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Cheap flights from London City Airport to Chicago Midway Airport from £440

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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
10 Jul — 17 Jul1
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 10 Juni 2026.

Do 23/719:00
LCY
-
MDW
2 stops29h 18m
Virgin Atlantic
Do 30/713:49
MDW
-
LCY
2 stops21h 31m
Virgin Atlantic
Deal found 8/6£886
Fr 17/720:15
LCY
-
MDW
2 stops27h 52m
Virgin Atlantic
Mo 20/713:18
MDW
-
LCY
2 stops11h 57m
Virgin Atlantic
Deal found 5/6£1,074
Di 23/609:20
LCY
-
MDW
2 stops14h 58m
Delta
Fr 3/713:26
MDW
-
LCY
2 stops11h 49m
Delta
Deal found 6/6£1,109
Fr 31/707:45
LCY
-
MDW
2 stops16h 40m
Virgin Atlantic
Sa 1/813:18
MDW
-
LCY
2 stops22h 02m
Virgin Atlantic
Deal found 7/6£2,722
Mi 16/910:00
LCY
-
MDW
2 stops18h 25m
Delta
Mi 23/913:14
MDW
-
LCY
2 stops14h 16m
Delta
Deal found 9/6£4,464

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 10 Juni 2026.

Round-trip from

£886

One-way from

£440

Popular in

July

Cheapest in

February

Average price

£658
Virgin Atlantic
  • Virgin Atlantic
  • 23/7-30/7
  • 4 total stops
  • 50h 49m total
  • London to Chicago
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7/8
  • 7/8
  • 3 total stops
  • 31h 55m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£74 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 June 2026
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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 10 Juni 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

Do 23/7

19:00-18:18

2 stops29h 18m

Chicago Midway

Do 30/7

13:49-17:20

2 stops21h 31m

£886

LondonChicago

LCY - MDW

LCYMDW

London City

Fr 17/7

20:15-18:07

2 stops27h 52m

Chicago Midway

Mo 20/7

13:18-07:15

2 stops11h 57m

£1,074
Fastest return journey

LondonChicago

LCY - MDW

LCYMDW

London City

Di 23/6

09:20-18:18

2 stops14h 58m

Chicago Midway

Fr 3/7

13:26-07:15

2 stops11h 49m

£1,109

LondonChicago

LCY - MDW

LCYMDW

London City

Fr 31/7

07:45-18:25

2 stops16h 40m

Chicago Midway

Sa 1/8

13:18-17:20

2 stops22h 02m

£2,722

LondonChicago

LCY - MDW

LCYMDW

London City

Mi 16/9

10:00-22:25

2 stops18h 25m

Chicago Midway

Mi 23/9

13:14-09:30

2 stops14h 16m

£4,464
Cheapest one-way

LondonChicago

LCY - MDW

LCYMDW

London City

Fr 11/9

09:20-18:05

2 stops14h 45m

£463

LondonChicago

LCY - MDW

LCYMDW

London City

Mo 5/10

09:20-18:11

2 stops14h 51m

£466
Fastest single journey

LondonChicago

LCY - MDW

LCYMDW

London City

Fr 28/8

09:20-18:01

2 stops14h 41m

£530

LondonChicago

LCY - MDW

LCYMDW

London City

Fr 19/6

20:15-09:40

2 stops43h 25m

£532

LondonChicago

LCY - MDW

LCYMDW

London City

Sa 29/8

07:45-18:01

2 stops16h 16m

£532

Flights are sorted by cheapest return flights first.

Deals found on 6/6

Showing 1-10 of 15 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 and Delta can get you from London City Airport to Chicago Midway Airport in just under 14h 58m. Your travel time can differ by up to 14h 20m. 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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