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CHEAP FLIGHTS TO CHICAGO
From To Airline Travel Dates Priced from  
London Airports Chicago 08 Sep 2026 22 Sep 2026 £539
London Airports Chicago 13 Jun 2026 11 Jul 2026 £578
London Airports Chicago 08 Sep 2026 22 Sep 2026 £595
London Airports Chicago 08 Sep 2026 22 Sep 2026 £596
London Airports Chicago 08 Sep 2026 22 Sep 2026 £597
London Airports Chicago 08 Sep 2026 22 Sep 2026 £600
London Airports Chicago 08 Sep 2026 22 Sep 2026 £605
London Airports Chicago 08 Sep 2026 22 Sep 2026 £611
London Airports Chicago 08 Sep 2026 22 Sep 2026 £618
London Airports Chicago 08 Sep 2026 22 Sep 2026 £618
London Airports Chicago 08 Sep 2026 22 Sep 2026 £644
London Airports Chicago 08 Sep 2026 22 Sep 2026 £644
London Airports Chicago 03 May 2027 12 May 2027 £647
London Airports Chicago 03 May 2027 12 May 2027 £661
London Airports Chicago 08 Sep 2026 22 Sep 2026 £683
London Airports Chicago 03 Jul 2026 21 Jul 2026 £762
London Airports Chicago 03 Jul 2026 21 Jul 2026 £780
London Heathrow Chicago 17 Dec 2026 29 Dec 2026 £782
Manchester Chicago 13 Jul 2026 07 Aug 2026 £872
London Heathrow Chicago 17 Dec 2026 29 Dec 2026 £921
Manchester Chicago 13 Jul 2026 07 Aug 2026 £941
London Airports Chicago 06 Jul 2026 05 Aug 2026 £978
Manchester Chicago 13 Jul 2026 07 Aug 2026 £1052
Manchester Chicago 13 Jul 2026 07 Aug 2026 £1094
Manchester Chicago 28 May 2026 09 Jun 2026 £1096
London Heathrow Chicago 17 Dec 2026 29 Dec 2026 £1142
London Airports Chicago 08 Jun 2026 03 Jul 2026 £1177
Manchester Chicago 28 May 2026 09 Jun 2026 £1218
Manchester Chicago 28 May 2026 09 Jun 2026 £1230
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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