Cheap flights from London Heathrow Airport to Chicago from €500

The cheapest month to fly to Chicago from London Heathrow Airport is in February. Flight prices, which tend to average around €321, 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 Heathrow Airport, when ticket prices are also cheap, with an average price of €342.

In the morning is the cheapest time of day to fly from London Heathrow Airport to Chicago when you can find flight prices for as low as €528. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at midday when prices are €760 on average. Flights to Chicago from London Heathrow Airport at midday 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 Heathrow - Chicago flight prices

You are more likely to see cheaper flights to Chicago from London Heathrow Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around €670 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 Heathrow Airport for as low as €548 on momondo.

There are 2 cabin classes available to choose from on London Heathrow Airport 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 May 2026, prices for London Heathrow Airport to Chicago flights are approximately 4% cheaper 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 180 minutes.

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

As of May 2026, there are 49 flights per day flying from London Heathrow Airport to Chicago. The most common time of day flights depart is 11:00, with 51% of flights taking off at midday.

As of May 2026, there are 349 flights per week flying from London Heathrow Airport to Chicago. The most common day of the week flights depart is Wed, with 15% of flights taking off on this day.