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Find cheap flights to Chicago, Illinois in 2026/2027 from £404 This is the cheapest return flight found to Chicago, Illinois from UK on FlightsFinder on November 1st 2026 at 18:16. This offer may no longer be available. Click the offer to check live prices & dates of travel.
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Our Flight Finder compares the cheapest flights to Chicago, Illinois from the most established flight comparison sites.
Fly to Chicago, Illinois and visit sites like Willis Tower, Navy Pier, Millennium Park & Cloud Gate.
1. Enter your search requirements for Chicago, Illinois
2. Compare the best Chicago, Illinois deals from top comparison engines
3. Book your Chicago, Illinois flight at the cheapest price
These economy flights were found on FlightsFinder from UK to Chicago, Illinois in the last few days. Prices subject to availability.
These economy flights were found on FlightsFinder from UK to Chicago, Illinois in the last few days. Prices subject to availability.
According to our data, November is on average the cheapest time to book flights to Chicago, Illinois.
You can get flights from £404 return.
According to our data, July is on average the most expensive time to book flights to Chicago, Illinois.
A return flight could set you back more than £579.
Chicago, Illinois, fondly known as the "Windy City," is a vibrant metropolis that seamlessly blends tradition with innovation. From its iconic architecture showcasing the birthplace of the skyscraper to its rich cultural scene encompassing world-class museums, theaters, and music venues, Chicago offers a dynamic urban experience like no other. The city's diverse neighborhoods each have their own distinct character, from the historic charm of the Loop to the trendy vibes of Wicker Park. Renowned for its deep-dish pizza, passionate sports fans, and stunning waterfront views along Lake Michigan, Chicago invites visitors to explore its unique blend of history, culture, and modernity.
A good price for a flight to Chicago is £364 - £444.
The popular airports near Chicago, Illinois are O'Hare International Airport (ORD), Midway International Airport (MDW), and Chicago Rockford International Airport (RFD).
The flight to Chicago, Illinois (CHI) is roughly 9 hours 15 minutes and 3,942 miles (6,344 kilometres) from London, England UK - Heathrow International Airport (LHR).
The best way is to compare flights to Chicago, Illinois from leading comparison sites using our search engine dashboard.
Yes, there are direct flights to Chicago, Illinois.
Here is the average weather forecast in Chicago, Illinois by month:
• Jan: -0°C
• Feb: 2°C
• Mar: 8°C
• Apr: 15°C
• May: 21°C
• Jun: 27°C
• Jul: 29°C
• Aug: 28°C
• Sep: 24°C
• Oct: 17°C
• Nov: 9°C
• Dec: 2°C
The main airport in Chicago, Illinois, O'Hare International Airport, is approximately 17 miles from the city center.
Typically, flights are cheapest to Chicago, Illinois 2 months before departure.
Studies show flights to Chicago, Illinois are typically cheaper on Tuesdays and Wednesdays.
13.9 °C
Mon, 2 Nov 2026
Average Temperature
-0°C
Jan
2°C
Feb
8°C
Mar
15°C
Apr
21°C
May
27°C
Jun
29°C
Jul
28°C
Aug
24°C
Sep
17°C
Oct
9°C
Nov
2°C
Dec
Famously referred to the world over as the windy city, this metropolis lies adjacent to lake Michigan and is a vibrant and popular place.
Originally named the windy city after a commentary once made about it, the actual origin of the term is largely unknown and most believe it acquired its name because of the severe gales which swoop in from the surrounding lake.
Also sometimes refferred to as the 'second city' this land is one of the most populated in the whole of the United States of America. This is the reason it has acquired that name, as it was widely known as the second most populous area after New York.
Another explanation is that it was named the second city after it was rebuilt after the great fire of Chicago destroyed the entire location forcing the people to rebuild the entire area. This is conjectural however and the majority of people prefer the explanation given above.
The most popular tourist attraction in the city is Sears tower.
The amazing city of Chicago has practically something for every type of person – Whether you are into designer shopping, museums, cheap and cheerful unique neighbourhoods, art galleries or historical places of interest, Chicago will not disappoint.
Right adjacent to the lakefront, stretching from Oak Street Beach to the Gold Coast , the city is brimming with activities for one to do. Moreover there are numerous amusement parks, live concerts and riverboat casinos to select from.
It is near impossible to typecaste the people of this city. Whilst before it was infamous as a gangsters haven today it is home to first class theatres, amazing architecture and it is widely known for their abundance of sports enthusiasts.
Chicago has changed quite drastically over the last 50 or so years. Known nowadays as simply one of the finest cities of America, 3 million residents are know settled in what is now mostly known for the art and culture prevalent in the city.
Not fit to be known as the second city anymore, it is a popular place to hold opening events of major cultural occasions.
So what are you waiting for? find your cheap flights to Chicago now!
Happy Searching!
Cheap Flights Finder - Chicago Flights
London, England UK - Heathrow International Airport (LHR) to Chicago, Illinois (CHI)
Distance:
3,942 miles (6,344 kilometres)
Average flight time (direct 9 hours 15 minutes)
London, England UK - London Gatwick International Airport (LGW) to Chicago, Illinois (CHI)
Distance:
3,963 miles (6,378 kilometres)
Average flight time (direct 9 hours 18 minutes)
Manchester, England UK - 85 miles from Anglesey, 45 miles from Blackpool, 49 miles from Doncaster - Manchester Airport (MAN) to Chicago, Illinois (CHI)
Distance:
3,815 miles (6,140 kilometres)
Average flight time (direct 8 hours 58 minutes)
London, England UK - London North East - Stansted International Airport (STN) to Chicago, Illinois (CHI)
Distance:
3,955 miles (6,365 kilometres)
Average flight time (direct 9 hours 17 minutes)
London, England UK - London North, Luton International Airport (LTN) to Chicago, Illinois (CHI)
Distance:
3,933 miles (6,329 kilometres)
Average flight time (direct 9 hours 14 minutes)
Edinburgh, Scotland UK - Airport (EDI) to Chicago, Illinois (CHI)
Distance:
3,702 miles (5,957 kilometres)
Average flight time (direct 8 hours 43 minutes)
Birmingham, England UK - Birmingham Airport (BHX) to Chicago, Illinois (CHI)
Distance:
3,862 miles (6,216 kilometres)
Average flight time (direct 9 hours 4 minutes)
Bristol, UK - 39 miles from Gloucestershire - Bristol Airport (BRS) to Chicago, Illinois (CHI)
Distance:
3,858 miles (6,209 kilometres)
Average flight time (direct 9 hours 4 minutes)
Glasgow, Scotland UK - Glasgow International Airport (GLA) to Chicago, Illinois (CHI)
Distance:
3,666 miles (5,900 kilometres)
Average flight time (direct 8 hours 38 minutes)
Belfast, Ireland UK - Belfast International Airport (BFS) to Chicago, Illinois (CHI)
Distance:
3,633 miles (5,846 kilometres)
Average flight time (direct 8 hours 34 minutes)
Newcastle, UK - 50 miles from Carlisle - Newcastle International Airport (NCL) to Chicago, Illinois (CHI)
Distance:
3,787 miles (6,095 kilometres)
Average flight time (direct 8 hours 54 minutes)
London, England UK - Royal Docks - London City Airport (LCY) to Chicago, Illinois (CHI)
Distance:
3,961 miles (6,374 kilometres)
Average flight time (direct 9 hours 18 minutes)
Liverpool, UK - 10 miles from Chester - John Lennon Airport (LPL) to Chicago, Illinois (CHI)
Distance:
3,795 miles (6,107 kilometres)
Average flight time (direct 8 hours 55 minutes)
Nottingham, UK - East Midlands Airport (EMA) to Chicago, Illinois (CHI)
Distance:
3,867 miles (6,223 kilometres)
Average flight time (direct 9 hours 5 minutes)
Leeds, UK - Leeds/Bradford Airport (LBA) to Chicago, Illinois (CHI)
Distance:
3,823 miles (6,152 kilometres)
Average flight time (direct 8 hours 59 minutes)
Aberdeen, Scotland UK - Dyce Airport (ABZ) to Chicago, Illinois (CHI)
Distance:
3,709 miles (5,969 kilometres)
Average flight time (direct 8 hours 44 minutes)
Belfast, Ireland UK - George Best City Apt Airport (BHD) to Chicago, Illinois (CHI)
Distance:
3,646 miles (5,868 kilometres)
Average flight time (direct 8 hours 36 minutes)
London, England UK - London South, Southend Airport (SEN) to Chicago, Illinois (CHI)
Distance:
3,983 miles (6,410 kilometres)
Average flight time (direct 9 hours 21 minutes)
Southampton, UK - Southampton Airport (SOU) to Chicago, Illinois (CHI)
Distance:
3,924 miles (6,316 kilometres)
Average flight time (direct 9 hours 13 minutes)
Jersey, UK - Jersey Airport (JER) to Chicago, Illinois (CHI)
Distance:
3,948 miles (6,353 kilometres)
Average flight time (direct 9 hours 16 minutes)
Cardiff, Wales - UK - Cardiff Airport (CWL) to Chicago, Illinois (CHI)
Distance:
3,834 miles (6,170 kilometres)
Average flight time (direct 9 hours 1 minute)
From London (STN), UK to Chicago, United States (ORD): £404
Depart: 19 Nov 2026 · Return: 25 Nov 2026 Price found 01 Nov 2026, 18:16
From Bristol (BRS), UK to Chicago, United States (ORD): £441
Depart: 10 Dec 2026 · Return: 14 Dec 2026 Price found 26 Oct 2026, 16:18
From Edinburgh (EDI), UK to Chicago, United States (ORD): £442
Depart: 11 Jan 2027 · Return: 16 Jan 2027 Price found 22 Oct 2026, 20:12
From Manchester (MAN), UK to Chicago, United States (ORD): £448
Depart: 22 Nov 2026 · Return: 05 Dec 2026 Price found 01 Nov 2026, 16:07
From Leeds (LBA), UK to Chicago, United States (ORD): £458
Depart: 23 Nov 2026 · Return: 29 Nov 2026 Price found 25 Oct 2026, 13:28
From Liverpool (LPL), UK to Chicago, United States (ORD): £460
Depart: 25 Feb 2027 · Return: 02 Mar 2027 Price found 25 Oct 2026, 16:46
From Birmingham (BHX), UK to Chicago, United States (ORD): £464
Depart: 18 Jan 2027 · Return: 26 Jan 2027 Price found 23 Oct 2026, 07:27
From Newcastle (NCL), UK to Chicago, United States (ORD): £466
Depart: 04 Dec 2026 · Return: 07 Dec 2026 Price found 26 Oct 2026, 18:30
From Glasgow (GLA), UK to Chicago, United States (ORD): £482
Depart: 24 Nov 2026 · Return: 29 Nov 2026 Price found 26 Oct 2026, 18:27
From Aberdeen (ABZ), UK to Chicago, United States (ORD): £541
Depart: 23 Nov 2026 · Return: 29 Nov 2026 Price found 29 Oct 2026, 10:41
From Belfast (BFS), UK to Chicago, United States (ORD): £544
Depart: 09 Nov 2026 · Return: 29 Nov 2026 Price found 01 Nov 2026, 16:08
From Nottingham (EMA), UK to Chicago, United States (ORD): £554
Depart: 18 Jan 2027 · Return: 26 Jan 2027 Price found 23 Oct 2026, 07:27
From Southampton (SOU), UK to Chicago, United States (ORD): £566
Depart: 04 Dec 2026 · Return: 14 Dec 2026 Price found 24 Oct 2026, 19:05
From Cardiff (CWL), UK to Chicago, United States (ORD): £619
Depart: 05 Feb 2027 · Return: 16 Feb 2027 Price found 01 Nov 2026, 05:09
From London (LHR), UK to Chicago, United States (ORD): £644
Depart: 22 Feb 2027 · Return: 04 Mar 2027 Price found 22 Oct 2026, 18:35
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