Cheap flights from Montreal to Chicago

Round-trip
Economy
Montreal (YMQ)
Chicago (CHI)
Depart
Return
Any month
Compare vs. Cheapflights |

The best prices from Montreal to Chicago are usually found in November or March, booked 31 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

How to find the cheapest flight from
Montreal (YMQ) to Chicago (CHI)

All the information you need to plan the best YMQ to CHI flight in 2021: compare Montreal to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
YMQ - CHI
Price
C$ 364 - C$ 455
CHI
Temperature
1 - 29 °C
CHI
Precipitation
17 - 109 mm

Popular in

August

High demand for flights, 10% potential price rise

Cheapest in

November

Best time to find cheap flights, 11% potential price drop

Round-trip from

C$ 364

From Montreal to Chicago

One-way from

C$ 291

One-way flight from Montreal to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Montreal to Chicago?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 12%.

How far in advance should I book a flight from Montreal to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 34 days in advance, which can save you up to 86% on flights from Montreal to Chicago compared to booking the week you need them. Waiting 34 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 433. For sooner than that we have options available in the next 3 days from C$ 586.

What is the cheapest month to fly from Montreal to Chicago?

Flights from Montreal to Chicago lean towards being more expensive in January. Prices are generally better when you fly from Montreal to Chicago in April, with the cheapest ticket starting at C$ 238.

When is the cheapest time to fly from Montreal to Chicago (YMQ - CHI)?

Unlike in the evening, when flights are generally more expensive, you can save up to 25% on flights from Montreal to Chicago by exploring options for tickets in the afternoon.

Cheap flights from Montreal to Chicago in August, September 2021

The best prices found for YMQ to CHI flights for August, September
29 Aug - 5 Sep
C$ 556pp
YUL
Montreal Pierre Elliott Trudeau Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
25 Aug - 1 Sep
C$ 571pp
YUL
Montreal Pierre Elliott Trudeau Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YUL
Montreal Pierre Elliott Trudeau Intl
25 Aug - 1 Sep
C$ 582pp
YUL
Montreal Pierre Elliott Trudeau Intl
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Montreal to Chicago 2021 flight deals

Cheap flights to Chicago from Montreal found for this year
21 Sep - 25 Sep
C$ 385pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
Direct
YUL
Montreal Pierre Elliott Trudeau Intl
21 Sep - 25 Sep
C$ 392pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
8 Sep - 18 Sep
C$ 444pp
YUL
Montreal Pierre Elliott Trudeau Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Direct flights to Chicago from Montreal

Save time with Montreal to Chicago direct flight deals
8 Sep - 18 Sep
C$ 495pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
Direct
YUL
Montreal Pierre Elliott Trudeau Intl
15 Sep - 19 Sep
C$ 500pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
Direct
YUL
Montreal Pierre Elliott Trudeau Intl
22 Oct - 26 Oct
C$ 503pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
Direct
YUL
Montreal Pierre Elliott Trudeau Intl

Last minute flights from Montreal to Chicago

Late deals on round-trip flights to Chicago from Montreal, departing today and this week
12 Aug - 21 Aug
C$ 780pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
12 Aug - 21 Aug
C$ 819pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
7 Aug - 8 Aug
C$ 853pp
YUL
Montreal Pierre Elliott Trudeau Intl
Air Canada
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

One-way flights to Chicago from Montreal

The cheapest one-way flights from Montreal to Chicago
1:15 p.m. - 5:42 a.m.
Major Airline
1 stop
17h 27m
YUL - MDW
Major Airline
C$ 291
StudentUniverse
8:55 a.m. - 1:37 p.m.
Porter Airlines
1 stop
5h 42m
YUL - MDW
Porter Airlines
C$ 322
4:30 a.m. - 5:56 a.m.
United Airlines
Direct
2h 26m
YUL - ORD
United Airlines
C$ 330
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Montreal</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Montreal to Chicago

Can I find flights from Montreal to Chicago for under C$ 499 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago for under C$ 499. The cheapest flight booked recently is on Air Canada for just C$ 385, but on average you can expect to pay C$ 474.

Which airlines flying from Montreal to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Montreal to Chicago have new flexible policies in place due to COVID-19. Air Canada, Porter Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.

Are there direct flights from Montreal to Chicago for under C$ 499 on Cheapflights?

Cheapflights has 20 direct flights from Montreal to Chicago under C$ 499. A good price for a direct flight from Montreal to Chicago is less than C$ 555.

Are there last-minute flights available from Montreal to Chicago for under C$ 873?

There are currently 20+ open flights from Montreal to Chicago within the next 7 days for less than C$ 873.

Is Montreal weather warmer or cooler than Chicago?

Our data indicates that the weather will be 29 °C on average in the month of July. The temperature in Chicago is typically hotter than in Montreal. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from Montreal to Chicago?

A quick flight from Montreal to Chicago can take about 2h 26m. United Airlines provides one of the quickest options available for as low as C$ 544. This flight may include one or multiple stops.

What are the cheapest airlines to flying from Montreal to Chicago round-trip?

Flying on Air Canada is currently your cheapest option to Chicago, with prices starting at C$ 385. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and American Airlines, with the lowest prices starting at C$ 494 and C$ 508, respectively. You may be able to fly from Montreal to Chicago for 5% less than the average price by searching for these airlines.

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

One-way options have recently been found by users for as low as C$ 257 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from C$ 284 and Major Airline from C$ 288 one-way.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Montreal to Chicago.
Today's exchange rate
C$ 1 = $0.81
Flight duration
2h 19m
Average temperature for August in Chicago
28.0 °C
Avg rainfall for August in Chicago
98.0 mm

Airports servicing Montreal

Montreal Pierre Elliott Trudeau Intl (YUL)
Montreal St Hubert (YHU)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 5 airlines flying from Montreal to Chicago

The chart below displays the airlines Cheapflights users travelling from Montreal to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Porter Airlines
C$ 199 C$ 276 No cancel fee 52%
Search Porter Airlines flights
American Airlines
C$ 205 C$ 386 No cancel fee 71%
Search American Airlines flights
Delta
C$ 184 C$ 388 No cancel fee N/A
Search Delta flights
Air Canada
C$ 284 C$ 412 No cancel fee 67%
Search Air Canada flights
United Airlines
C$ 282 C$ 484 No cancel fee 69%
Search United Airlines flights

Hourly flight availability from Montreal to Chicago

See what time of day planes typically take off from Montreal towards Chicago.
Afternoon Noon to 6 PM 52% of YMQ to US-CHI departures
Morning 6 AM to noon 48% of YMQ to US-CHI departures
Early morning Midnight to 6 AM 0% of YMQ to US-CHI departures
Evening 6 PM to midnight 0% of YMQ to US-CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Montreal to Chicago
See how many times per day planes take to the skies headed from Montreal to Chicago.
Sunday
5 daily flights
Monday
5 daily flights
Tuesday
5 daily flights
Wednesday
5 daily flights
Thursday
5 daily flights
Friday
5 daily flights
Saturday
3 daily flights
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