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!
Origin | Departure at | Find tickets |
---|---|---|
Minneapolis | 13 August 2025 | Tickets from 33 |
Pittsburgh | 7 October 2025 | Tickets from 34 |
Las Vegas | 21 July 2025 | Tickets from 43 |
New York | 9 September 2025 | Tickets from 44 |
Knoxville | 4 July 2025 | Tickets from 51 |
Boston | 22 September 2025 | Tickets from 52 |
Dallas | 13 July 2025 | Tickets from 55 |
Fort Lauderdale | 16 July 2025 | Tickets from 58 |
Miami | 16 July 2025 | Tickets from 58 |
Buffalo | 13 August 2025 | Tickets from 58 |
Kansas City | 7 October 2025 | Tickets from 62 |
Los Angeles | 14 July 2025 | Tickets from 67 |
Baltimore | 3 July 2025 | Tickets from 68 |
San Francisco | 18 August 2025 | Tickets from 79 |
Denver | 23 July 2025 | Tickets from 79 |
Portland | 12 August 2025 | Tickets from 79 |
Houston | 11 July 2025 | Tickets from 81 |
Austin | 23 June 2025 | Tickets from 86 |
Washington | 20 June 2025 | Tickets from 89 |
Seattle | 28 July 2025 | Tickets from 89 |
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!