HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Canada

$67+ Cheap flights from Chicago (CHI) to Canada

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Canada with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Canada

Keep the following information in mind while searching for Chicago to Canada flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$162
(Kiwi.com)

One-way from

$67
(Trip.com)

Popular in

March

Cheapest in

April

Average price

$323

Good round-trip deal

$190 or less

Good one-way deal

$100 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Chicago (CHI) to Canada
Search Deals
One-way flight from Chicago (CHI) to Canada
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Canada.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Canada.
Search Deals

Find flight deals from Chicago to Canada

Cheapest flights from Chicago to Canada
Explore the most affordable flight options available from Chicago to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/235:30 pmORD - YYC
Nonstop3h 49mWestJet
Sat 9/2712:15 pmYYC - ORD
Nonstop3h 28mWestJet
Deal found 2/18$153
This 123 Milhas deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/48:25 pmORD - YYZ
Nonstop1h 41mAir Canada
Wed 4/96:25 amYYZ - ORD
1 stop5h 22mAir Canada
Deal found 2/20$178
This Mytrip deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/104:45 pmORD - YYC
Nonstop3h 51mMultiple Airlines
Mon 4/148:30 amYYC - ORD
1 stop9h 24mMultiple Airlines
Deal found 2/18$183
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/174:45 pmORD - YVR
1 stop7h 40mWestJet
Thu 3/205:55 amYVR - ORD
1 stop8h 01mWestJet
Deal found 2/18$187
This Air Canada deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/58:53 amORD - YYC
Nonstop3h 46mAir Canada
Wed 3/1212:41 pmYYC - ORD
Nonstop3h 29mAir Canada
Deal found 2/19$195
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/92:58 pmORD - YVR
1 stop9h 32mMultiple Airlines
Sun 4/136:30 amYVR - ORD
1 stop7h 26mMultiple Airlines
Deal found 2/19$200
This United Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/121:05 pmORD - YYC
1 stop9h 43mUnited Airlines
Mon 4/1412:43 pmYYC - ORD
Nonstop3h 27mUnited Airlines
Deal found 2/18$205
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/112:14 pmORD - YYZ
1 stop22h 31mMultiple Airlines
Tue 4/88:00 pmYYZ - ORD
1 stop19h 03mMultiple Airlines
Deal found 2/20$210
This CheapTickets deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/512:55 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 4/1211:10 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 2/19$211
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/127:39 amMDW - YVR
2 stops16h 51mMultiple Airlines
Tue 4/159:05 amYVR - MDW
1 stop18h 18mMultiple Airlines
Deal found 2/19$222
This Agoda.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Agoda.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1611:15 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Wed 4/239:30 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 2/19$222
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/107:49 pmORD - YUL
1 stop18h 06mMultiple Airlines
Mon 4/143:55 pmYUL - ORD
1 stop26h 46mMultiple Airlines
Deal found 2/20$227

Find flights from Chicago to Canada within your budget

Customize your flight search to find flights from Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Chicago

Fly to

Canada

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 5/1

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Sun 5/4

12:15 pm-4:44 pm

Nonstop3h 29m

$157

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 4/4

8:25 pm-11:06 pm

Nonstop1h 41m

Toronto Pearson Intl

Wed 4/9

6:25 am-10:47 am

1 stop5h 22m

$178

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 4/10

4:45 pm-7:36 pm

Nonstop3h 51m

Calgary

Mon 4/14

8:30 am-6:54 pm

1 stop9h 24m

$183

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 3/17

4:45 pm-10:25 pm

1 stop7h 40m

Vancouver Intl

Thu 3/20

5:55 am-3:56 pm

1 stop8h 01m

$187

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 3/5

8:53 am-11:39 am

Nonstop3h 46m

Calgary

Wed 3/12

12:41 pm-5:10 pm

Nonstop3h 29m

$195

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 4/9

2:58 pm-10:30 pm

1 stop9h 32m

Vancouver Intl

Sun 4/13

6:30 am-3:56 pm

1 stop7h 26m

$200

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 4/12

1:05 pm-9:48 pm

1 stop9h 43m

Calgary

Mon 4/14

12:43 pm-5:10 pm

Nonstop3h 27m

$205

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 4/1

6:25 pm-11:55 pm

2 stops28h 30m

Toronto Pearson Intl

Tue 4/8

8:00 pm-2:03 pm

1 stop19h 03m

$210

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/5

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

Sat 4/12

11:10 am-12:00 pm

Nonstop1h 50m

$211

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sat 4/12

7:39 am-10:30 pm

2 stops16h 51m

Vancouver Intl

Tue 4/15

9:05 am-5:23 am

1 stop18h 18m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Chicago to Canada

Have a flexible travel schedule? Discover the best time to fly to Canada from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Canada

Get recent, data-driven insights about flights from Chicago to Canada including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Canada?

Currently, January is the cheapest month in which you can book a flight from Chicago to Canada (average of $243). Flying from Chicago to Canada in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to CA?

Find hourly flight availability from Chicago to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Chicago to Canada, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Canada

Explore weekly flight availability from Chicago to Canada. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 20, 2025.

The most flights from CHI to CA0 are scheduled on a Thursday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 on average).

Rainfall in Canada by month

Plan your trip to Canada by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Canada ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Canada when rainfall is around 2.0 in.

Temperature in Canada by month

Plan your trip to Canada by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Canada, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Canada. Reviews last updated February 20, 2025.
Read through reviews of airlines operating flights from Chicago to Canada, such as Japan Airlines, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Japan Airlines
8.3
Very good
1,440 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Alaska Airlines
8.0
Very good
9,692 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Delta
8.0
Very good
8,220 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Porter Airlines
7.9
Good
276 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Air Transat
7.8
Good
380 reviews
Japan Airlines
8.3
Very good
1,440 reviews

Food

7.7

Overall

8.3

Comfort

8.2

Crew

8.7

Entertainment

7.8

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Canada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Canada one-way?

    $67 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on United Airlines and Air Canada, with prices starting from $75 and $77, respectively.

  • What are the most popular routes from Chicago to Canada?

    While some choose either Chicago O'Hare Intl - Calgary or Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl, Chicago O'Hare Intl - Vancouver Intl is the most popular route from Chicago to Canada.

  • What are the most reliable airlines from Chicago to Canada?

    No one likes to see their flight delayed. When booking a flight from Chicago to Canada consider choosing Egyptair (100%), Royal Jordanian (91%) or Copa Airlines (78%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Canada?

    Looking at all options, your cheapest flight can be booked for $106. While the most popular route (Chicago O'Hare Intl - Vancouver Intl) can be booked for $202 on average our data indicates $1,038 when flying from Chicago to Canada.

  • Can I find deals for flights from Chicago to Canada that include hotel bookings?

    Yes. In addition to deals on Chicago to Canada flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Canada?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Canada.

  • Can I find deals for business class flights from Chicago to Canada?

    Yes. Cheapflights offers flight deals from Chicago to Canada by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Canada?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Canada (average of $243). Flying from Chicago to Canada in July is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Canada

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Seattle flights
O'Hare Intl to Orlando flights
O'Hare Intl to Dallas/Fort Worth flights
Midway to Las Vegas flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
Midway to Cancún flights
O'Hare Intl to Boston flights
O'Hare Intl to San Diego flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Tampa flights
O'Hare Intl to Austin flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Nashville flights
O'Hare Intl to Honolulu flights
Midway to Newark flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Baltimore flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
Midway to Sky Harbor Intl flights
Midway to Fort Lauderdale flights
Midway to Miami flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Hobby flights
St. Louis to Seattle flights
Midway to Orlando flights
Midway to Mexico City flights
O'Hare Intl to Cozumel flights
O'Hare Intl to George Bush Intcntl flights
Midway to Atlanta flights
O'Hare Intl to Vancouver Intl flights
O'Hare Intl to Sarasota flights
Midway to San Francisco flights
O'Hare Intl to Portland flights

Top 7 airlines flying from Chicago to Canada

Discover the top 7 airlines that operate flights from Chicago to Canada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$121Average$494FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$363FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$491FlexibilityNo cancel feeOn-time71%
WestJetCheapest$126Average$363FlexibilityNo cancel feeOn-time60%
DeltaCheapest$145Average$439FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$145Average$512FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$154Average$474FlexibilityNo cancel feeOn-time75%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.