m.Chicago O'Hare Intl
3h 49m
YYC11:19 p.m.Calgary
30 Sep
YYC6:29 a.m.Calgary
3h 25m
ORD10:54 a.m.Chicago O'Hare Intl
C$ 249
Find similar
American Airlines
28 Aug
ORD10:03 a.m.Chicago O'Hare Intl
2h 41m
YQB1:44 p.m.Québec City
2 Sep
YQB4:14 p.m.Québec City
2h 46m
ORD6:00 p.m.Chicago O'Hare Intl
C$ 259
Find similar

Air Canada flights from Chicago O'Hare Intl Airport to Canada

Our best Air Canada deals on Chicago O'Hare Intl Airport to Canada flight tickets
Air Canada
26 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
3 Oct
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
C$ 212
Find similar
Air Canada
5 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
11 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
C$ 213
Find similar
Air Canada
5 Sep
ORD3:45 p.m.Chicago O'Hare Intl
4h 30m
YVR6:15 p.m.Vancouver Intl
11 Sep
YVR8:45 a.m.Vancouver Intl
4h 15m
ORD3:00 p.m.Chicago O'Hare Intl
C$ 215
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Canada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 14 August 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Canada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 11/10

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Fri 17/10

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 179

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 25/9

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Mon 29/9

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 182

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 1/11

8:48 a.m.-2:14 p.m.

1 stop4h 26m

Toronto Pearson Intl

Sat 1/11

5:30 p.m.-6:39 p.m.

Nonstop2h 09m

C$ 211

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 26/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

Vancouver Intl

Fri 3/10

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

C$ 212

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 5/9

3:45 p.m.-6:15 p.m.

Nonstop4h 30m

Vancouver Intl

Thu 11/9

8:45 a.m.-3:00 p.m.

Nonstop4h 15m

C$ 213

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 2/11

1:19 p.m.-4:02 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 2/11

6:40 p.m.-11:34 p.m.

1 stop5h 54m

C$ 219

ChicagoEdmonton

ORD - YEG

ORDYEG

Chicago O'Hare Intl

Sat 4/10

7:10 a.m.-10:04 p.m.

1 stop15h 54m

Edmonton

Sat 4/10

1:00 a.m.-9:51 a.m.

1 stop7h 51m

C$ 219

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 7/11

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Mon 10/11

8:15 a.m.-9:13 a.m.

Nonstop1h 58m

C$ 231

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/10

6:10 a.m.-11:59 a.m.

1 stop4h 49m

Toronto Pearson Intl

Sat 4/10

3:11 p.m.-4:05 p.m.

Nonstop1h 54m

C$ 238

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 26/9

8:30 p.m.-11:19 p.m.

Nonstop3h 49m

Calgary

Tue 30/9

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

C$ 249

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Canada from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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?

In general, July is the cheapest month to fly from Chicago O'Hare Intl Airport to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 329. If you’re not able to fly to Canada in July, then April is your next best option. Flight prices from Chicago O'Hare Intl Airport to Canada during April average around C$ 373.

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

Our data shows that Saturday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 338. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 578. These prices are subject to change though, so be sure to set up a Price Alert for flights to Canada.

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

According to our data, the cheapest time of day to fly to Canada is in the evening. momondo users have found flights departing from Chicago O'Hare Intl Airport to Canada in the evening for as low as C$ 321. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 462 per ticket.

What is the cheapest Chicago O'Hare Intl to Canada flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago O'Hare Intl - 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 O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Canada for around C$ 420 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Canada from Chicago O'Hare Intl Airport for as low as C$ 229 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Canada flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Canada 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 O'Hare Intl Airport to Canada flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Canada.

Cheap Chicago O'Hare Intl Airport to Canada flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Canada

Best price found

C$ 66

Fastest flight time

1h 38m

Direct flights

Every day

Airports in Canada

7 airports
The best one-way flight to Canada from Chicago O'Hare Intl Airport in the past 72 hours is C$ 66. The best round-trip flight deal from Chicago O'Hare Intl Airport to Canada found on momondo in the last 72 hours is C$ 179.
The fastest flight from Chicago O'Hare Intl Airport to Canada takes 1h 38m
Direct flights go from Chicago O'Hare Intl Airport to Canada every day.
There are 7 airports near Canada: Ottawa (YOW), Montreal Pierre Elliott Trudeau Intl (YUL), Calgary (YYC), Vancouver Intl (YVR), Edmonton (YEG), Toronto Pearson Intl (YYZ), Québec City (YQB)
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Canada?

    Prices for flights from Chicago O'Hare Intl Airport to Canada are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Canada?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Canada.

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

    The travel and health documents required for your trip to Canada 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 Canada. 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 O'Hare Intl Airport to Canada?

Best airlines flying from Chicago O'Hare Intl Airport to Canada

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Canada with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 203Free CancellationRating
7.1
9,949 reviews
Search Air Canada flights
WestJetPriceFrom C$ 211Free CancellationRating
7.2
3,015 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 242Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Canada. momondo saves you time and could save you money on your trip.

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?

If you are simply researching potential flights to Canada, momondo offers a useful price alert feature which will track prices for flights to Canada from Chicago and alert you when they change.

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Find better results for your trip to Canada

Popular Cities in Canada

Popular flights according to clicks in the last 7 days on momondo
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Flights to Halifaxfrom C$ 128
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Flights to Saskatoonfrom C$ 121
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Flights to Québec Cityfrom C$ 292