Cheap flights from London to Chicago from €423

The cheapest month to fly to Chicago from London is in September. Flight prices, which tend to average around €491, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in September, then you should wait until February to fly from London, when ticket prices are also cheap, with an average price of €492.

On average, the least expensive day to fly to Chicago from London is on a Friday. momondo users have found tickets for Friday departures for as low as €1,010. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Tuesday is €3,175.

At midday is the cheapest time of day to fly from London to Chicago when you can find flight prices for as low as €752. 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 €784 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.

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 €648 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 €507 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 April 2026, prices for London to Chicago flights are approximately 8% more expensive when compared to flights at the same time last year.

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 176 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights departing in the evening 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.

43 flights are operational daily from London to Chicago as of April 2026. The most popular departure time for this route is 14:00, with 52% of flights per day taking off in the afternoon.

As of April 2026, 303 flights take off from London and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.