Cheap flights to Chicago

Traveloway is a travel comparison website that helps you find the cheapest flights to Chicago (CHI). We compare prices from major airlines and travel websites so you don’t have to.

Finding a cheap flight to Chicago doesn’t have to be hard. We make it easy by doing all the research for you. Just tell us when you want to fly and we’ll show you the best deals.

We know that planning a trip can be stressful, so we’ve designed our site to be as simple and user-friendly as possible. Whether you’re looking for a last-minute getaway or planning ahead for your next vacation, Traveloway will help you save time and money.

Find the best flight to Chicago!

OriginDeparture atFind tickets
New York12 February 2025Tickets from 28
Miami1 March 2025Tickets from 32
Dallas12 February 2025Tickets from 33
Charlotte25 January 2025Tickets from 39
Tampa5 February 2025Tickets from 46
Fort Lauderdale1 March 2025Tickets from 50
Las Vegas3 May 2025Tickets from 57
Los Angeles5 February 2025Tickets from 58
Ontario24 April 2025Tickets from 62
Seattle10 March 2025Tickets from 62
Orlando5 February 2025Tickets from 65
Boston3 May 2025Tickets from 66
Raleigh/Durham13 March 2025Tickets from 69
Saint Louis20 February 2025Tickets from 70
Philadelphia27 January 2025Tickets from 70
Baltimore24 March 2025Tickets from 72
San Francisco26 February 2025Tickets from 73
Oakland4 March 2025Tickets from 84
Denver21 January 2025Tickets from 91
Washington23 April 2025Tickets from 95

Traveloway is a flight search engine that allows you to search, compare and book flights to Chicago. We help you find the best deals on flights by comparing prices from more than 750 airlines and travel agencies.

Top activities in Chicago

Looking to save even more? Check out our tips and tricks for finding cheap flights, hotels, travel deals!

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