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 2022: compare Montreal to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
YMQ - CHI
Price
C$ 292 - C$ 365
CHI
Temperature
-5 - 23 °C
CHI
Precipitation
43 - 125 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$ 368

From Montreal (YMQ) to Chicago (CHI)

One-way from

C$ 180

One-way flight from Montreal (YMQ) to Chicago (CHI)

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%.

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

It’s optimal to fly from Montreal to Chicago in the afternoon. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the evening.

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

Flights from Montreal to Chicago lean towards being more expensive in August. Prices are generally better when you fly from Montreal to Chicago in November, with the cheapest ticket starting at C$ 287.

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

To save up to 45% on this flight, we recommend booking at least 30 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Montreal to Chicago from C$ 464 1-2 weeks out and tickets from C$ 575 for flights departing within the next 72 hours.

Cheap flights from Montreal to Chicago in January, February 2022

The best prices found for YMQ to CHI flights for January, February
19 Feb - 22 Feb
C$ 277pp
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
17 Feb - 20 Feb
C$ 285pp
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
19 Feb - 22 Feb
C$ 290pp
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

Montreal to Chicago 2022 flight deals

Cheap flights to Chicago from Montreal found for this year
19 Feb - 22 Feb
C$ 277pp
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
17 Feb - 20 Feb
C$ 285pp
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
19 Feb - 22 Feb
C$ 290pp
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

Direct flights to Chicago from Montreal

Save time with Montreal to Chicago direct flight deals
19 Feb - 22 Feb
C$ 277pp
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
31 Mar - 6 Apr
C$ 304pp
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
9 May - 15 May
C$ 310pp
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
4 Feb - 8 Feb
C$ 332pp
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
4 Feb - 8 Feb
C$ 343pp
YUL
Montreal Pierre Elliott Trudeau Intl
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
3 Feb - 21 Feb
C$ 429pp
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

One-way flights to Chicago from Montreal

The cheapest one-way flights from Montreal to Chicago
3:00 a.m. - 8:10 p.m.
Multiple Airlines
1 stop
18h 10m
YUL - ORD
Multiple Airlines
C$ 180
Kiwi.com
7:05 a.m. - 3:40 a.m.
Flair Airlines
1 stop
21h 35m
YUL - ORD
Flair Airlines
C$ 182
FlightNetwork
11:00 a.m. - 4:16 p.m.
Porter Airlines
1 stop
6h 16m
YUL - MDW
Porter Airlines
C$ 190
FlightNetwork

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

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.

Can I find flights from Montreal to Chicago for under C$ 300 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago for under C$ 300. The cheapest flight booked recently is on Air Canada for just C$ 277, but on average you can expect to pay C$ 303.

Are there direct flights from Montreal to Chicago for under C$ 300 on Cheapflights?

Cheapflights has 20 direct flights from Montreal to Chicago under C$ 300. A good price for a direct flight from Montreal to Chicago is less than C$ 348.

Are there last-minute flights available from Montreal to Chicago for under C$ 400?

There are currently 20+ open flights from Montreal to Chicago within the next 7 days for less than C$ 400.

What days are direct flights available from Montreal to Chicago?

Direct flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Montreal to Chicago on average per day?

On average 13 flights depart from Montreal to Chicago per day.
Morning (6am - Midday) - 69% of flight departures
Afternoon (Noon - 6pm) - 31% of flight departures

How long is the flight from Montreal to Chicago?

Airlines like Air Canada, Porter Airlines, and American Airlines fly from Montreal to Chicago in about 2h 35m. The time it takes to get you to your destination can typically vary by up to 3h 25m. Montreal and Chicago are separated by a distance of 1207 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

Currently priced at C$ 277, Air Canada will fly you from Montreal to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Porter Airlines and American Airlines - these airlines can fly you to your destination from C$ 298 and C$ 321, respectively. You may be able to fly from Montreal to Chicago for 32% 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$ 159 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from C$ 175 and Flair Airlines from C$ 182 one-way.

What are the cheapest flights from Montreal to Chicago?

Looking for the cheapest flight from Montreal to Chicago? While on average our users pay C$ 351, our data indicates the cheapest price to be C$ 266. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 285.

What are the most reliable airlines from Montreal to Chicago?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Montreal to Chicago on time: Qantas Airways (88%), Iberia (88%), SkyWest Airlines (76%).

What are the most popular airlines that fly from Montreal to Chicago?

Before booking your flight from Montreal to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or Air Canada.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Montreal?

Information is based on travel restrictions from Montreal to Chicago

Most visitors from Montreal need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Montreal must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from Montreal are not required to quarantine after entering Chicago.

Do I need a test to fly back to Montreal from Chicago?

Returning to Montreal from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Montreal.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Montreal.

Hide COVID Travel Restrictions for Chicago, IL

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 = $0.80
Flight duration from Montreal to Chicago
2h 25m
Average temperature for January in Chicago
1.0 °C
Avg rainfall for January in Chicago
17.0 mm

Airports servicing Montreal

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

Airports servicing 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
Delta
C$ 232 C$ 489 No cancel fee N/A
Search Delta flights
Porter Airlines
C$ 251 C$ 347 No cancel fee 52%
Search Porter Airlines flights
American Airlines
C$ 259 C$ 487 No cancel fee 71%
Search American Airlines flights
United Airlines
C$ 355 C$ 610 No cancel fee 69%
Search United Airlines flights
Air Canada
C$ 357 C$ 519 No cancel fee 67%
Search Air Canada 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 68% of YMQ to US-CHI departures
Morning 6 AM to noon 31% of YMQ to US-CHI departures
Early morning Midnight to 6 AM 1% 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
12 daily flights
Monday
8 daily flights
Tuesday
10 daily flights
Wednesday
14 daily flights
Thursday
14 daily flights
Friday
12 daily flights
Saturday
2 daily flights
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