Cheap flights from London to Chicago
Cheap flights from London to Chicago are all connecting, so you will change planes somewhere between the two cities. No airline flies this route nonstop, and the carriers that serve it route you through a hub in Europe or North America. Compare total journey time as well as the fare, because the layover is what makes one ticket better than another.
Prices found on this route
Lowest fare found per airline in recent searches — click to search that date on kissandfly.com
| Airline | Flight | Rating | Date | Price from | Search |
|---|---|---|---|---|---|
| with a stop | ★★★★★ 4.1 | 1 Feb 2027 | from $533 | Search 1 Feb 2027 | |
| with a stop | ★★★★★ 3.5 | 19 Jan 2027 | from $609 | Search 19 Jan 2027 | |
| with a stop | — | 25 Nov 2026 | from $612 | Search 25 Nov 2026 | |
| with a stop | — | 5 Nov 2026 | from $661 | Search 5 Nov 2026 | |
| with a stop | — | 13 Feb 2027 | from $662 | Search 13 Feb 2027 | |
| with a stop | ★★★★★ 4.3 | 5 Nov 2026 | from $667 | Search 5 Nov 2026 | |
| with a stop | — | 6 Nov 2026 | from $672 | Search 6 Nov 2026 | |
| with a stop | ★★★★★ 3.9 | 4 Dec 2026 | from $672 | Search 4 Dec 2026 | |
| with a stop | ★★★★★ 4.1 | 1 Feb 2027 | from $700 | Search 1 Feb 2027 | |
| with a stop | — | 11 Nov 2026 | from $721 | Search 11 Nov 2026 |
Source: fares found by Tickets Travel Network search engines, snapshot of 19 September 2026. Prices are converted to USD at an approximate rate; the exact price is shown on the booking site.
Price by month
Lowest fare found for each month in recent searches. Cheapest month: February — from $533.
| Month | Price from | Date | |
|---|---|---|---|
| September 2026 | from $1,082 | 30 Sept 2026 | |
| October 2026 | from $965 | 20 Oct 2026 | |
| November 2026 | from $612 | 25 Nov 2026 | |
| December 2026 | from $618 | 7 Dec 2026 | |
| January 2027 | from $1,188 | 5 Jan 2027 | |
| February 2027 | from $533 | 1 Feb 2027 | |
| March 2027 | from $712 | 14 Mar 2027 | |
| April 2027 | from $579 | 14 Apr 2027 | |
| May 2027 | from $853 | 29 May 2027 | |
| June 2027 | from $763 | 5 Jun 2027 | |
| July 2027 | from $873 | 20 Jul 2027 | |
| August 2027 | from $831 | 10 Aug 2027 |
Airports on this route
Distances are straight-line from the city centre
| City | Airport | To centre |
|---|---|---|
| London | London City LCY | 13 km |
| London | Gatwick LGW | 40 km |
| London | Heathrow LHR | 24 km |
| London | Luton LTN | 44 km |
| London | Stansted STN | 49 km |
| Chicago | Midway International MDW | 12 km |
| Chicago | O'Hare International ORD | 25 km |
Route on the map
When to fly
February is the cheapest month to fly this route, and it is also one of the quietest. Fares climb from late spring through the summer, when families travel both ways, and again around the winter holidays, so late autumn and the weeks after New Year are good value. Midweek departures on a Tuesday or Wednesday usually cost less than a Friday or Sunday flight. If your dates are flexible, compare a few weeks either side of the school breaks and watch how the price changes when you shift the return leg.
Airlines and what to expect
Every ticket between London and Chicago involves a connection, and the airline you pick decides where you change. Low-cost carriers such as Easyjet and Vueling sell the seat only, so bags and seat choice cost extra, and their connections are often separate tickets. Full-service names on this route, among them Air Canada, Icelandair, Austrian, Iberia and KLM Cityhopper, sell through-fares with a checked bag included and look after you if a leg is delayed. Regional partners such as Helvetic Airways, Air Dolomiti and Edelweiss Air tend to appear on the first leg out of a European hub. Always check whether the whole trip sits on one ticket.
Arriving — Chicago
Chicago has two airports and your ticket decides which one you land at. O'Hare International handles most long-haul arrivals and sits well out from the Loop, with a train and buses running into the centre through the day. Midway International is the smaller, closer option, mostly used by domestic connections, and the ride into town is shorter. Check the airport code before you book, because a connection through Midway can mean a longer transfer across the city than you expect. Both airports have car hire and taxi ranks at the terminal.
Before you go: USA
- Currency
- USD ($)
- Power sockets
- Type A, B · 120 V
- Language
- Samoan, Hawaiian, Chamorro, Carolinian, Spanish
- Emergency number
- 911
- Driving side
- right
- Calling code
- +1
- Internet domain
- .us
- Population of Chicago
- 2.7 M (2020)
- Time zone
- UTC-05 (America/Chicago)
Country facts: Wikidata
Check before you book
- Check which London airport you fly from, as Heathrow, Gatwick, Stansted, Luton and London City are far apart
- Confirm whether your bag is included, since low-cost tickets on this route often charge for a checked case
- Make sure a connection is on one ticket, or leave a long gap if you booked the legs separately
- Check that your passport and any US entry authorisation are valid well before departure
- Look at February if your dates are open, as it is the cheapest month on this route
- Compare the Chicago arrival airport before you pick a fare, as Midway and O'Hare sit in different parts of the city
Frequently asked questions
London – Chicago: when is it cheapest to fly?
The lowest price in recent searches was found for February 2027 — $533. Prices change daily; check the live price in the search.
London – Chicago: which airlines fly this route?
Airlines with offers on this route: Icelandair, Vueling Airlines, Air Canada, Helvetic Airways, KLM Cityhopper, Austrian, Iberia, Air Dolomiti, Easyjet, Edelweiss Air.
London – Chicago: are there direct flights?
Only connecting flights were available in recent searches.
How long is the flight from London to Chicago?
The distance is about 6,355 km, so a non-stop flight takes roughly 8 h 12 min. Only connecting flights were found recently; a stop adds a few hours.
Which airports serve London – Chicago?
London: London City (LCY), Gatwick (LGW), Heathrow (LHR), Luton (LTN), Stansted (STN). Chicago: Midway International (MDW), O'Hare International (ORD).
What is the time difference between London and Chicago?
Chicago is 6 h behind London.
London — more routes
| To | Airline | Flight | Date | Price from |
|---|---|---|---|---|
| Krakow | Ryanair | direct | 7 Nov 2026 | from $22 |
| Lublin | Ryanair | direct | 22 Sept 2026 | from $22 |
| Warsaw | Ryanair | direct | 31 Oct 2026 | from $22 |
| Budapest | Ryanair | direct | 8 Nov 2026 | from $23 |
| Kosice | Ryanair | direct | 25 Sept 2026 | from $27 |
| Rzeszow | Ryanair | direct | 12 Nov 2026 | from $28 |
| Madrid | Easyjet | direct | 19 Nov 2026 | from $29 |
| Paris | Easyjet | direct | 13 Oct 2026 | from $36 |
| Suceava | Wizz Air Malta | direct | 5 Oct 2026 | from $39 |
| Chisinau | Wizz Air UK | direct | 10 Dec 2026 | from $46 |