How much is a ticket from Chicago Midway to London Southend?

Depending on when you travel and how far in advance you book, fares between Chicago and London can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Which airports serve Chicago and London?

When planning a trip of about 6415 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in London: London offers flights from 6 airports - City Airport, Gatwick, Heathrow, Luton, Southend, Stansted.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Flight filters for the route Chicago Midway – London Southend

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to United Kingdom are often searched alongside: Edinburgh, Glasgow, London, Manchester, Newquay.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.