Cheap Flights from London to Chicago

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.