Cheap flights from England to Chicago from $255
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from England to Chicago departing on 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from England to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from England, with most prices found around $580. If you’re not able to fly to Chicago in February, then March is your next best option. Flight prices from England to Chicago during March average around $611.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $805. 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 $930.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from England to Chicago during this time can be as low as $653. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $956.
What is the cheapest England to Chicago flight route?
Fly from London Heathrow to Chicago O'Hare Intl for the best England - Chicago flight prices
How far in advance should I book a flight to Chicago?
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 $742 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 $710 on momondo.
What cabin class options are available on England to Chicago flights?
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.
How many flights depart from England to Chicago on average per day?
As of June 2025, 54 flights take off from England and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 53% of daily flights taking off in the afternoon.
How many flights depart from England to Chicago on average per week?
As of June 2025, there are 381 flights per week flying from England to Chicago. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.
Cheap England to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from England to Chicago
When did momondo last update prices for flights from England to Chicago?
Prices for flights from England to Chicago refresh daily.
How many operators does momondo search for flights from England to Chicago?
As of June 2025, there are 11 operators available to choose from for flights from England to Chicago.
How old do you have to be to fly from England to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from England to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from England to Chicago?
Based on momondo bookings for flights between England and Chicago, the leading plane model is Boeing 767-300, making up 41.69% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 19.56%, Boeing 777 with 15.43%, and Boeing 777-300ER with 7.47%.
Best airlines flying from England to Chicago
Compare and see reviews for airlines that fly from England to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $390 | Free Cancellation | Rating 7.0 502 reviews | |||
| PriceFrom $462 | Free Cancellation | Rating 7.3 1,393 reviews | |||
| PriceFrom $483 | Free Cancellation | Rating 7.1 1,895 reviews | |||
| PriceFrom $538 | Free Cancellation | Rating 7.4 8,810 reviews | |||
| PriceFrom $551 | Free Cancellation | Rating 6.6 7,031 reviews | |||
| PriceFrom $568 | Free Cancellation | Rating 7.1 1,120 reviews | |||
| PriceFrom $582 | Free Cancellation | Rating 7.0 2,778 reviews | |||
| PriceFrom $582 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $586 | Free Cancellation | Rating 7.6 804 reviews | |||
| PriceFrom $607 | Free Cancellation | Rating 7.6 1,292 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from England to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from England to Chicago for you.
Can I find flights from England to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from England on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from England to Chicago?
momondo helps you find the best flight between England and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from England to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from England to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.