Cheap flights from London to Chicago from €394

The cheapest month to fly to Chicago from London is in September. Flight prices, which tend to average around €499, 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 November to fly from London, when ticket prices are also cheap, with an average price of €499.

On average, the least expensive day to fly to Chicago from London is on a Thursday. momondo users have found tickets for Thursday departures for as low as €668. 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 €3,220.

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 €636 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 €594 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.

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 169 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.

Thursday 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.

22 flights are operational daily from London to Chicago as of March 2026. The most popular departure time for this route is 12:00, with 65% of flights per day taking off in the afternoon.

As of March 2026, 155 flights take off from London and land in Chicago each week. The most common flight departure day for this route is Thu, with 27% of weekly flights taking off on this day.