TripTop🇬🇧 en.triptop.com

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.

Cheapest monthFebruary
Airlines10
Direct flightswith a stop
Distance6,355 km
Direct flight time *8 h 12 min
Updated 3 Nov 2026

Search opens on kissandfly.com — that’s where you buy the ticket.

Prices found on this route

Lowest fare found per airline in recent searches — click to search that date on kissandfly.com

AirlineFlightRatingDatePrice fromSearch
IcelandairIcelandairFIwith a stop★★★★★ 4.11 Feb 2027from $565Search 1 Feb 2027
TAP PortugalTAP PortugalTPwith a stop★★★★★ 4.013 Dec 2026from $580Search 13 Dec 2026
British AirwaysBritish AirwaysBAwith a stop—18 Jan 2027from $591Search 18 Jan 2027
PortugPortugNIwith a stop—24 Nov 2026from $592Search 24 Nov 2026
Aer LingusAer LingusEIwith a stop—1 Feb 2027from $603Search 1 Feb 2027
LufthansaLufthansaLHwith a stop★★★★★ 4.41 Feb 2027from $624Search 1 Feb 2027
SwissSwissLXwith a stop★★★★★ 4.41 Feb 2027from $625Search 1 Feb 2027
Brussels AirlinesBrussels AirlinesSNwith a stop★★★★★ 4.01 Feb 2027from $626Search 1 Feb 2027
KLM Royal Dutch AirlinesKLM Royal Dutch AirlinesKLwith a stop★★★★★ 4.31 Feb 2027from $640Search 1 Feb 2027
Helvetic AirwaysHelvetic Airways2Lwith a stop—1 Feb 2027from $642Search 1 Feb 2027

Source: fares found by Tickets Travel Network search engines, snapshot of 3 November 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 $565.

MonthPrice fromDate
November 2026from $59110 Nov 2026
December 2026from $58013 Dec 2026
January 2027from $57618 Jan 2027
February 2027from $5651 Feb 2027
March 2027from $6228 Mar 2027
April 2027from $63629 Apr 2027
May 2027from $63214 May 2027
June 2027from $1,7613 Jun 2027
July 2027from $1,05921 Jul 2027
August 2027from $1,0996 Aug 2027
September 2027from $3,1346 Sept 2027
October 2027from $7759 Oct 2027

Search February on kissandfly.com

Airports on this route

Distances are straight-line from the city centre

CityAirportTo centre
LondonLondon City LCY13 km
LondonGatwick LGW40 km
LondonHeathrow LHR24 km
LondonLuton LTN44 km
LondonStansted STN49 km
ChicagoMidway International MDW12 km
ChicagoO'Hare International ORD25 km

Route on the map

LondonChicago6,355 km
London – Chicago: 6,355 km in a straight line; USA is highlighted. Land outlines: Natural Earth.

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-06 (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 — $565. Prices change daily; check the live price in the search.

London – Chicago: which airlines fly this route?

Airlines with offers on this route: Icelandair, TAP Portugal, British Airways, Portug, Aer Lingus, Lufthansa, Swiss, Brussels Airlines, KLM Royal Dutch Airlines, Helvetic Airways.

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

ToAirlineFlightDatePrice from
MadridRyanairdirect5 Dec 2026from $23
KosiceRyanairdirect12 Nov 2026from $27
RzeszowRyanairdirect10 Nov 2026from $28
LublinRyanairdirect6 Nov 2026from $28
WarsawMalta Airdirect9 Nov 2026from $28
ParisEasyjetdirect18 Nov 2026from $32
BudapestWizz Airdirect18 Jan 2027from $40
KrakowRyanairdirect6 Feb 2027from $41
ChisinauWizz Air UKdirect26 Nov 2026from $43
SuceavaWizz Air Maltadirect12 Nov 2026from $66

London: flights from the city

Chicago — flights from other cities

FromAirlineFlightDatePrice from
LondonIcelandairwith a stop1 Feb 2027from $565
KrakowLOT Polish Airlineswith a stop10 Jan 2027from $744
WarsawLOT Polish Airlineswith a stop21 Dec 2026from $809

Chicago: flights to the city

Nearby alternatives

Airports within reach of London / Chicago that also have this destination — sometimes far cheaper

RouteDistanceFlightDatePrice from
Birmingham → Chicago153 km from Londonwith a stop7 Dec 2026from $692
London → Milwaukee132 km from Chicagowith a stop5 Dec 2026from $970

More destinations in USA: flights

Search on kissandfly.com · $565