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Cheap flights from Chicago to Canada from C$ 103

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
22 Apr — 29 Apr1
1 adult

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 17 April 2025.

Round-trip from

C$ 193

One-way from

C$ 103

Popular in

November

Cheapest in

July

Average price

C$ 464

Good round-trip deal

C$ 233 or less

Good one-way deal

C$ 105 or less
WestJet
  • WestJet
  • 13/9-19/9
  • Nonstop
  • 7h 17m total
  • Chicago to Canada
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WestJet
  • WestJet
  • 1/7
  • 1 total stop
  • 7h 05m total
  • Chicago to Canada
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Canada.
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Price to beat on a 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 17 April 2025.

Sat 13/95:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Fri 19/912:15 p.m.YYC - ORD
Nonstop3h 28mWestJet
Deal found 17/4C$ 193
Tue 13/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Sat 24/58:10 a.m.YYC - ORD
1 stop7h 41mMultiple Airlines
Deal found 17/4C$ 205
Tue 13/53:50 p.m.ORD - YYC
1 stop8h 53mAir Canada
Fri 23/512:55 a.m.YYC - ORD
1 stop7h 57mAir Canada
Deal found 16/4C$ 211
Tue 13/55:30 p.m.ORD - YVR
1 stop7h 05mWestJet
Tue 20/57:00 a.m.YVR - ORD
1 stop7h 44mWestJet
Deal found 16/4C$ 225
Thu 12/68:01 p.m.ORD - YYC
Nonstop3h 52mUnited Airlines
Wed 18/68:30 a.m.YYC - ORD
Nonstop3h 33mUnited Airlines
Deal found 17/4C$ 236
Sat 31/55:30 p.m.ORD - YVR
1 stop8h 40mMultiple Airlines
Sat 7/68:30 a.m.YVR - ORD
Nonstop4h 13mMultiple Airlines
Deal found 16/4C$ 243
Sun 1/67:35 p.m.ORD - YVR
Nonstop4h 43mAir Canada
Sat 7/63:15 p.m.YVR - ORD
1 stop7h 44mAir Canada
Deal found 16/4C$ 247
Mon 11/88:25 p.m.ORD - YYC
Nonstop4h 04mAmerican Airlines
Tue 19/86:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Deal found 17/4C$ 251
Tue 1/77:35 p.m.ORD - YVR
Nonstop4h 43mUnited Airlines
Tue 22/711:35 p.m.YVR - ORD
Nonstop4h 03mUnited Airlines
Deal found 16/4C$ 255
Thu 8/55:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/54:05 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 17/4C$ 262
Sun 1/68:25 p.m.ORD - YYZ
Nonstop1h 42mAir Canada
Sun 8/66:15 a.m.YYZ - ORD
1 stop4h 37mAir Canada
Deal found 17/4C$ 291
Sun 11/55:50 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Wed 14/54:05 p.m.YTZ - MDW
Nonstop1h 49mMultiple Airlines
Deal found 16/4C$ 301

Cheapflights Fare Finder

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 629,999 searches. Data last updated 17 April 2025.
Use the filters below to find and compare flights from Chicago to Canada that are best for you.

Fly from

Chicago

Fly to

Canada

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 13/9

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

Nonstop3h 49m

Calgary

Fri 19/9

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

Nonstop3h 28m

C$ 193

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 13/5

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

Nonstop3h 49m

Calgary

Sat 24/5

8:10 a.m.-4:51 p.m.

1 stop7h 41m

C$ 205

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 13/5

3:50 p.m.-11:43 p.m.

1 stop8h 53m

Calgary

Fri 23/5

12:55 a.m.-9:52 a.m.

1 stop7h 57m

C$ 211

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 13/5

5:30 p.m.-10:35 p.m.

1 stop7h 05m

Vancouver Intl

Tue 20/5

7:00 a.m.-4:44 p.m.

1 stop7h 44m

C$ 225

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 12/6

8:01 p.m.-10:53 p.m.

Nonstop3h 52m

Calgary

Wed 18/6

8:30 a.m.-1:03 p.m.

Nonstop3h 33m

C$ 236

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sat 31/5

5:30 p.m.-12:10 a.m.

1 stop8h 40m

Vancouver Intl

Sat 7/6

8:30 a.m.-2:43 p.m.

Nonstop4h 13m

C$ 243

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 1/6

7:35 p.m.-10:18 p.m.

Nonstop4h 43m

Vancouver Intl

Sat 7/6

3:15 p.m.-12:59 a.m.

1 stop7h 44m

C$ 247

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 11/8

8:25 p.m.-11:29 p.m.

Nonstop4h 04m

Calgary

Thu 14/8

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

Nonstop3h 25m

C$ 251

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/5

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sun 11/5

4:05 p.m.-4:54 p.m.

Nonstop1h 49m

C$ 262

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 15/7

7:35 p.m.-10:18 p.m.

Nonstop4h 43m

Vancouver Intl

Mon 21/7

11:35 p.m.-5:38 a.m.

Nonstop4h 03m

C$ 276

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Canada

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 C$ 167). Flying from Chicago to Canada in July is currently the most expensive (average of C$ 258). 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 17 April 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Canada as you normally would.

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 17 April 2025.

The most flights from CHI to CA0 are scheduled on a Thursday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (46 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 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Canada when rainfall is around 51.0 mm.

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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

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 17 April 2025.
Get a feel of what it's like to fly with Japan Airlines, Delta and Alaska Airlines from Chicago to Canada by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
Japan Airlines
8.3
Very good
1,447 reviews
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
Delta
8.0
Very good
7,917 reviews
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
Alaska Airlines
8.0
Very good
9,887 reviews
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
Porter Airlines
8.0
Very good
281 reviews
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
Air Transat
7.8
Good
385 reviews
Japan Airlines
8.3
Very good
1,447 reviews
Check prices

Overall

8.3

Comfort

8.2

Entertainment

7.8

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

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?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 103. However, be on the lookout for offers from Air Canada and Delta, as they are both options that can get you from Chicago to Canada for a low price.

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

    Most travellers choose Chicago O'Hare Intl - Vancouver Intl, Chicago O'Hare Intl - Toronto Pearson Intl or Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl when deciding on the best route from Chicago to Canada.

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

    Before booking your flight to Canada from Chicago, check out the most reliable airlines to get you to your destination on time: Sun Country Air (100%), Finnair (100%), Korean Air( 86%).

  • What are the cheapest flights from Chicago to Canada?

    Looking for the cheapest flight from Chicago to Canada? While on average our users pay C$ 354, our data indicates the cheapest price to be C$ 138. The most popular route (Chicago O'Hare Intl - Vancouver Intl), is priced around C$ 250.

  • 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 C$ 167). Flying from Chicago to Canada in July is currently the most expensive (average of C$ 258). 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 4 airlines flying from Chicago to Canada

Discover the top 4 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 629,999 searches. Data last updated 17 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 128AverageC$ 691FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 144AverageC$ 296FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 195AverageC$ 508FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 340AverageC$ 411FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to Canada?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chicago to Canada. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Canada?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Canada.

Can Cheapflights find flights from Chicago to Canada with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Canada, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Chicago to Canada become cheaper?

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