$77+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chicago to Canada with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 April 29, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $165 (Air Canada) |
One-way from | $77 (United Airlines) |
Popular in | November |
Cheapest in | July |
Average price | $335 |
Good round-trip deal | $191 or less |
Good one-way deal | $84 or less |
Find flight deals from Chicago to Canada
Cheapest flights from Chicago to CanadaExplore 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 April 29, 2025.
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 April 29, 2025.
This Vakatrip deal was found by Cheapflights users on 4/29. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Air Canada deal was found by Cheapflights users on 4/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/28. 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.
This Mytrip deal was found by Cheapflights users on 4/28. 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.
This United Airlines deal was found by Cheapflights users on 4/28. 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.
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United deal was found by Cheapflights users on 4/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Atrapalo deal was found by Cheapflights users on 4/28. 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 Atrapalo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Trip.com deal was found by Cheapflights users on 4/29. 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.
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 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chicago to Canada that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 7/3
5:30 pm-8:19 pm
Nonstop3h 49m
Calgary
Mon 7/7
2:56 pm-9:34 pm
1 stop5h 38m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Thu 5/29
2:16 pm-10:38 pm
1 stop9h 22m
Calgary
Thu 5/29
12:55 am-11:24 am
1 stop9h 29m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Fri 9/12
9:15 am-11:57 am
Nonstop1h 42m
Toronto Island
Sun 9/14
7:30 am-8:19 am
Nonstop1h 49m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 7/1
8:50 am-11:49 am
Nonstop1h 59m
Toronto Pearson Intl
Tue 7/1
2:00 pm-6:53 pm
1 stop5h 53m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 6/12
9:40 am-12:20 pm
Nonstop1h 40m
Toronto Island
Thu 6/19
7:55 am-8:45 am
Nonstop1h 50m
ChicagoToronto
ORD - YTZ
ORDYTZ
Chicago O'Hare Intl
Sun 6/8
2:07 pm-9:35 pm
1 stop6h 28m
Toronto Island
Sun 6/15
7:25 am-11:24 am
1 stop4h 59m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Tue 5/27
8:45 am-9:48 pm
1 stop14h 03m
Calgary
Tue 6/3
12:38 pm-5:10 pm
Nonstop3h 32m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Sun 8/10
9:40 am-12:20 pm
Nonstop1h 40m
Toronto Island
Fri 8/15
3:35 pm-4:24 pm
Nonstop1h 49m
ChicagoVancouver
ORD - YVR
ORDYVR
Chicago O'Hare Intl
Tue 6/3
9:02 pm-10:25 pm
1 stop27h 23m
Vancouver Intl
Tue 6/10
7:00 am-4:44 pm
1 stop7h 44m
ChicagoCalgary
ORD - YYC
ORDYYC
Chicago O'Hare Intl
Fri 5/9
8:45 am-11:41 am
Nonstop3h 56m
Calgary
Mon 5/12
11:55 pm-8:50 am
1 stop7h 55m
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.
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 $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 April 29, 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 April 29, 2025.
The most flights from CHI to CA0 are scheduled on a Tuesday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 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 April 29, 2025.
Read through reviews of airlines operating flights from Chicago to Canada, such as Delta, Alaska Airlines and Porter Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
Comfort
Boarding
Overall
Crew
Entertainment
Food
Reviews
Aaron,Oct 2024
LAX - LHR
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.
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.
Top 6 airlines flying from Chicago to Canada
Discover the top 6 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 April 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$92 | Average$492 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$111 | Average$461 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$121 | Average$396 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$122 | Average$358 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$126 | Average$295 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$129 | Average$482 | FlexibilityNo cancel fee | On-time71% |