Cheap flights from England to Chicago from $380

The month of February is, on average, the cheapest month to fly to Chicago from England, with most prices found around $671. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from England to Chicago during January average around $739.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $894. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from England to Chicago for around $1,095.

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from England to Chicago during this time can be as low as $917. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $981.

Fly from London Heathrow to Chicago O'Hare Intl for the best England - Chicago flight prices

You are more likely to see cheaper flights to Chicago from England when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $898 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from England for as low as $809 on momondo.

There are 4 cabin classes available to choose from on England to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Aer Lingus, TAP AIR PORTUGAL, and Icelandair are the most popular carriers operating from England to Chicago

British Airways, Aer Lingus and Lufthansa are the top three most popular airlines that fly to Chicago from England according to our data. British Airways is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of October 2026, 49 flights take off from England and land in Chicago each day. The most common flight departure time for this route is 11:00AM, with 51% of daily flights taking off in the afternoon.

As of October 2026, there are 346 flights per week flying from England to Chicago. The most common day of the week flights depart is Fri, with 14% of flights taking off on this day.