Cheap Flights from London (LOND) to Chicago (CHIA)

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Compare London to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from London to Chicago

Looking for a cheap last-minute deal or the best return flight from London to Chicago? If you want to travel next month, return fares start from £149. Find the lowest prices on one-way and return tickets right here.

Chicago.£117 per passenger.Departing Thu, 29 Apr.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Stansted on Thu, 29 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £117, select.

Chicago.£117 per passenger.Departing Fri, 28 May.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Fri, 28 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £117, select.

Chicago.£127 per passenger.Departing Mon, 12 Oct.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Mon, 12 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From £127, select.

Chicago.£137 per passenger.Departing Sun, 1 Nov.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Sun, 1 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From £137, select.

Chicago.£137 per passenger.Departing Wed, 2 Dec.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Wed, 2 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From £137, select.

Chicago.£141 per passenger.Departing Mon, 11 Jan.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Mon, 11 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From £141, select.

Chicago.£146 per passenger.Departing Wed, 3 Feb.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Wed, 3 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From £146, select.

Chicago.£152 per passenger.Departing Tue, 1 Jun.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Stansted on Tue, 1 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From £152, select.

Chicago.£153 per passenger.Departing Thu, 4 Mar.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Gatwick on Thu, 4 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From £153, select.

Chicago.£224 per passenger.Departing Wed, 9 Sep.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from London Stansted on Wed, 9 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From £224, select.

Chicago.£325 per passenger.Departing Fri, 28 Aug.One-way flight with Norse Atlantic Airways (UK).Outbound indirect flight with Norse Atlantic Airways (UK), departs from London Gatwick on Fri, 28 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From £325, select.

Chicago.£382 per passenger.Departing Mon, 5 Jul.One-way flight with Wizz Air Malta.Outbound indirect flight with Wizz Air Malta, departs from London Luton on Mon, 5 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From £382, select.

Chicago.£399 per passenger.Departing Wed, 7 Oct.One-way flight with Lufthansa.Outbound direct flight with Lufthansa departs from London Heathrow on Wed, 7 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From £399, select.

Chicago.£399 per passenger.Departing Wed, 4 Nov.One-way flight with Lufthansa.Outbound direct flight with Lufthansa departs from London Heathrow on Wed, 4 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From £399, select.

Chicago.£400 per passenger.Departing Wed, 30 Sep.One-way flight with Lufthansa.Outbound direct flight with Lufthansa departs from London Heathrow on Wed, 30 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From £400, select.

Chicago.£400 per passenger.Departing Tue, 1 Dec.One-way flight with Lufthansa.Outbound direct flight with Lufthansa departs from London Heathrow on Tue, 1 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From £400, select.

Find the cheapest month to fly from London to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like London to Chicago flights are currently cheapest in April.

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Direct flights from London to Chicago

Alternative London to Chicago routes

Looking for the cheapest, fastest or easiest route from London to Chicago? You could fly into the following airports instead.

London to Chicago: Flight information

The things to know before you go.

Cheapest flight found	£117
Cheapest month to fly	May
Average flight time	8 hrs, 59 mins
Most popular airline	American Airlines
Average flights per week	388

Finding cheap flights from London to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are return flights from London to Chicago?

The best price we found for a return flight from London to Chicago is £144. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from London to Chicago?

8 hours and 59 minutes is the average flight time from London to Chicago.

Which airlines fly direct from London to Chicago?

American Airlines, British Airways and Lufthansa fly direct from London to Chicago.

How many flights are there a week from London to Chicago?

As of August 2026, there are 394 flights per week flying from London to Chicago.

When is the cheapest time to fly from London to Chicago?

The cheapest month to fly from London to Chicago is usually September.

Which is the cheapest airport to fly into in Chicago?

If you're flying from London, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £144.

Which upcoming date is cheapest to fly from London to Chicago on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from London to Chicago on Monday, 21 September 2026.

Can I get a direct flight from London to Chicago?

Yes – the average flight time is 8 hours and 59 minutes.

How can I get the best flight deal from London to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In August, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from London to Chicago with?

The cheapest airline that flies to Chicago is Ryanair. And the cheapest airline that flies to Chicago O'Hare International Airport is British Airways.

Top tips for finding a cheap flight from London to Chicago

Discovering affordable fares from London to Chicago is easy with the right approach. Opt for the Whole Month search on Skyscanner to spot the lowest-priced days for your journey – you might be surprised by the savings. You can also set up a Price Alert to stay informed of fare changes, ensuring you're ready to book when prices dip.

Direct flights cut travel time and sometimes costs. Select the Direct Flights only filter to narrow your options to travel non-stop.

The cheapest time to fly from London to Chicago is typically in January if you prefer to plan and secure those sought-after cheap tickets.

Handy information about London airport

London is connected to six airports. London City Airport, with its single terminal, is located near the city centre, offering a convenient gateway for business travellers to domestic and European destinations. The Docklands Light Railway provides easy access to this airport, along with other ground transport options.

Heathrow, London's major international airport, has four active terminals, connecting passengers to many destinations worldwide. The Heathrow Express train service and several other transport modes link the airport to the city and surrounding areas. Similarly, Gatwick, with two terminals, connects to many destinations and is easily accessible via the Gatwick Express and other rail and road services.

Stansted, favouring low-cost airlines, directs mostly to European locations while also serving a few intercontinental routes. The Stansted Express ensures a direct connection to London. Lastly, Luton and Southend, each featuring a single terminal, are best for low-cost European flights, with robust rail links and other ground transport services ensuring seamless travel to and from the city.

Chicago airport: good to know

Chicago hosts multiple airports, each with its specific role in serving the needs of travellers. Chicago Executive Airport operates with a single terminal, facilitating ground transportation through rental cars, taxis, limousines, and ride-sharing services, focusing mainly on general aviation, and private and corporate aircraft.

DuPage Airport, similar in structure with one terminal, shares a focus on general aviation, offering matching ground transport options. Chicago Midway International Airport is a key domestic travel facility with a sole but expansive terminal encompassing concourses A, B, and C. Travellers have access to rental cars, taxis, shuttles, and public transport, including limited international flights.

Chicago O'Hare International Airport has four terminals for more comprehensive international travel, including the international-dedicated Terminal 5. It's well-connected by rental cars, taxis, limousines, shuttles, and the CTA "L" train. Lastly, Chicago Rockford International Airport offers domestic services from its one terminal with rental cars and taxis, yet with fewer public transit options. Knowing how far the airport is from your accommodation and the best way to get there will help keep your journey stress-free when flying from London to Chicago.

Best time to fly from London to Chicago

The best time to fly from London to Chicago is during the spring, from March to May, or the autumn, from September to November, when the city welcomes moderate temperatures ranging from 6°C to 20°C. These seasons strike the perfect balance with mild weather and lesser chances of extreme conditions, ensuring a comfortable visit. While the summer months are warmer, they can also bring occasional heatwaves. Winter travellers should be prepared for the cold, as temperatures frequently fall below freezing, with snowfall common, potentially affecting travel plans.

Reasons to visit Chicago

When planning your trip to Chicago, check out the city's various activities and attractions. Tap into the energy of Lollapalooza, a celebrated music festival that draws fans and top artists for an unforgettable experience. Rise above the city streets at the Willis Tower Skydeck to capture expansive views from one of the tallest buildings in the world. Find a moment of tranquillity as you stroll through Millennium Park and gaze upon the renowned public art and architecture. Not to be missed, The Art Institute of Chicago houses a vast collection that spans thousands of years, offering insights into humanity's creative legacy.

Add hotel bookings and car hire to your London to Chicago flight

Planning your trip to Chicago is easy and convenient with Skyscanner. Find the ideal vehicle for your stay from trusted car hire brands like Budget, Europcar, and Thrifty. Accommodation choices abound – select from well-known hotels such as The Palmer House Hilton, Hyatt Regency Chicago, or InterContinental Chicago Magnificent Mile, an IHG Hotel. Skyscanner helps you organise your journey and comfortable stay in the Windy City.