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$165+ Cheap flights from Quebec to Chicago (CHI)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
YUL — CHI
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Cheap flight deals from Quebec to Chicago

Cheapest flights from Quebec to Chicago
Explore the most affordable flight options available from Quebec to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.

This Kissandfly.com deal was found by Cheapflights users on 7/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:30 pm
YUL
-
ORD
Nonstop2h 35m
Air Canada
Sun 8/238:40 am
ORD
-
YUL
Nonstop2h 19m
Air Canada
Deal found 7/30$265
This Trip.com deal was found by Cheapflights users on 7/29. 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.
Wed 9/26:30 am
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Tue 9/811:45 am
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 7/29$265
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:30 am
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Tue 8/2510:25 am
MDW
-
YUL
1 stop6h 45m
Porter Airlines
Deal found 7/27$266
This Justfly.com deal was found by Cheapflights users on 7/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:00 am
YUL
-
MDW
1 stop6h 35m
Porter Airlines
Thu 9/103:20 pm
MDW
-
YUL
1 stop4h 52m
Porter Airlines
Deal found 7/30$267
This iWofly deal was found by Cheapflights users on 7/30. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 am
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Wed 9/1611:45 am
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 7/30$268
This Trip.com deal was found by Cheapflights users on 7/31. 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.
Fri 8/286:30 pm
YUL
-
ORD
Nonstop2h 35m
Air Canada
Sun 8/308:40 am
ORD
-
YUL
Nonstop2h 19m
Air Canada
Deal found 7/31$269
This Kissandfly.com deal was found by Cheapflights users on 7/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:30 pm
YUL
-
ORD
Nonstop2h 35m
Air Canada
Thu 8/277:25 am
ORD
-
YUL
2 stops6h 56m
Air Canada
Deal found 7/30$270
This Trip.com deal was found by Cheapflights users on 7/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:30 am
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Tue 9/83:20 pm
MDW
-
YUL
1 stop4h 52m
Porter Airlines
Deal found 7/27$270
This SmartFares deal was found by Cheapflights users on 7/29. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:40 am
YUL
-
ORD
Nonstop2h 35m
Air Canada
Wed 9/168:45 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 7/29$271
This Trip.com deal was found by Cheapflights users on 7/29. 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.
Sat 9/126:30 am
YUL
-
MDW
1 stop5h 30m
Porter Airlines
Sat 9/1911:45 am
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 7/29$271
This iWofly deal was found by Cheapflights users on 7/31. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:10 am
YUL
-
ORD
1 stop5h 13m
Air Canada
Mon 9/2111:05 am
ORD
-
YUL
Nonstop2h 15m
Air Canada
Deal found 7/31$272
This Justfly.com deal was found by Cheapflights users on 7/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:00 am
YUL
-
MDW
1 stop6h 35m
Porter Airlines
Mon 9/1411:45 am
MDW
-
YUL
1 stop5h 27m
Porter Airlines
Deal found 7/30$272

Find flight deals from Quebec to Chicago

Keep the following information in mind while searching for Quebec to Chicago flight deals. Data was last updated August 1, 2026.

Round-trip from

$265
(Kissandfly.com)

One-way from

$165
(Trip.com)

Popular in

July

Cheapest in

April

Average price

$361

Good round-trip deal

$369 or less

Good one-way deal

$232 or less
From Quebec to Chicago (CHI)
Search Deals
One-way flight from Quebec to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Quebec to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Quebec to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Quebec to Chicago 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 August 1, 2026.
Use the filters below to find and compare flights from Quebec to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 9/8

6:00 am-12:59 pm

1 stop7h 59m

Chicago O'Hare Intl

Wed 9/9

1:51 pm-11:50 pm

1 stop8h 59m

$280

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 8/11

6:00 am-1:08 pm

1 stop8h 08m

Chicago O'Hare Intl

Sat 8/15

2:30 pm-11:30 pm

1 stop8h 00m

$285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 11/17

12:50 pm-6:04 pm

1 stop6h 14m

Chicago Midway

Sat 11/21

1:22 pm-11:26 pm

1 stop9h 04m

$285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 8/11

6:00 am-12:39 pm

1 stop7h 39m

Chicago Midway

Sat 8/15

1:25 pm-11:30 pm

1 stop9h 05m

$285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 8/25

6:00 am-12:39 pm

1 stop7h 39m

Chicago Midway

Wed 8/26

12:46 pm-11:52 pm

1 stop10h 06m

$285

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 9/15

6:00 am-9:07 am

1 stop4h 07m

Chicago Midway

Sat 9/19

4:30 pm-11:50 pm

1 stop6h 20m

$286
Quickest round-trip

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 10/20

9:45 am-11:21 am

Nonstop2h 36m

Chicago O'Hare Intl

Sun 10/25

7:05 am-10:17 am

Nonstop2h 12m

$297

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 9/15

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Sat 9/19

11:45 am-6:12 pm

1 stop5h 27m

$298

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 8/24

4:55 pm-6:43 pm

Nonstop2h 48m

Chicago O'Hare Intl

Fri 8/28

2:01 pm-5:30 pm

Nonstop2h 29m

$299

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 9/6

9:45 am-11:21 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 9/7

8:40 am-11:59 am

Nonstop2h 19m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Quebec to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Quebec 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 Quebec to Chicago

What is the cheapest month to book a flight from Quebec to Chicago?

Currently, April is the cheapest month in which you can book a flight from Quebec to Chicago (average of $284). Flying from Quebec to Chicago in July is currently the most expensive (average of $391). 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 QC to CHI?

Find hourly flight availability from Quebec to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.

One of the essential ways to save on airfare from Quebec to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 40% on airfare.

Weekly flight availability from Quebec to Chicago

Explore weekly flight availability from Quebec to Chicago. 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 August 1, 2026.

The most flights from CAQC to CHI are scheduled on a Wednesday (33 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (23 on average).

How much does it cost to fly round-trip from Quebec to Chicago?

Airfare is below average for this route at the moment.
Quebec to Chicago flights typically cost between $315 and $410 in August.
The cheapest round-trip price found within the last 5 days was $265 on Air Canada (Aug 22-Aug 23).

How far ahead should I book a flight from Quebec to Chicago?

The price you pay for your flight from Quebec to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

Find useful and relevant information for your journey from Quebec to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Quebec to Chicago?

    Delta, Porter Airlines, and United Airlines can get you from Quebec to Chicago in just under 5h 30m. Your travel time can differ by up to 2h 29m. The distance from Quebec to Chicago is about 743 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Quebec to Chicago one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $104. Users have also found prices from $109 and $129 on American Airlines and United Airlines, respectively.

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

    While some choose either Montreal Pierre Elliott Trudeau Intl - Chicago Midway or Ottawa - Chicago O'Hare Intl, Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl is the most popular route from Quebec to Chicago.

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

    Before booking your flight to Chicago from Quebec, check out the most reliable airlines to get you to your destination on time: Qatar Airways (90%), ANA (89%), Qantas Airways( 86%).

  • What are the cheapest flights from Quebec to Chicago?

    The cheapest flight price from Quebec to Chicago is $159. On average you can expect to pay $1,756. The most popular route, (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), can usually be booked for $285.

  • Can I find deals for flights from Quebec to Chicago that include hotel bookings?

    Yes. In addition to deals on Quebec to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Quebec to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Quebec to Chicago.

  • Can I find deals for business class flights from Quebec to Chicago?

    Yes. Cheapflights offers flight deals from Quebec to Chicago 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 Quebec to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Quebec to Chicago (average of $284). Flying from Quebec to Chicago in July is currently the most expensive (average of $391). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Top 3 airlines flying from Quebec to Chicago

Discover the top 3 airlines that operate flights from Quebec to Chicago. 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 August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$174Average$322FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$189Average$399FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$240Average$410FlexibilityNo cancel feeOn-time69%

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