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Cheap flights from London City Airport to Chicago Midway Airport from £419

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 14/9. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
21 Aug — 28 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from London City to Midway

Enter your travel dates to find the best prices.

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 22 July 2026.

Mon 14/920:15
LCY
-
MDW
2 stops28h 04m
Virgin Atlantic
Mon 28/909:29
MDW
-
LCY
2 stops16h 26m
Virgin Atlantic
Deal found 22/7£622
Tue 22/920:15
LCY
-
MDW
2 stops28h 18m
Virgin Atlantic
Wed 21/1012:28
MDW
-
LCY
2 stops14h 22m
Virgin Atlantic
Deal found 19/7£624
Tue 1/920:15
LCY
-
MDW
2 stops26h 44m
Virgin Atlantic
Tue 15/913:19
MDW
-
LCY
2 stops12h 36m
Virgin Atlantic
Deal found 21/7£624
Tue 6/1020:15
LCY
-
MDW
2 stops27h 50m
Virgin Atlantic
Sun 11/1013:28
MDW
-
LCY
2 stops12h 27m
Virgin Atlantic
Deal found 18/7£654
Thu 3/920:15
LCY
-
MDW
2 stops28h 18m
Virgin Atlantic
Thu 10/909:29
MDW
-
LCY
2 stops17h 21m
Virgin Atlantic
Deal found 20/7£662
Fri 9/1020:15
LCY
-
MDW
2 stops27h 50m
Virgin Atlantic
Tue 13/1013:28
MDW
-
LCY
2 stops12h 27m
Virgin Atlantic
Deal found 22/7£712
Sun 4/1020:45
LCY
-
MDW
2 stops27h 34m
Virgin Atlantic
Sat 17/1013:28
MDW
-
LCY
2 stops21h 52m
Virgin Atlantic
Deal found 19/7£851
Sat 24/1010:00
LCY
-
MDW
2 stops18h 25m
Delta
Sat 31/1018:45
MDW
-
LCY
2 stops13h 30m
Delta
Deal found 18/7£882
Thu 3/908:25
LCY
-
MDW
2 stops15h 36m
KLM
Thu 10/911:35
MDW
-
LCY
2 stops14h 20m
KLM
Deal found 20/7£954
Sun 20/920:45
LCY
-
MDW
2 stops27h 48m
Virgin Atlantic
Fri 25/909:29
MDW
-
LCY
2 stops16h 26m
Virgin Atlantic
Deal found 18/7£1,040
Tue 4/807:45
LCY
-
MDW
2 stops16h 48m
Delta
Thu 13/812:46
MDW
-
LCY
2 stops14h 04m
Delta
Deal found 21/7£1,097
Wed 16/908:25
LCY
-
MDW
2 stops15h 54m
Delta
Wed 23/919:01
MDW
-
LCY
2 stops15h 39m
Delta
Deal found 19/7£1,158

Find 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 22 July 2026.

Round-trip from

£622

One-way from

£419

Popular in

July

Cheapest in

February

Average price

£717
Virgin Atlantic
  • Virgin Atlantic
  • 14/9-28/9
  • 4 total stops
  • 44h 30m total
  • London to Chicago
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 14/9
  • 2 total stops
  • 28h 18m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£82 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 22 July 2026.
Use the filters below to find and compare flights from London City Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 14/9

20:15-18:19

2 stops28h 04m

Chicago Midway

Mon 28/9

09:29-07:55

2 stops16h 26m

£622

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 22/9

20:15-18:33

2 stops28h 18m

Chicago Midway

Wed 21/10

12:28-07:55

2 stops13h 27m

£624

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 3/9

20:15-18:33

2 stops28h 18m

Chicago Midway

Thu 10/9

09:29-08:50

2 stops17h 21m

£662

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 9/10

20:15-18:05

2 stops27h 50m

Chicago Midway

Tue 13/10

13:28-07:55

2 stops12h 27m

£712

LondonChicago

LCY - MDW

LCYMDW

London City

Sun 4/10

20:45-18:19

2 stops27h 34m

Chicago Midway

Sat 17/10

13:28-17:20

2 stops21h 52m

£851

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 3/9

08:25-18:01

2 stops15h 36m

Chicago Midway

Thu 10/9

11:35-07:55

2 stops14h 20m

£954

LondonChicago

LCY - MDW

LCYMDW

London City

Sun 20/9

20:45-18:33

2 stops27h 48m

Chicago Midway

Fri 25/9

09:29-07:55

2 stops16h 26m

£1,040

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 4/8

07:45-18:33

2 stops16h 48m

Chicago Midway

Thu 13/8

12:46-08:50

2 stops14h 04m

£1,097

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 3/8

07:45-18:33

2 stops16h 48m

Chicago Midway

Mon 10/8

13:25-08:50

2 stops13h 25m

£1,418
Fastest return journey

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 27/7

07:45-18:18

2 stops16h 33m

Chicago Midway

Mon 10/8

13:25-07:15

2 stops11h 50m

£1,530

Flights are sorted by cheapest return flights first.

Deals found on 19/7

Showing 1-10 of 21 resultsSorted by cheapest first
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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?

    Virgin Atlantic can get you from London City Airport to Chicago Midway Airport in just under 28h 04m. Your travel time can differ by up to . There are 3960 mi between London City Airport and Chicago Midway Airport.

  • 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

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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.

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