Cheap flights from London to Chicago

London
YXU
Chicago FSS
CHI

Flight deals from London to Chicago

Below you can see the best deals on flights London — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 17 August, from $370.

Top 10 cheap flights from London to Chicago

UA
UA
UA
F9
$ 429

London — Chicago

10:05—23:10
11 Aug 2026
14 h 5 m
3 stops
UA
UA
UA
DL
DL
$ 436

London — Chicago

05:40—13:08
13 Aug 2026
32 h 28 m
4 stops
UA
UA
UA
F9
$ 458

London — Chicago

10:05—09:11
13 Aug 2026
24 h 6 m
3 stops
UA
UA
UA
F9
$ 458

London — Chicago

10:05—09:11
13 Aug 2026
24 h 6 m
3 stops
UA
UA
UA
F9
$ 458

London — Chicago

10:05—23:10
13 Aug 2026
38 h 5 m
3 stops
UA
UA
UA
F9
$ 458

London — Chicago

10:05—23:10
13 Aug 2026
38 h 5 m
3 stops
UA
UA
UA
DL
DL
$ 481

London — Chicago

10:05—09:59
11 Aug 2026
24 h 54 m
4 stops
UA
UA
UA
DL
DL
$ 481

London — Chicago

10:05—11:51
11 Aug 2026
26 h 46 m
4 stops
UA
UA
UA
DL
DL
$ 481

London — Chicago

10:05—12:39
11 Aug 2026
27 h 34 m
4 stops
UA
UA
UA
F9
$ 508

London — Chicago

10:05—23:10
13 Aug 2026
14 h 5 m
3 stops

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the London — Chicago flight

Looking for cheap flights from London to Chicago? There are no direct flights on this route, but you can compare convenient connections and fares from different airlines, then book your London — Chicago ticket online.

There are no direct flights — tickets are sold with a connection (usually via Pearson International Airport), the whole trip with a connection takes about 4 h 17 min, flights are operated by Air Canada, the distance between the cities is around 539 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $370Min. price
AugustCheapest
AugustPeak season
NoDirect flights
539 kmDistance
4 hTravel time

Flight ticket prices by day: London — Chicago

Below is a calendar of the lowest flight ticket prices for London — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $370 in August, and the most expensive are around $370 in August. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from London to Chicago by month. Tickets are usually cheapest in February (around $259) and priciest in July (about $364) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$265lowMay$303mediumSep$259low
Feb$259lowJun$353highOct$287medium
Mar$270lowJul$364highNov$265low
Apr$292mediumAug$347highDec$309medium

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in August and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a London — Chicago ticket

  • Book ahead: fares for London — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually August — plan your trip around it if your dates are flexible.
  • There are no direct flights — travellers usually connect via Pearson International Airport. Compare different connections: a layover adds time but lowers the price.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the London — Chicago route are operated by 1 airline; Air Canada runs the most flights. There are no direct flights — compare carriers and convenient connections below.

There are no direct flights on the London — Chicago route. Showing airlines offering connecting flights.
  • Air CanadaAC
    WebsiteFleet: 20346M pax/year
    • YXU → YYZ → ORD (with stopover)
    Open →

Cities and airports on the London — Chicago route

Flights London — Chicago depart from London International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

London

YXU
Canada
About the cityHow to get thereWeatherAll about the country Canada
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the London — Chicago flight

How long is the flight from London to Chicago?

There are no direct flights, so travel time depends on the connection in Pearson International Airport. Based on search data, the whole trip takes about 4 h 17 min including the layover.

How far is it from London to Chicago?

The distance from London to Chicago is about 539 km.

Are there direct flights from London to Chicago?

There are no nonstop flights on this route — tickets are only available with a connection (usually via Pearson International Airport).

Which airlines fly from London to Chicago?

Airlines operating London — Chicago include Air Canada. See the full list with schedules in the "Airlines" section on this page.

Which airports do London — Chicago flights use?

Flights from London depart from London International Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from London to Chicago?

The price of a London — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in August, and most expensive in August. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights London — Chicago?

Flights London — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is August. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from London to Chicago?

To catch a low fare London — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually August.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from London

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TorontoCalgaryWinnipegCancunPunta CanaNew York CityHartfordKingstonWashington, D.C.Montreal

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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