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Cheap flights from London City Airport to Chicago Midway Airport from £402

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
25 Apr — 2 May1
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 26 March 2026.

Tue 5/509:20
LCY
-
MDW
2 stops15h 16m
KLM
Tue 12/513:22
MDW
-
LCY
2 stops13h 28m
KLM
Deal found 21/3£624
Wed 6/510:00
LCY
-
MDW
2 stops18h 28m
Delta
Wed 13/509:23
MDW
-
LCY
2 stops16h 32m
Delta
Deal found 22/3£637
Mon 20/408:25
LCY
-
MDW
2 stops16h 11m
Delta
Mon 4/518:38
MDW
-
LCY
2 stops16h 02m
Delta
Deal found 21/3£639
Sun 19/420:45
LCY
-
MDW
2 stops27h 13m
KLM
Sun 26/406:00
MDW
-
LCY
2 stops28h 40m
KLM
Deal found 22/3£667
Thu 23/417:50
LCY
-
MDW
2 stops30h 46m
KLM
Thu 30/406:00
MDW
-
LCY
2 stops29h 20m
KLM
Deal found 25/3£733
Fri 15/509:20
LCY
-
MDW
2 stops17h 49m
Delta
Sun 24/518:36
MDW
-
LCY
2 stops16h 04m
Delta
Deal found 23/3£747
Sat 4/408:25
LCY
-
MDW
2 stops16h 15m
KLM
Tue 7/413:10
MDW
-
LCY
2 stops12h 45m
KLM
Deal found 21/3£818
Tue 29/909:20
LCY
-
MDW
2 stops14h 45m
Multiple Airlines
Thu 29/1013:05
MDW
-
LCY
2 stops13h 10m
Multiple Airlines
Deal found 23/3£839
Thu 23/408:25
LCY
-
MDW
2 stops16h 11m
Virgin Atlantic
Thu 30/417:21
MDW
-
LCY
2 stops17h 59m
Virgin Atlantic
Deal found 25/3£934

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 26 March 2026.

Round-trip from

£624

One-way from

£402

Popular in

July

Cheapest in

September

Average price

£560
KLM
  • KLM
  • 5/5-12/5
  • 4 total stops
  • 28h 44m total
  • London to Chicago
Search Deals
Delta
  • Delta
  • 12/5
  • 2 total stops
  • 14h 36m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£56 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 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 26 March 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

Wed 6/5

10:00-22:28

2 stops18h 28m

Chicago Midway

Wed 13/5

09:23-07:55

2 stops16h 32m

£637

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 20/4

08:25-18:36

2 stops16h 11m

Chicago Midway

Mon 4/5

18:38-16:40

2 stops16h 02m

£639

LondonChicago

LCY - MDW

LCYMDW

London City

Sun 19/4

20:45-17:58

2 stops27h 13m

Chicago Midway

Sun 26/4

06:00-16:40

2 stops28h 40m

£667

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 15/5

09:20-21:09

2 stops17h 49m

Chicago Midway

Sun 24/5

18:36-16:40

2 stops16h 04m

£747
Fastest return journey

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 4/4

08:25-18:40

2 stops16h 15m

Chicago Midway

Tue 7/4

13:10-07:55

2 stops12h 45m

£818

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 7/8

07:45-18:05

2 stops16h 20m

Chicago Midway

Mon 24/8

10:35-07:15

2 stops14h 40m

£2,961
Cheapest one-way
Fastest single journey

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 12/5

09:20-17:56

2 stops14h 36m

£402

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 15/6

08:25-18:05

2 stops15h 40m

£520

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 4/9

09:20-18:05

2 stops14h 45m

£535

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 2/9

09:20-18:05

2 stops14h 45m

£536

Flights are sorted by cheapest return flights first.

Deals found on 21/3

Showing 1-10 of 16 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?

    Delta and KLM can get you from London City Airport to Chicago Midway Airport in just under 18h 28m. Your travel time can differ by up to 8h 45m. 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.

  • 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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