£229+ Cheap flights to Chicago

Peak season: If you’ve been to New York then why not book cheap flights to Chicago, the nation’s second city? The skyscraper metropolis is a feat of modern architecture, as well as home to what was once the world’s tallest building, Sears Tower. It is not a traditional tourist destination but as the hub of the Midwest, Chicago much to offer as a holiday destination. Featuring world-class art galleries and science museums, huge parks and sandy beaches, it also has a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups). Peak tourist season is summer (June to August). This coincides with the festival season with many major events taking place in Chicago parks and neighbourhoods every weekend, in spite of the heat and humidity. Taste of Chicago, an outdoor food festival which showcases the variety of cuisines and local flavours, is in mid-July at the lakefront. If you book flights to Chicago during this popular festival, expect crowds of visitors in the area and a rise in the price of flight tickets. August is host to another popular event – the Chicago Air and Water Show. With its free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers. Off season: Chicago is least busy in January through March making cheap flights to Chicago and hotel deals attainable. However, true to its reputation as the ‘Windy City’, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

Flights from London to Chicago: 8 hours 50 minutes. Flights from Manchester to Chicago: 8 hours 40 minutes. Flights from Birmingham to Chicago: 10 hours 30 minutes. Flights from Glasgow to Chicago: 10 hours 10 minutes.

There are plenty of direct daily flights to Chicago departing from London Heathrow with airlines such as British Airways, United Airlines and Virgin Atlantic. Connecting flights with various European airlines are available but will add a couple of hours to the flight time. The quickest direct flight to Chicago from Manchester is with American Airlines. Flights from other UK cities will require a connecting flight.

Flights to Chicago land at O’Hare International Airport (ORD) located in the city’s northwest corner, about 17 miles away from the CBD or Chicago Loop. Trains and buses provide efficient transportation to city centre and suburbs. The Blue Line of the Chicago subway (known as the ‘L’ to locals) connects O’Hare directly to the city, and commuter rail services are easily accessible by a short shuttle ride. Taxi and car hire services are also available from the airport.

Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

Based on reviews from Cheapflights users, Icelandair is rated the highest out of the airlines that fly to Chicago.

Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost £23, while return flights cost around £8.

A return flight to Chicago will typically cost around £158, however they can be found for as little as £10.

For those looking to save time traveling to Chicago, London offers the quickest one-way flight (8 hours 40 minutes).

f being close to National Museum of Mexican Art is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).