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.

Business class flights to Chicago

When you fly business class you can arrive in Chicago feeling rejuvenated and ready to get to work. Business class varies based on airline, but all offer a higher level of service and comfort than you experience in economy. Stretch out with extra legroom: on some flights you can recline to a full 180° for a proper nap. Sip a glass of complimentary bubbly, dine on restaurant quality food, and get comfy in the free slippers provided in your welcome pack. Some airlines even include executive lounge access in your ticket price, so you can get a bit of work done before you fly.

Airlines offering business flights to Chicago from the UK include LOT, Aer Lingus, British Airways, Air Berlin, Virgin Atlantic, Turkish Airlines, Swiss, SAS, Malaysia Airlines, Lufthansa, Korean Air, KLM, Iberia, Finnair, Delta, Cathay Pacific, Brussels Airlines, Aeromexico, Alitalia, Air France, Austrian Airlines and Air Canada. To find business class flights to Chicago just select 'Business Class' from the 'Cabin Class & Travellers' drop-down menu when you search for your flights.

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!

Flexible where you fly? Search nearby airports for bigger savings.

Airports near Chicago

Frequently asked questions

There are 4 airports in Chicago: Chicago O'Hare International, Chicago Midway, Chicago Rockford, and Chicago Dupage County.
Gulf Air, Norwegian, GoJet Airlines, Azul Airlines, Thai Airways, Avianca, Austrian Airlines and Frontier Airlines all fly direct to Chicago.
The cheapest month to fly to Chicago is June.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.