Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to Canada from C$ 110

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 14/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
2 Apr — 9 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 28 March 2025.

Round-trip from

C$ 207

One-way from

C$ 110

Popular in

March

Cheapest in

April

Average price

C$ 572

Good round-trip deal

C$ 109 or less

Good one-way deal

C$ 145 or less
Air Canada
  • Air Canada
  • 1/5-5/5
  • 1 total stop
  • 11h 44m total
  • Chicago to Canada
Search Deals
United Airlines
  • United Airlines
  • 14/5
  • 1 total stop
  • 9h 48m total
  • Chicago to Canada
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 28 March 2025.

Thu 1/55:30 p.m.ORD - YYC
Nonstop3h 49mMultiple Airlines
Mon 5/511:55 p.m.YYC - ORD
1 stop7h 55mMultiple Airlines
Deal found 27/3C$ 207
Sat 3/55:30 p.m.ORD - YYC
Nonstop3h 49mWestJet
Sat 10/512:15 p.m.YYC - ORD
Nonstop3h 29mWestJet
Deal found 28/3C$ 210
Thu 1/54:00 p.m.ORD - YYC
1 stop7h 58mAir Canada
Mon 5/511:55 p.m.YYC - ORD
1 stop9h 06mAir Canada
Deal found 27/3C$ 224
Thu 12/68:25 p.m.ORD - YYC
Nonstop4h 00mAmerican Airlines
Thu 19/66:29 a.m.YYC - ORD
Nonstop3h 25mAmerican Airlines
Deal found 27/3C$ 257
Thu 1/57:10 a.m.ORD - YYC
1 stop15h 38mUnited Airlines
Sat 10/512:43 p.m.YYC - ORD
Nonstop3h 27mUnited Airlines
Deal found 27/3C$ 270
Mon 12/59:02 p.m.ORD - YVR
1 stop27h 23mMultiple Airlines
Fri 30/57:00 a.m.YVR - ORD
1 stop7h 44mMultiple Airlines
Deal found 28/3C$ 314
Thu 24/411:15 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/57:55 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 27/3C$ 314
Thu 1/55:30 p.m.ORD - YVR
1 stop7h 05mWestJet
Mon 5/56:00 a.m.YVR - ORD
1 stop8h 44mWestJet
Deal found 28/3C$ 317
Sun 11/56:30 p.m.ORD - YYZ
Nonstop1h 46mAir Canada
Sun 18/56:35 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Deal found 27/3C$ 324
Fri 18/411:15 a.m.MDW - YUL
1 stop4h 32mPorter Airlines
Mon 21/46:50 a.m.YUL - MDW
1 stop4h 30mPorter Airlines
Deal found 27/3C$ 333
Sat 3/59:40 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Sat 10/57:55 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/3C$ 334
Tue 6/56:05 p.m.ORD - YUL
Nonstop2h 24mAir Canada
Tue 27/51:00 p.m.YUL - ORD
1 stop6h 53mAir Canada
Deal found 27/3C$ 346

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 28 March 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

Thu 1/5

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

Nonstop3h 49m

Calgary

Mon 5/5

11:55 p.m.-8:50 a.m.

1 stop7h 55m

C$ 207

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 3/5

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

Nonstop3h 49m

Calgary

Sat 10/5

12:15 p.m.-4:44 p.m.

Nonstop3h 29m

C$ 210

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/5

4:00 p.m.-10:58 p.m.

1 stop7h 58m

Calgary

Mon 5/5

11:55 p.m.-10:01 a.m.

1 stop9h 06m

C$ 224

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 12/6

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

Nonstop4h 00m

Calgary

Thu 19/6

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

Nonstop3h 25m

C$ 257

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/5

7:10 a.m.-9:48 p.m.

1 stop15h 38m

Calgary

Sat 10/5

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

Nonstop3h 27m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 24/4

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

Toronto Island

Thu 1/5

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 314

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 12/5

9:02 p.m.-10:25 p.m.

1 stop27h 23m

Vancouver Intl

Fri 30/5

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

1 stop7h 44m

C$ 316

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 1/5

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

1 stop7h 05m

Vancouver Intl

Sun 4/5

6:00 a.m.-4:44 p.m.

1 stop8h 44m

C$ 323

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 11/5

6:30 p.m.-9:16 p.m.

Nonstop1h 46m

Toronto Pearson Intl

Sun 18/5

6:35 p.m.-7:30 p.m.

Nonstop1h 55m

C$ 324

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 18/4

11:15 a.m.-4:47 p.m.

1 stop4h 32m

Montreal Pierre Elliott Trudeau Intl

Mon 21/4

6:50 a.m.-10:20 a.m.

1 stop4h 30m

C$ 333

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/3

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.

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 28 March 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 28 March 2025.

The most flights from CHI to CA0 are scheduled on a Friday (55 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 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 28 March 2025.
Get a feel of what it's like to fly with Japan Airlines, Alaska Airlines and Delta 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
1,440 reviews
Check prices

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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
9,797 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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
7,897 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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
7.9
Good
277 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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
381 reviews
Japan Airlines
8.3
Very good
1,440 reviews
Check prices

Food

7.7

Entertainment

7.8

Boarding

8.4

Crew

8.7

Comfort

8.2

Overall

8.3

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 United Airlines, with whom users have recently found tickets for as low as C$ 110. However, be on the lookout for offers from Air Canada and American 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 - Toronto Pearson Intl or Chicago O'Hare Intl - Calgary 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%), Korean Air (83%), Air New Zealand( 80%).

  • 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$ 449, our data indicates the cheapest price to be C$ 142. The most popular route (Chicago O'Hare Intl - Vancouver Intl), is priced around C$ 297.

  • 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

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 Vancouver Intl flights
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Calgary flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
Midway to Toronto Island flights
Midway to Pearson Intl flights
Midway to Pierre Elliott Trudeau Intl flights
St. Louis to Pearson Intl flights
O'Hare Intl to Ottawa flights
O'Hare Intl to Québec City flights
O'Hare Intl to Toronto Island flights
O'Hare Intl to Winnipeg flights
St. Louis to Vancouver Intl flights
O'Hare Intl to Abbotsford flights
O'Hare Intl to Halifax flights
St. Louis to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Edmonton flights
St. Louis to Calgary flights
Midway to Ottawa flights
Midway to Québec City flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Victoria flights
O'Hare Intl to Regina flights
O'Hare Intl to Kelowna flights
St. Louis to Winnipeg flights
O'Hare Intl to Charlottetown flights
O'Hare Intl to St. John's flights
O'Hare Intl to Saskatoon flights
O'Hare Intl to Nanaimo flights
St. Louis to Edmonton flights
Midway to Kelowna flights
O'Hare Intl to Miami flights
St. Louis to Saskatoon flights
St. Louis to Halifax flights
O'Hare Intl to Hamilton flights
O'Hare Intl to Prince George 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 28 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 132AverageC$ 724FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 149AverageC$ 305FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 201AverageC$ 527FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 376AverageC$ 413FlexibilityNo 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.

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.