Search flights

Return type

Flights to Chicago

More than a Musical…

If you enjoy ‘being on the go’ book a flight to Chicago from the UK! This real American city celebrates the diversity of its people, culture and architecture. Freezing in the winter and tropical in summer this is a city for all seasons!

Absorb yourself in Chicago's famous jazz and blues scene. Visit Buddy Guy’s bar for a night of authentic live music. By day, visit Sears Tower, Lake Michigan and Lincoln Park. As Chicago has the largest public transport system in America you won’t have to be on your feet too long!

If it’s retail therapy you’re after, the ‘Magnificent Mile’ boasts huge shopping malls and department stores. As a foodie’s paradise, try Chicago’s ethnic markets for inspiration or why not sit, relax and watch the world go by in cosmopolitan cafe. At night, dine on mouth-watering cuisine from all over the world.

For a hip holiday in a hip city, look for further than Chicago!

Browse for the best bargains on flights to Chicago. Compare cheap flights from over 600 airlines and top travel agents to secure the best flight prices.

Skyscanner is not only free, but quick and easy so you can search for the lowest flight prices then book directly by clicking through to the airline or travel agency site. Browse cheap flight offers or use the search box to enter your travel dates and let Skyscanner find the cheapest flights to Chicago, or wherever you want to go.

Are you flexible on when you travel? We can show you the cheapest days of the month to fly. If you fancy trying somewhere new, select your chosen departure airport to everywhere on Skyscanner and we show you the cheapest places to fly to!

Book your flights to Chicago with confidence; you compare the cheapest flights on Skyscanner, then book directly!


Cheapest flights to Chicago from...

from £311 return

 Chicago Deals

Hotels in Chicago

Car hire in Chicago

Images by flickr/stephenhanafin