First Class
London Heathrow to
Return from
Return from
Return from

Choose from our range of Chicago holiday packages below that each include your flights, accommodation, and often added extras such as tours or free upgrades. Can't find the package you're looking for? Contact one of our friendly consultants on 0800 587 0058 today and don't forget to ask about customising a holiday to suit your needs.

Airlines that fly to Chicago

Chicago Airport

Flights from the UK to Chicago will disembark at Chicago O'Hare International Airport. The airport is located northwest of the city and is named after Edward O'Hare, a Medal of Honour recipient from World War II. The airport remains a hub for American Airlines and United Airlines.

Useful Information

British passport holders are eligible for the USA’s visa waiver program, allowing you to visit the United States without a visa for 90 days. While you might not need to apply for a visa, you will need to gain prior authorisation through the country’s Electronic System for Travel Authorisation, commonly referred to as an ‘ESTA.’ Those who are not approved by this online system prior to their flight may run the risk of being turned away at the airport. For travel on non-British passports or for more information, please ask your consultant.

Chicago has a thriving theatre community (belt out a round from Chicago the musical and you'll not be frowned upon) and prolific movie industry. Films produced here include Ferris Bueller's Day Off, The Blues Brothers and Batman Begins. It's a city that's inspired much journalism, comedy and literature and its museums and cultural institutions are highly regarded.

Chicago: Navy Pier

Navy Pier

There's so much to do in Chicago. If you can get tickets, a show at the city's famed Second City (a veritable stomping ground for Saturday Night Live comedians) will give you great insight into the city's sense of humour. Equally, try to catch a game of baseball at the Wrigley Field, where fans of the Chicago Cubs prove to be amongst some of the most passionate in the country. And when it's time to eat, Chicago's style of deep-dish pizza is worthy of a slice - even just so you can say you did. 

Chicago: Grant ParkGrant Park

A quick guide to neighbourhoods to visit, things to see and do:

  • Grant Park – hosts the annual, mouth-watering Taste of Chicago festival, Millenium Park and the Art Institute of Chicago.
  • The Magnificent Mile – adjacent to the downtown area, running along part of Michigan Avenue, has upmarket shopping and nightlife.
  • Eat at Bella Bacino's – arguably home of the best stuffed pizza (a Chicago specialty) in town.
  • Go to Lee's Unleaded Blues – in the Chatham-South Shore district, to hear the funkiest, unadulterated blues in its 'untouristy' glory.

Grab a flight to Chicago to be one of the 44 million people who visit annually or search for an accommodation deal. For more information on Chicago holidays check out our Chicago travel guide.

Find out more - talk to an Airfare Expert

Travel Details
Your Details

By proceeding I agree to Flight Centre's terms and conditions and my personal information being handled in accordance with Flight Centre's Privacy Policy.