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.

Flying from or to Chicago and London? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Chicago: You have 3 departure options - Midway, O'Hare, Rockford.
• Airports in London: Arrivals into London are possible from 6 airports - City Airport, Gatwick, Heathrow, Luton, Southend, Stansted.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Match your flight search to your preferences: Chicago Midway – London Southend

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from Expedia, Ryanair, British Airways, Easyjet, and more.

Other popular destinations

Thinking about traveling to United Kingdom? Other users also viewed: Edinburgh, Glasgow, London, Manchester, Newquay.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.