Cheap flights from Montreal to Chicago from Can$261

Flights tailored to your budget

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Cheap Montreal - Chicago flight offers

Find cheap flight tickets and last-minute flight deals from Montreal to Chicago

CargoLogicAir
Sun, 08-02 (YMQ) Montreal -> (CHI) Chicago
Direct
CargoLogicAir
Sun, 08-09 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found Yesterday
from Can$228
United
Wed, 07-22 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Wed, 07-29 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 5 days ago
from Can$276
Porter Airlines
Fri, 07-31 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Sat, 08-15 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 14 days ago
from Can$311
Porter Airlines
Thu, 10-01 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Sun, 10-04 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 6 days ago
from Can$322
Air Canada
Sat, 07-18 (YMQ) Montreal -> (CHI) Chicago
Direct
Air Canada
Sun, 07-26 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 8 days ago
from Can$324
United
Fri, 10-09 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Sun, 10-11 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found Yesterday
from Can$357
United
Mon, 07-20 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Tue, 07-21 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 3 days ago
from Can$361
Porter Airlines
Fri, 07-17 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Tue, 07-21 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 7 days ago
from Can$363
CargoLogicAir
Sun, 08-02 (YMQ) Montreal -> (CHI) Chicago
Direct
CargoLogicAir
Sun, 08-09 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found Yesterday
from Can$228
United
Wed, 07-22 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Wed, 07-29 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 5 days ago
from Can$276
Porter Airlines
Fri, 07-31 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Sat, 08-15 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 14 days ago
from Can$311
Porter Airlines
Thu, 10-01 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Sun, 10-04 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 6 days ago
from Can$322
Air Canada
Sat, 07-18 (YMQ) Montreal -> (CHI) Chicago
Direct
Air Canada
Sun, 07-26 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 8 days ago
from Can$324
United
Fri, 10-09 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Sun, 10-11 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found Yesterday
from Can$357
United
Mon, 07-20 (YMQ) Montreal -> (CHI) Chicago
Direct
United
Tue, 07-21 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 3 days ago
from Can$361
Porter Airlines
Fri, 07-17 (YMQ) Montreal -> (CHI) Chicago
Direct
Porter Airlines
Tue, 07-21 (CHI) Chicago -> (YMQ) Montreal
Direct

Price found 7 days ago
from Can$363

Info about flights from Montreal to Chicago

Some useful info about flights from Montreal to Chicago to help you plan your next trip

Best price last 15 days Can$261
Average flight duration 2h 36m
Cheapest month September
Average number of flights per week 18
First flight time 06:00
Last flight time 23:30

When is it best to fly from Montreal to Chicago

Find out what is the best time of year to fly from Montreal to Chicago

Jul Can$353
Aug Can$261
Sep Can$234
Oct Can$322
Nov Can$266
Dec Can$289
Jan Can$316
Feb Can$254
Mar Can$263
Apr Can$247
May Can$258
Jun Can$256
Most expensive month July
Average price Can$353
Cheapest month September
Average price Can$234
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

Top airlines on the route Montreal - Chicago

Airlines providing flights to Chicago from Montreal

How to get the best price from Montreal to Chicago?

Depending on when you travel and how far in advance you book, fares between Montreal and Chicago can differ a lot.

Can$261 is the lowest fare found in the past 15 days.

Search engines like Jetcost can highlight price changes in just seconds. For example, some users find better prices by flying on one day of the week over another — try several searches to spot the cheapest day.

Exploring all airports near Montreal and Chicago

Checking all the airports available in the area can give you more departure and arrival options for your trip.

  • Airports in Montreal: 2 different airports operate in Montreal - Saint-Hubert, Trudeau International.
  • Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Flights from Montreal to Chicago

Adjust your flight filters for Montreal – Chicago

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to United States? These cities are popular too: Atlanta, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.

Frequently Asked Questions

Frequently asked questions about flights from Montreal to Chicago.

How much does an airline ticket from Montreal to Chicago cost?

The lowest price recorded in the last 15 days for a flight from Montreal to Chicago is Can$261.

How far is Montreal from Chicago?

Montreal is about 1204 km from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in Montreal?

Montreal has 2 airports: Saint-Hubert, Trudeau International.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Montreal to Chicago?

The best time to book a flight from Montreal to Chicago is 1 month in advance, while the worst time is 1 week in advance.

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

The cheapest month to fly from Montreal to Chicago is September.

What is the most expensive month to fly from Montreal to Chicago?

The most expensive month to fly from Montreal to Chicago is July.

What is the best day of the week to fly from Montreal to Chicago?

For flights from Montreal to Chicago Monday is on average the cheapest day to fly, while Sunday is the most expensive day to fly.