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Cheap flights from Chicago to Canada from C$ 76

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 23/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
23 Dec — 30 Dec1
1 adult

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 18 December 2024.

Round-trip from

C$ 254

One-way from

C$ 76
Air Canada
  • Air Canada
  • 20/1-29/1
  • 2 total stops
  • 17h 35m total
  • Chicago to Canada
Search Deals
WestJet
  • WestJet
  • 23/3
  • Nonstop
  • 3h 51m total
  • Chicago 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 18 December 2024.

Tue 24/125:45 a.m.ORD - YYZ
1 stop29h 00mMultiple Airlines
Fri 10/17:00 a.m.YYZ - ORD
1 stop15h 16mMultiple Airlines
Deal found 17/12C$ 443
Thu 26/125:35 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 6/13:50 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 16/12C$ 498
Tue 31/124:00 p.m.ORD - YYZ
Nonstop1h 41mUnited Airlines
Tue 31/129:00 p.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Deal found 17/12C$ 508
Mon 23/128:20 p.m.ORD - YVR
1 stop16h 11mUnited Airlines
Sat 28/126:30 a.m.YVR - ORD
Nonstop4h 15mUnited Airlines
Deal found 18/12C$ 550
Mon 23/128:20 p.m.ORD - YVR
1 stop16h 11mMultiple Airlines
Mon 13/110:40 p.m.YVR - ORD
1 stop8h 17mMultiple Airlines
Deal found 18/12C$ 557
Fri 27/128:25 p.m.ORD - YYZ
Nonstop1h 41mAir Canada
Mon 13/16:40 p.m.YYZ - ORD
Nonstop1h 57mAir Canada
Deal found 17/12C$ 564
Sat 21/127:26 a.m.ORD - YVR
1 stop15h 59mAmerican Airlines
Fri 27/127:00 a.m.YVR - ORD
1 stop15h 19mAmerican Airlines
Deal found 17/12C$ 571
Thu 26/127:00 a.m.ORD - YYZ
1 stop8h 14mDelta
Tue 7/12:30 p.m.YYZ - ORD
1 stop6h 29mDelta
Deal found 16/12C$ 600
Thu 26/129:30 a.m.MDW - YYZ
1 stop5h 44mDelta
Mon 6/16:00 a.m.YYZ - MDW
1 stop8h 08mDelta
Deal found 16/12C$ 600
Sun 29/1211:15 a.m.MDW - YUL
1 stop4h 35mPorter Airlines
Thu 2/16:55 a.m.YUL - MDW
1 stop5h 15mPorter Airlines
Deal found 18/12C$ 607
Tue 24/124:55 p.m.ORD - YYZ
1 stop21h 35mAmerican Airlines
Thu 9/11:14 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 17/12C$ 607
Fri 27/126:00 a.m.MDW - YTZ
2 stops11h 53mMultiple Airlines
Thu 2/13:50 p.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 16/12C$ 621

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 629,999 searches. Data last updated 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 20/1

3:35 p.m.-11:02 p.m.

1 stop8h 27m

Calgary

Wed 29/1

8:30 a.m.-6:38 p.m.

1 stop9h 08m

C$ 254

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 6/3

5:00 a.m.-6:16 p.m.

1 stop14h 16m

Calgary

Mon 10/3

7:20 p.m.-9:33 a.m.

1 stop13h 13m

C$ 267

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 1/2

12:45 p.m.-9:41 p.m.

1 stop9h 56m

Calgary

Fri 7/2

12:50 a.m.-2:45 p.m.

2 stops12h 55m

C$ 279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 12/1

7:00 a.m.-11:53 p.m.

1 stop15h 53m

Toronto Pearson Intl

Fri 24/1

9:25 a.m.-8:45 p.m.

1 stop12h 20m

C$ 291

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/1

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

Toronto Island

Fri 24/1

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

C$ 308

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

C$ 347

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 7/1

3:00 p.m.-11:15 a.m.

1 stop22h 15m

Vancouver Intl

Tue 14/1

9:15 p.m.-11:47 a.m.

2 stops12h 32m

C$ 351

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 17/4

4:45 p.m.-11:43 a.m.

1 stop20h 58m

Vancouver Intl

Mon 21/4

6:30 a.m.-3:56 p.m.

1 stop7h 26m

C$ 353

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

C$ 356

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 18/1

11:50 a.m.-8:53 p.m.

1 stop10h 03m

Calgary

Fri 24/1

8:00 a.m.-6:23 p.m.

1 stop9h 23m

C$ 356

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

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, October is the cheapest month in which you can book a flight from Chicago to Canada (average of C$ 178). 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 18 December 2024.

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 18 December 2024.

The most flights from CHI to CA0 are scheduled on a Monday (53 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 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 18 December 2024.
Get a feel of what it's like to fly with Air Canada, American Airlines and WestJet 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
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

Japan Airlines
8.3
Very good
1,443 reviews
Japan Airlines
8.3
Very good
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

Delta
8.0
Very good
8,604 reviews
Japan Airlines
8.3
Very good
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

Alaska Airlines
8.0
Very good
9,554 reviews
Japan Airlines
8.3
Very good
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

Porter Airlines
7.9
Good
283 reviews
Japan Airlines
8.3
Very good
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

KLM
7.8
Good
1,349 reviews
Japan Airlines
8.3
Very good
1,443 reviews
Check prices

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Food

7.7

Overall

8.3

Reviews

1 / 10

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

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$ 76. However, be on the lookout for offers from Air Canada and United Airlines, 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 - Toronto Pearson Intl, Chicago O'Hare Intl - Vancouver 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: Cathay Pacific (100%), Republic Airways (91%), Copa Airlines( 88%).

  • 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$ 448, our data indicates the cheapest price to be C$ 173. The most popular route (Chicago O'Hare Intl - Toronto Pearson Intl), is priced around C$ 353.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Canada (average of C$ 178). 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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O'Hare Intl to Nanaimo flights
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O'Hare Intl to Prince George flights
O'Hare Intl to Saskatoon flights

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 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 142AverageC$ 473FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 181AverageC$ 752FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 188AverageC$ 554FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 311AverageC$ 434FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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?

Not ready to book yet? You can track prices for flights from Chicago to Canada on Cheapflights with our Price Alert feature and get notified when better prices are available.

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