Cheap flights from London to Chicago from €440

The cheapest month to fly to Chicago from London is in February. Flight prices, which tend to average around €582, 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 January to fly from London, when ticket prices are also cheap, with an average price of €636.

At midday is the cheapest time of day to fly from London to Chicago when you can find flight prices for as low as €787. Flying to Chicago at midday is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are €1,020 on average. Flights to Chicago from London in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 €797 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 €719 on momondo.

There is only 1 cabin class 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.

As of October 2026, prices for London to Chicago flights are approximately 12% cheaper when compared to flights at the same time last year.

Historically, on average around 8% 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 179 minutes.

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

Monday is statistically the day of the week that experiences the fewest delays on this flight route. Friday 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 5% of their flights experiencing any sort of delay.

39 flights are operational daily from London to Chicago as of October 2026. The most popular departure time for this route is 11:00, with 51% of flights per day taking off at midday.

As of October 2026, 273 flights take off from London and land in Chicago each week. The most common flight departure day for this route is Fri, with 18% of weekly flights taking off on this day.