Flight prices from Chicago Midway to London Southend

There’s no fixed price — fares between Chicago and London can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

What are the airport options between Chicago and London?

If both departure and destination cities offer multiple airports, comparing them can help you save time and money.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in London: 6 airports serve London - City Airport, Gatwick, Heathrow, Luton, Southend, Stansted.

Some airports have different terminals for low-cost and traditional airlines — knowing in advance can save time. You can filter results to see only the airports that suit you.

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.