Cheap flights from London to Chicago from €434

The cheapest month to fly to Chicago from London is in February. Flight prices, which tend to average around €540, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in February, then you should wait until September to fly from London, when ticket prices are also cheap, with an average price of €600.

Fly from London Heathrow to Chicago O'Hare Intl for the best London - Chicago flight prices

You are more likely to see cheaper flights to Chicago from London when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around €737 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from London for as low as €683 on momondo.

There are 2 cabin classes available to choose from on London to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 11% of flights between London and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 182 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights departing in the early afternoon have, in the past, seen delays more frequently in comparison.

Wednesday is statistically the day of the week that experiences the fewest delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 6% of their flights experiencing any sort of delay.

45 flights are operational daily from London to Chicago as of August 2026. The most popular departure time for this route is 11:00, with 50% of flights per day taking off at midday.

As of August 2026, 320 flights take off from London and land in Chicago each week. The most common flight departure day for this route is Sat, with 16% of weekly flights taking off on this day.