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$64+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Chicago to Canada

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Canada (CA0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$158
(Flightnetwork)

One-way from

$64
(Trip.com)
From Chicago (CHI) to Canada
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One-way flight from Chicago (CHI) to Canada
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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 January 21, 2025.

This Flightnetwork deal was found by Cheapflights users on 1/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/104:45 pmORD - YYC
Nonstop3h 51mWestJet
Mon 3/2411:30 amYYC - ORD
Nonstop3h 26mWestJet
Deal found 1/20$158
This Flightnetwork deal was found by Cheapflights users on 1/20. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/204:45 pmORD - YYC
Nonstop3h 51mMultiple Airlines
Thu 2/276:15 amYYC - ORD
1 stop7h 36mMultiple Airlines
Deal found 1/20$179
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/204:45 pmORD - YVR
1 stop7h 41mWestJet
Thu 2/276:30 amYVR - ORD
1 stop7h 26mWestJet
Deal found 1/20$191
This flugladen.de deal was found by Cheapflights users on 1/20. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/131:05 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 2/1611:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 1/20$197
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/177:10 amORD - YYC
1 stop15h 38mUnited Airlines
Sat 5/248:30 amYYC - ORD
Nonstop3h 19mUnited Airlines
Deal found 1/20$204
This Mytrip deal was found by Cheapflights users on 1/20. 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 3/611:15 amMDW - YTZ
Nonstop1h 42mMultiple Airlines
Thu 3/133:50 pmYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 1/20$212
This Mytrip deal was found by Cheapflights users on 1/20. 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 3/41:32 pmORD - YVR
1 stop10h 58mMultiple Airlines
Tue 3/113:55 pmYVR - ORD
1 stop12h 41mMultiple Airlines
Deal found 1/20$226
This Mytrip deal was found by Cheapflights users on 1/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/82:05 pmORD - YYC
1 stop8h 13mAir Canada
Mon 2/1012:50 amYYC - ORD
1 stop9h 04mAir Canada
Deal found 1/19$235
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:30 pmORD - YXX
1 stop8h 31mWestJet
Wed 5/218:55 pmYXX - ORD
1 stop17h 49mWestJet
Deal found 1/20$236
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2212:55 pmMDW - YTZ
Nonstop1h 42mAir Transat
Wed 3/269:30 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 1/20$240
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/101:26 pmMDW - YYC
1 stop8h 27mDelta
Sun 2/166:35 amYYC - MDW
1 stop10h 08mDelta
Deal found 1/20$250
This Delta deal was found by Cheapflights users on 1/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1912:15 pmORD - YYC
1 stop9h 38mDelta
Tue 2/2512:40 pmYYC - ORD
1 stop7h 47mDelta
Deal found 1/19$250

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 3/10

4:45 pm-7:36 pm

Nonstop3h 51m

Calgary

Mon 3/24

11:30 am-3:56 pm

Nonstop3h 26m

$158

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 2/20

4:45 pm-7:36 pm

Nonstop3h 51m

Calgary

Thu 2/27

6:15 am-2:51 pm

1 stop7h 36m

$179

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 2/20

4:45 pm-10:26 pm

1 stop7h 41m

Vancouver Intl

Thu 2/27

6:30 am-3:56 pm

1 stop7h 26m

$191

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/13

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Sun 2/16

11:20 am-12:10 pm

Nonstop1h 50m

$197

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/17

7:10 am-9:48 pm

1 stop15h 38m

Calgary

Sat 5/24

8:30 am-12:49 pm

Nonstop3h 19m

$204

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/6

11:15 am-1:57 pm

Nonstop1h 42m

Toronto Island

Thu 3/13

3:50 pm-4:40 pm

Nonstop1h 50m

$212

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 3/4

1:32 pm-10:30 pm

1 stop10h 58m

Vancouver Intl

Tue 3/11

3:55 pm-6:36 am

1 stop12h 41m

$226

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 2/8

2:05 pm-9:18 pm

1 stop8h 13m

Calgary

Mon 2/10

12:50 am-10:54 am

1 stop9h 04m

$235

ChicagoAbbotsford

ORD - YXX

ORDYXX

Chicago O'Hare Intl

Wed 5/14

5:30 pm-12:01 am

1 stop8h 31m

Abbotsford

Wed 5/21

8:55 pm-4:44 pm

1 stop17h 49m

$236

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 3/22

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

Wed 3/26

9:30 am-10:20 am

Nonstop1h 50m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 results
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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 January 21, 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 January 21, 2025.

The most flights from CHI to CA0 are scheduled on a Monday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 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 January 21, 2025.
Read through reviews of airlines operating flights from Chicago to Canada, such as American Airlines, Air Canada and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,341 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Transat
7.8
Good
381 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Aeromexico
7.5
Good
1,849 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    $64 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 Delta, with prices starting from $75 and $100, respectively.

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

    While some choose either Chicago O'Hare Intl - Toronto Pearson Intl 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 Royal Jordanian (94%), Egyptair (91%) or Qatar Airways (90%) 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 $121. While the most popular route (Chicago O'Hare Intl - Vancouver Intl) can be booked for $228 on average our data indicates $967 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

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Alternative routes for Chicago to Canada

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$116Average$494FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$365FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$472FlexibilityNo cancel feeOn-time71%
WestJetCheapest$125Average$385FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$148Average$505FlexibilityNo cancel feeOn-time69%
DeltaCheapest$148Average$505FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$154Average$464FlexibilityNo cancel feeOn-time75%
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