Cheap flights from Montreal to Chicago

Round-trip
Economy
Montreal (YMQ)
Chicago (CHI)
Depart
Return
Any month
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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$ 359 - C$ 448
CHI
Temperature
1 - 29 °C
CHI
Rainfall
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$ 359

From Montreal to Chicago

One-way from

C$ 311

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$ 426. For sooner than that we have options available in the next 3 days from C$ 577.

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$ 235.

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 May, June 2021

The best prices found for YMQ to CHI flights for May, June
11 Jun - 18 Jun
C$ 549pp
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
15 Jun - 22 Jun
C$ 551pp
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
8 Jun - 15 Jun
C$ 554pp
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
1 Oct - 8 Oct
C$ 494pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
14 Jul - 28 Jul
C$ 507pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
2 Sep - 5 Sep
C$ 508pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Direct flights to Chicago from Montreal

Save time with Montreal to Chicago direct flight deals
1 Oct - 8 Oct
C$ 517pp
YUL
Montreal Pierre Elliott Trudeau Intl
Multiple Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Copa Airlines
Direct
YUL
Montreal Pierre Elliott Trudeau Intl
2 Sep - 5 Sep
C$ 546pp
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
14 Jul - 28 Jul
C$ 548pp
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

Last minute flights from Montreal to Chicago

Late deals on round-trip flights to Chicago from Montreal, departing today and this week
11 May - 11 Jul
C$ 729pp
YUL
Montreal Pierre Elliott Trudeau Intl
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
11 May - 11 Jul
C$ 749pp
YUL
Montreal Pierre Elliott Trudeau Intl
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
YUL
Montreal Pierre Elliott Trudeau Intl
11 May - 11 Jul
C$ 764pp
YUL
Montreal Pierre Elliott Trudeau Intl
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

One-way flights to Chicago from Montreal

The cheapest one-way flights from Montreal to Chicago
10:55 a.m. - 4:52 p.m.
Porter Airlines
1 stop
6h 57m
YUL - MDW
Porter Airlines
C$ 311
4:15 a.m. - 5:48 a.m.
United Airlines
Direct
2h 33m
YUL - ORD
United Airlines
C$ 327
United
5:28 a.m. - 7:58 p.m.
Multiple Airlines
3 stops
39h 30m
YUL - ORD
Multiple Airlines
C$ 413
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

Can I find flights from Montreal to Chicago for under C$ 614 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago for under C$ 614. The cheapest flight booked recently is on Porter Airlines for just C$ 494, but on average you can expect to pay C$ 527.

What safety measures are being taken by airlines flying from Montreal to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travellers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially-distanced seating (for a limited time) will work towards keeping travellers safer while flying from Montreal to Chicago. Policies will vary by airline.

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$ 614 on Cheapflights?

Cheapflights has 19 direct flights from Montreal to Chicago under C$ 614. A good price for a direct flight from Montreal to Chicago is less than C$ 694.

Are there last-minute flights available from Montreal to Chicago for under C$ 737?

There are currently 10+ open flights from Montreal to Chicago within the next 7 days for less than C$ 737.

What days are direct flights available from Montreal to Chicago?

You can find direct flights on the following days: Friday.

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

On average, you can expect to see 1 flight from Montreal to Chicago a day.
Morning (6am - Noon) - 100% of flight departures

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$ 548. There are 1207 km between Montreal and Chicago. All flights are typically direct.

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

Flying on Porter Airlines is currently your cheapest option to Chicago, with prices starting at C$ 494. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at C$ 514 and C$ 525, respectively.

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$ 266 on American Airlines. Other airlines that offer cheap prices include United Airlines from C$ 307 and Porter Airlines from C$ 310 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 = $0.82
Flight duration
2h 22m
Average temperature for May in Chicago
22.0 °C
Avg rainfall for May in Chicago
109.0 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.
Morning 6 AM to noon 100% of YMQ to US-CHI departures
Early morning Midnight to 6 AM 0% of YMQ to US-CHI departures
Afternoon Noon to 6 PM 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
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
0 flights
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