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CHEAP FLIGHTS TO CHICAGO
From To Airline Travel Dates Priced from  
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £505
London Airports Chicago 05 Dec 2026 15 Dec 2026 £505
London Airports Chicago 17 Nov 2026 10 Dec 2026 £558
London Airports Chicago 04 Nov 2026 24 Nov 2026 £601
Manchester Chicago 29 Nov 2026 02 Dec 2026 £615
London Airports Chicago 04 Nov 2026 24 Nov 2026 £624
London Airports Chicago 04 Nov 2026 24 Nov 2026 £627
London Airports Chicago 04 Nov 2026 24 Nov 2026 £651
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £657
London Airports Chicago 17 Nov 2026 10 Dec 2026 £664
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £667
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £672
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £672
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £698
Manchester Chicago 25 Oct 2026 14 Nov 2026 £708
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £710
London Airports Chicago 29 Oct 2026 24 Nov 2026 £719
London Airports Chicago 29 Oct 2026 24 Nov 2026 £722
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £728
London Airports Chicago 29 Oct 2026 24 Nov 2026 £733
London Airports Chicago 17 Sep 2027 24 Sep 2027 £734
London Airports Chicago 29 Oct 2026 24 Nov 2026 £734
London Airports Chicago 29 Oct 2026 24 Nov 2026 £738
Manchester Chicago 27 Nov 2026 05 Dec 2026 £738
London Airports Chicago 16 Oct 2026 04 Nov 2026 £741
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £752
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £753
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £759
London Airports Chicago 10 Oct 2026 22 Oct 2026 £761
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £764
London Airports Chicago 29 Oct 2026 24 Nov 2026 £764
Manchester Chicago 27 Nov 2026 05 Dec 2026 £767
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £789
London Airports Chicago 29 Oct 2026 24 Nov 2026 £792
Manchester Chicago 27 Nov 2026 05 Dec 2026 £802
Manchester Chicago 25 Oct 2026 14 Nov 2026 £819
London Airports Chicago 17 Nov 2026 10 Dec 2026 £822
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £823
Manchester Chicago 26 Oct 2026 10 Nov 2026 £823
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £850
London Heathrow Chicago 05 Dec 2026 14 Dec 2026 £851
Manchester Chicago 26 Oct 2026 10 Nov 2026 £851
Manchester Chicago 27 Nov 2026 05 Dec 2026 £861
Manchester Chicago 26 Oct 2026 10 Nov 2026 £866
Manchester Chicago 27 Nov 2026 05 Dec 2026 £889
Manchester Chicago 25 Oct 2026 14 Nov 2026 £894
London Airports Chicago 29 Oct 2026 24 Nov 2026 £917
Edinburgh Chicago 20 Nov 2026 30 Nov 2026 £943
London Airports Chicago 10 Oct 2026 26 Oct 2026 £1183
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.

Exclusive deals to Chicago with:
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