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CHEAP FLIGHTS TO CHICAGO
From To Airline Travel Dates Priced from  
London Airports Chicago 08 Sep 2026 08 Sep 2026 £497
London Airports Chicago 13 Oct 2026 19 Oct 2026 £610
London Airports Chicago 10 Sep 2026 05 Oct 2026 £615
London Airports Chicago 15 Sep 2026 23 Sep 2026 £617
London Airports Chicago 15 Sep 2026 29 Sep 2026 £619
London Airports Chicago 16 Sep 2026 24 Sep 2026 £619
London Airports Chicago 22 Sep 2026 05 Oct 2026 £619
London Airports Chicago 16 Sep 2026 24 Sep 2026 £622
London Airports Chicago 15 Sep 2026 29 Sep 2026 £629
London Airports Chicago 15 Sep 2026 29 Sep 2026 £629
Manchester Chicago 07 Oct 2026 12 Oct 2026 £641
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £645
London Airports Chicago 22 Sep 2026 05 Oct 2026 £654
London Airports Chicago 15 Sep 2026 29 Sep 2026 £655
London Airports Chicago 09 Sep 2026 16 Sep 2026 £671
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £695
London Airports Chicago 27 Sep 2026 04 Oct 2026 £706
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £716
London Airports Chicago 09 Sep 2026 16 Sep 2026 £720
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £723
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £727
Manchester Chicago 07 Oct 2026 12 Oct 2026 £727
London Airports Chicago 09 Sep 2026 16 Sep 2026 £728
Manchester Chicago 07 Oct 2026 12 Oct 2026 £728
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £729
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £729
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £729
London Airports Chicago 09 Sep 2026 16 Sep 2026 £729
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £731
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £739
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £739
Manchester Chicago 07 Oct 2026 12 Oct 2026 £744
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £751
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £764
London Airports Chicago 30 Aug 2026 08 Sep 2026 £764
Manchester Chicago 07 Oct 2026 12 Oct 2026 £775
Manchester Chicago 07 Oct 2026 12 Oct 2026 £776
Manchester Chicago 15 Oct 2026 22 Oct 2026 £800
Manchester Chicago 07 Oct 2026 12 Oct 2026 £804
Manchester Chicago 15 Oct 2026 22 Oct 2026 £848
London Heathrow Chicago 15 Oct 2026 23 Oct 2026 £873
London Airports Chicago 13 Oct 2026 19 Oct 2026 £875
London Airports Chicago 30 Aug 2026 08 Sep 2026 £927
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1036
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1053
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1086
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1098
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1208
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1230
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1234
Edinburgh Chicago 27 Aug 2026 25 Sep 2026 £1859
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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