Find flights
When to book
FAQs

Cheap flights from London City Airport to Chicago Midway Airport from £444

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
17 Oct — 24 Oct1
1 adult
1 adult, Economy

Cheap flight deals from London City to Midway

Discover tips and strategies to find the most affordable flight options for your journey from London City (LCY) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 September 2025.

Round-trip from

£453

One-way from

£444

Popular in

July

Cheapest in

February

Average price

£435
Delta
  • Delta
  • 8/10-12/10
  • 4 total stops
  • 32h 35m total
  • London to Chicago
Search Deals
Delta
  • Delta
  • 3/11
  • 2 total stops
  • 15h 58m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£61 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from London City to Midway

Cheapest flights from London City to Midway
Explore the most affordable flight options available from London City to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 September 2025.

Sat 6/1208:40LCY - MDW
2 stops15h 26mDelta
Mon 8/1209:34MDW - LCY
2 stops41h 56mDelta
Deal found 14/9£453
Sat 6/1208:40LCY - MDW
2 stops20h 52mVirgin Atlantic
Mon 8/1210:49MDW - LCY
2 stops25h 36mVirgin Atlantic
Deal found 15/9£454
Thu 6/1109:20LCY - MDW
2 stops42h 54mVirgin Atlantic
Wed 12/1109:32MDW - LCY
2 stops15h 43mVirgin Atlantic
Deal found 15/9£469
Wed 24/907:45LCY - MDW
2 stops15h 50mDelta
Wed 1/1009:20MDW - LCY
2 stops15h 55mDelta
Deal found 15/9£478
Wed 15/1008:40LCY - MDW
2 stops15h 45mDelta
Wed 22/1013:08MDW - LCY
2 stops12h 07mDelta
Deal found 15/9£497
Tue 21/1010:00LCY - MDW
2 stops14h 25mVirgin Atlantic
Mon 27/1018:23MDW - LCY
2 stops17h 57mVirgin Atlantic
Deal found 15/9£523
Thu 30/1007:45LCY - MDW
2 stops19h 29mDelta
Thu 6/1113:08MDW - LCY
2 stops13h 02mDelta
Deal found 15/9£579
Thu 11/1207:45LCY - MDW
2 stops16h 33mVirgin Atlantic
Wed 17/1217:32MDW - LCY
2 stops17h 48mVirgin Atlantic
Deal found 14/9£685
Wed 15/1007:45LCY - MDW
2 stops20h 29mVirgin Atlantic
Wed 22/1013:08MDW - LCY
2 stops12h 07mVirgin Atlantic
Deal found 15/9£706
Fri 31/1007:45LCY - MDW
2 stops19h 29mVirgin Atlantic
Mon 3/1113:48MDW - LCY
2 stops20h 47mVirgin Atlantic
Deal found 16/9£734
Wed 22/1008:40LCY - MDW
2 stops15h 45mVirgin Atlantic
Wed 29/1006:00MDW - LCY
2 stops21h 50mVirgin Atlantic
Deal found 16/9£839
Sat 25/1008:40LCY - MDW
2 stops39h 45mMultiple Airlines
Sat 8/1106:00MDW - LCY
2 stops25h 15mMultiple Airlines
Deal found 16/9£864

Cheapflights Fare Finder

 
Customise your flight search to find flights from London City to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 17 September 2025.
Use the filters below to find and compare flights from London City Airport to Chicago Midway Airport that are best for you.

Fly from

London City

Fly to

Midway

Route

Depart

Return

Price

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 8/10

07:45-18:25

2 stops16h 40m

Chicago Midway

Sun 12/10

09:20-07:15

2 stops15h 55m

£453

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 6/12

08:40-18:18

2 stops15h 38m

Chicago Midway

Mon 8/12

09:34-07:15

2 stops15h 41m

£453

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 6/12

08:40-23:32

2 stops20h 52m

Chicago Midway

Mon 8/12

10:49-18:25

2 stops25h 36m

£454

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 6/11

09:20-22:14

2 stops42h 54m

Chicago Midway

Wed 12/11

09:32-07:15

2 stops15h 43m

£469

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 21/10

10:00-18:25

2 stops14h 25m

Chicago Midway

Mon 27/10

18:23-17:20

2 stops17h 57m

£523

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 30/10

07:45-22:14

2 stops19h 29m

Chicago Midway

Thu 6/11

13:08-08:10

2 stops13h 02m

£579

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 11/12

07:45-18:18

2 stops16h 33m

Chicago Midway

Wed 17/12

17:32-17:20

2 stops17h 48m

£685

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 15/10

07:45-22:14

2 stops20h 29m

Chicago Midway

Wed 22/10

13:08-07:15

2 stops12h 07m

£706

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 31/10

07:45-22:14

2 stops19h 29m

Chicago Midway

Mon 3/11

13:48-16:35

2 stops20h 47m

£734

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 22/10

08:40-18:25

2 stops15h 45m

Chicago Midway

Wed 29/10

06:00-08:50

2 stops21h 50m

£839

Flights are sorted by cheapest return flights first.

Deals found on 15/9

Showing 1-10 of 19 results
1
2

Best time to book a flight from London City to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from London City with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from London City to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from London City Airport to Chicago Midway Airport?

    Delta and Virgin Atlantic can get you from London City Airport to Chicago Midway Airport in just under 16h 40m. Your travel time can differ by up to 4h 12m. There are 3960 mi between London City Airport and Chicago Midway Airport. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines to fly from London City Airport to Chicago Midway Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as £444. However, be on the lookout for offers from KLM and Virgin Atlantic, as they are both options that can get you from London City Airport to Chicago Midway Airport for a low price.

  • Can I find deals for flights from London City to Midway that include hotel bookings?

    Yes. In addition to deals on London City to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from London City to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from London City to Midway.

  • Can I find deals for business class flights from London City to Midway?

    Yes. Cheapflights offers flight deals from London City to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from London City to Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from London City today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from London City to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from London City.

Can Cheapflights find flights from London City to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from London City to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from London City to Midway become cheaper?

Yes, Cheapflights offers price alerts on London City to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.