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Flights to Chicago

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Flight deals to Chicago

Find a last minute deal or cheap flight to Chicago

Porter Airlines
Fri, 08-15 (YTO) Toronto -> (CHI) Chicago
Direct
Porter Airlines
Tue, 08-19 (CHI) Chicago -> (YTO) Toronto
Direct

Price found Yesterday
from Can$114
Porter Airlines
Fri, 07-11 (YTO) Toronto -> (CHI) Chicago
Direct
Porter Airlines
Sun, 07-13 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 4 days ago
from Can$131
Air Canada
Thu, 08-07 (YTO) Toronto -> (CHI) Chicago
Direct
Air Canada
Sun, 08-10 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 6 days ago
from Can$136
Porter Airlines
Sat, 07-19 (YTO) Toronto -> (CHI) Chicago
Direct
Porter Airlines
Sat, 07-26 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 9 days ago
from Can$149
Air Canada
Tue, 08-12 (YTO) Toronto -> (CHI) Chicago
Direct
Air Canada
Fri, 08-15 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 4 days ago
from Can$151
Porter Airlines
Sat, 07-12 (YTO) Toronto -> (CHI) Chicago
Direct
Porter Airlines
Mon, 07-14 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 10 days ago
from Can$152
United
Tue, 11-04 (YYC) Calgary -> (CHI) Chicago
Direct
United
Tue, 11-11 (CHI) Chicago -> (YYC) Calgary
Direct

Price found 12 days ago
from Can$155
Porter Airlines
Sat, 07-05 (YTO) Toronto -> (CHI) Chicago
Direct
Porter Airlines
Sat, 07-12 (CHI) Chicago -> (YTO) Toronto
Direct

Price found 8 days ago
from Can$155

Info about flights to Chicago

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

Best price last 15 days Can$99
Average flight duration 2h 40m
Cheapest month January
Average number of flights per week 76
Most frequent airlines Air Canada, United, WestJet
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

Air tickets to Chicago

Compare prices of flights to Chicago in seconds with Jetcost. Find the best deal for your flight ticket to Chicago and book your flight now in just a few clicks. With Jetcost you'll find the best flight deals to Chicago quickly and easily: save money by comparing flight ticket prices to Chicago and don't miss the chance to find the ideal flight at the best price.

Flight prices to Chicago

The price of flights to Chicago, besides being influenced by the departure airport chosen, can also vary according to seasonality, weekends and holidays.

The best price for a ticket to Chicago from Canada over the past 15 days is Can$99.

The airports in Chicago

Chicago has 3 airports: Midway, O'Hare, Rockford. Do a search to compare offers for all available airports in Chicago, so you can assess which one is the most convenient for your trip. Choosing a different destination airport, in fact, can save you even more on your flight to Chicago.

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Flights to Chicago

Find the ideal flight to Chicago

With Jetcost you can find and compare the best available offers for flights to Chicago, but it doesn't end there! Improve your search by selecting the characteristics of your flight: use the filters to find only flights to Chicago that meet your needs. Whether you only want direct flights or tickets of a specific airline, Jetcost will find the best deals for you according to your specific needs. All in one search! Book your cheap flight to Chicago now and save money.

Other popular destinations

If you are looking for a flight to United States, you might also be interested in other popular destinations (which might be even cheaper): the most searched cities in United States by our users are: Las Vegas, Miami, New York City, Orlando, Washington.

Frequently Asked Questions

Frequently asked questions about flights to Chicago.

How much does an airline ticket to Chicago cost?

The lowest price recorded in the last 15 days for a flight from Canada to Chicago is Can$99.

What are the airports in Chicago?

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

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Miami, New York City, Orlando, Washington.
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