Cheap flights from London to Chicago from R9 159

The month of February is, on average, the cheapest month to fly to Chicago from London, with most prices found around R10 887. If you are unable to visit Chicago during the month of February, then departing from London during the month January is also very affordable. Most momondo users find prices during this month for around R12 117.

On average, the least expensive day to fly to Chicago from London is on a Sunday. momondo users have found tickets for Sunday departures for as low as R24 133. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Monday is R32 172.

Our data shows that the cheapest London to Chicago flights are usually those with departure times at midday. Our users have found flights to Chicago at midday for as low as R23 155. Try not to purchase tickets in the morning because they tend to be around R28 991. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 R14 946 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 R13 447 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 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.

22 flights are operational daily from London to Chicago as of October 2026. The most popular departure time for this route is 11:00, with 52% of flights per day taking off in the afternoon.

154 flights are operational weekly from London to Chicago as of October 2026. The most popular departure day for this route is Wed, with 26% of flights per week taking off on this day.