Chicago
Chicago Flights from the UK – Cheap & Flexible Deals
Plan Your Chicago Journey
Compare cheap flights to Chicago from major UK airports. With daily direct and connecting options, it’s easy to plan your American getaway. Book Chicago flights online to save on fares and enjoy flexible scheduling.
Economy
From £419
Premium Economy
From £989
Business
From £1,799
Flights per week
35 Flights
Direct Flights
2
Seasonal Price
Tickets are 20-30% cheaper in January to March.
Book today and save big on flights.
Limited-time exclusive offer with our trusted airline partners.
From £30
From £419
Per PersonDiscover the Architectural Wonder of Chicago
Chicago dazzles with skyscrapers, jazz clubs, and lakefront views. Flights to Chicago bring you to a vibrant city filled with culture, cuisine, and creativity.
Willis Tower
Navy Pier
Millennium Park
Global Flights to Chicago
Enjoy direct flights from London to Chicago or one-stop routes via New York and Toronto. Compare Chicago airfares online for competitive deals.
American Airlines
ECONOMY
Chicago
2026-06-06
Dublin
2026-06-16
Per Person
£ 419
Aer Lingus
economy
Chicago
2026-06-06
Manchester
2026-06-16
Per Person
£ 538
Lufthansa
ECONOMY
Chicago
2026-06-06
Gatwick
2026-06-16
Per Person
£ 628
American Airlines
ECONOMY
Chicago
2026-06-06
Edinburgh
2026-06-16
Per Person
£ 689
British Airways
premium
Chicago
2026-06-06
Edinburgh
2026-06-16
Per Person
£ 999
KLM
premium
Chicago
2026-06-06
Manchester
2026-06-16
Per Person
£ 1425
Virgin Atlantic
premium
Chicago
2026-06-06
Glasgow
2026-06-16
Per Person
£ 1136
Delta
premium
Chicago
2026-06-06
Birmingham
2026-06-16
Per Person
£ 989
Aer Lingus
business
Chicago
2026-06-06
Birmingham
2026-06-16
Per Person
£ 1799
British Airways
business
Chicago
2026-06-06
Heathrow
2026-06-16
Per Person
£ 2399
KLM
business
Chicago
2026-06-06
Manchester
2026-06-16
Per Person
£ 3100
Air France
business
Chicago
2026-06-06
Edinburgh
2026-06-16
Per Person
£ 2809
Good to Know Before You Travel
Essentials before your Windy City trip.
Visa
ESTA required.
Currency
US Dollar (USD)
Language
English
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Traveller Testimonials
Frequently Asked Questions
For cheap flights to Chicago, travel in January–March or October–November.
Yes, British Airways and American Airlines operate direct flights from London Heathrow to Chicago O’Hare (ORD).
About 8½ hours.
See Millennium Park, Willis Tower, and take an architecture river cruise.
Apply online for an ESTA under the Visa Waiver Programme.