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Cheap flights from Chicago to Canada from C$ 106

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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
27 Feb — 6 Mar1
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 22 February 2025.

Round-trip from

C$ 254

One-way from

C$ 106

Popular in

March

Cheapest in

April

Average price

C$ 459

Good round-trip deal

C$ 125 or less

Good one-way deal

C$ 168 or less
WestJet
  • WestJet
  • 10/4-14/4
  • Nonstop
  • 7h 17m total
  • Chicago to Canada
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Air Canada
  • Air Canada
  • 15/4
  • Nonstop
  • 3h 49m total
  • Chicago to Canada
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 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.
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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 22 February 2025.

Thu 10/44:45 p.m.ORD - YYC
Nonstop3h 51mWestJet
Mon 14/411:30 a.m.YYC - ORD
Nonstop3h 26mWestJet
Deal found 21/2C$ 254
Tue 8/410:53 a.m.ORD - YYC
1 stop10h 30mAir Canada
Tue 15/48:30 a.m.YYC - ORD
1 stop9h 24mAir Canada
Deal found 22/2C$ 270
Tue 8/48:52 a.m.ORD - YYC
Nonstop3h 49mUnited Airlines
Tue 15/412:43 p.m.YYC - ORD
Nonstop3h 27mUnited Airlines
Deal found 21/2C$ 277
Tue 1/46:45 a.m.ORD - YYZ
1 stop11h 45mMultiple Airlines
Tue 8/48:15 p.m.YYZ - ORD
1 stop20h 44mMultiple Airlines
Deal found 22/2C$ 278
Thu 3/42:34 p.m.ORD - YVR
1 stop9h 56mMultiple Airlines
Mon 7/43:55 p.m.YVR - ORD
1 stop12h 47mMultiple Airlines
Deal found 21/2C$ 285
Thu 10/44:45 p.m.ORD - YYC
Nonstop3h 51mMultiple Airlines
Mon 14/48:30 a.m.YYC - ORD
1 stop9h 24mMultiple Airlines
Deal found 21/2C$ 285
Tue 8/45:35 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 15/43:50 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 22/2C$ 300
Tue 8/48:50 p.m.MDW - YYC
1 stop27h 05mMultiple Airlines
Tue 15/46:55 p.m.YYC - MDW
1 stop9h 28mMultiple Airlines
Deal found 22/2C$ 302
Tue 1/48:50 p.m.MDW - YVR
1 stop27h 40mMultiple Airlines
Wed 9/49:15 a.m.YVR - MDW
1 stop9h 07mMultiple Airlines
Deal found 21/2C$ 302
Wed 18/61:40 p.m.ORD - YVR
1 stop7h 30mWestJet
Tue 24/69:15 p.m.YVR - ORD
1 stop13h 24mWestJet
Deal found 21/2C$ 321
Thu 10/47:49 p.m.ORD - YUL
1 stop18h 06mMultiple Airlines
Mon 14/43:55 p.m.YUL - ORD
1 stop18h 29mMultiple Airlines
Deal found 21/2C$ 322
Tue 15/45:35 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Tue 22/49:30 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 21/2C$ 334

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 22 February 2025.

Fly from

Chicago

Fly to

Canada

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 10/4

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

Calgary

Mon 14/4

11:30 a.m.-3:56 p.m.

Nonstop3h 26m

C$ 254

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 8/4

8:52 a.m.-11:41 a.m.

Nonstop3h 49m

Calgary

Tue 15/4

12:43 p.m.-5:10 p.m.

Nonstop3h 27m

C$ 277

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 3/4

2:34 p.m.-10:30 p.m.

1 stop9h 56m

Vancouver Intl

Mon 7/4

3:55 p.m.-6:42 a.m.

1 stop12h 47m

C$ 285

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 10/4

4:45 p.m.-7:36 p.m.

Nonstop3h 51m

Calgary

Mon 14/4

8:30 a.m.-6:54 p.m.

1 stop9h 24m

C$ 285

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 7/4

5:00 a.m.-1:53 p.m.

1 stop9h 53m

Calgary

Mon 14/4

8:30 a.m.-6:54 p.m.

1 stop9h 24m

C$ 288

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 8/4

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

Toronto Island

Tue 15/4

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

C$ 300

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 1/4

6:45 a.m.-7:30 p.m.

1 stop11h 45m

Toronto Pearson Intl

Tue 8/4

8:00 p.m.-6:33 a.m.

1 stop11h 33m

C$ 300

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 1/4

8:50 p.m.-10:30 p.m.

1 stop27h 40m

Vancouver Intl

Wed 9/4

9:15 a.m.-8:22 p.m.

1 stop9h 07m

C$ 302

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 18/6

1:40 p.m.-7:10 p.m.

1 stop7h 30m

Vancouver Intl

Tue 24/6

9:15 p.m.-12:39 p.m.

1 stop13h 24m

C$ 321

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 10/4

7:49 p.m.-2:55 p.m.

1 stop18h 06m

Montreal Pierre Elliott Trudeau Intl

Mon 14/4

3:55 p.m.-9:24 a.m.

1 stop18h 29m

C$ 322

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/2

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 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 22 February 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 22 February 2025.

The most flights from CHI to CA0 are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 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 22 February 2025.
Get a feel of what it's like to fly with Delta, Alaska Airlines and Porter 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.
Delta
8.0
Very good
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Alaska Airlines
8.0
Very good
9,702 reviews
Delta
8.0
Very good
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

KLM
7.8
Good
1,332 reviews
Delta
8.0
Very good
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

Air Transat
7.8
Good
382 reviews
Delta
8.0
Very good
8,203 reviews
Check prices

Food

7.3

Crew

8.5

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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?

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as C$ 106. However, be on the lookout for offers from WestJet 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 - Vancouver Intl, Chicago O'Hare Intl - Calgary or Chicago O'Hare Intl - Toronto Pearson 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: Egyptair (100%), Royal Jordanian (91%), Copa Airlines( 78%).

  • 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$ 390, our data indicates the cheapest price to be C$ 141. The most popular route (Chicago O'Hare Intl - Vancouver Intl), is priced around C$ 287.

  • 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 3 airlines flying from Chicago to Canada

Discover the top 3 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 22 February 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 131AverageC$ 757FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 148AverageC$ 303FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 187AverageC$ 541FlexibilityNo cancel feeOn-time69%
Search United 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?

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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