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CHEAP FLIGHTS TO CHICAGO
From To Airline Travel Dates Priced from  
London Airports Chicago 09 Oct 2025 13 Oct 2025 £400
London Airports Chicago 09 Oct 2025 13 Oct 2025 £410
London Airports Chicago 09 Oct 2025 13 Oct 2025 £424
London Airports Chicago 25 Oct 2025 31 Oct 2025 £528
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £605
London Airports Chicago 09 Oct 2025 13 Oct 2025 £628
London Airports Chicago 25 Oct 2025 31 Oct 2025 £650
London Airports Chicago 25 Oct 2025 31 Oct 2025 £656
London Airports Chicago 25 Oct 2025 31 Oct 2025 £656
London Airports Chicago 25 Oct 2025 31 Oct 2025 £660
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £710
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £716
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £726
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £760
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £783
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £790
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £816
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £899
London Airports Chicago 25 Sep 2025 04 Oct 2025 £946
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £948
London Airports Chicago 25 Sep 2025 04 Oct 2025 £1021
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1030
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1050
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1058
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1059
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1150
London Airports Chicago 09 Oct 2025 13 Oct 2025 £1155
London Airports Chicago 09 Oct 2025 13 Oct 2025 £1368
Edinburgh Chicago 28 Sep 2025 05 Oct 2025 £1400
London Airports Chicago 25 Sep 2025 04 Oct 2025 £1646
London Airports Chicago 25 Sep 2025 04 Oct 2025 £1656
London Airports Chicago 25 Sep 2025 04 Oct 2025 £1743
London Airports Chicago 09 Oct 2025 13 Oct 2025 £2032
Flight offers shown above are per person including all taxes; subject to availability and credit card charges. Offers are based on the searches which has been made on our site in the last seven days. Remember to select 'my dates are flexible' in the search engine to find the best deal.
Flights to Chicago, United States
Looking for cheap flights to Chicago, USA? Then you are at right place. We offer cheapest flights to Chicago, USA. We have plenty of flight options for Chicago, USA. Book with confidence when you book flights to Chicago, USA with us as all the flights you book with us are ATOL protected.

Chicago Introduction
Famously known as the Windy City, Chicago is the capital of the US Mid-West. Sitting at the foot of Lake Michigan, if you wonder where it got its moniker from, it isn't from the breezes that waft over the lake, it was given to the city by a New York newspaper editor in 1893.
Chicago has never enjoyed the reputation as a tourist centre that the great cities of the seaboards have. While New York and Los Angeles are stalwarts on the international tourist's US itinerary, Chicago has remained the somewhat poorer relation, at least in people's minds. However, those that do make it here find themselves rewarded with a city with a lot to offer, and leave with their impressions changed forever.
Chicago's history is a fascinating albeit rather bloody one. In its earliest beginnings as a trading post and frontier fort it was completely razed to the ground by Potawatomi Indians and its residents massacred. Amazingly just 60 years after the original Fort Dearborn had been sacked, the Great Chicago Fire of 1871 gutted what was already an established and thoroughly modern city. 1893 saw the rebuilt and revitalised city hosting the World's Columbia Expo, underlining its status as second only to New York in scale and wealth.
The 20th century brought notoriety rather than fame: during the Prohibition Era Chicago was the country's crime capital. Al Capone and John Dillinger both operated here, and movies such as the Untouchables and the musical, Bugsy Malone, mean that Chicago has been dining out on its ill-gotten reputation for decades.
But even if its most famous characters are gangsters, this is still a city of great craft and ingenuity. When you admire the Chicago River, consider that more than a hundred years ago, in 1900, the authorities actually reversed its flow, ensuring that the city's waste flowed into the Mississippi rather than into Lake Michigan. The Sears Tower here was for two decades easily the world's highest free-standing building, and is still arguably so depending on which criteria you use.
With a thriving arts scene underpinned with the Art Institute, you'll find Chicago a sensitive city, less brash than New York, less loud than LA, but still able to provide that "wow!" factor for international visitors that is intrinsic to a trip to the US.

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