Cheap flights from Chicago to England from £169

The cheapest month to fly to England from Chicago is in November. Flight prices, which tend to average around £476, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to England from Chicago during September instead. Flights to England in September, while not as cheap as those in November, still average around £488.

The cheapest day to depart from Chicago to England is on a Monday when prices can be found for as low as £544. The most expensive day to fly to England is Saturday, with ticket prices averaging around £907.

Flying to England from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as £629 when looking at flights departing in the evening. Flights to England are more costly in the afternoon, with an average ticket price of £713. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to England from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to England for around £620 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to England from Chicago for as low as £564 on momondo.

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

Icelandair, British Airways, and JetBlue are the most popular carriers operating from Chicago to England

Aer Lingus, British Airways and United Airlines are the top three most popular airlines that fly to England from Chicago according to our data. Aer Lingus is the first choice among our users, with 41% of people opting to fly with this airline when travelling to England. Keep in mind that there are 5 different airlines that fly to England on a routine basis, so you have a few additional options to choose from.

As of June 2026, there are 57 flights per day flying from Chicago to England. The most common time of day flights depart is 18:00, with 78% of flights taking off in the evening.

399 flights are operational weekly from Chicago to England as of June 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.