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Cheap flights from London City Airport to Chicago Midway Airport from £468

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/9. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
31 Aug — 7 Sep1
1 adult

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 26 August 2025.

Round-trip from

£468

Popular in

July

Cheapest in

February

Average price

£623
Virgin Atlantic
  • Virgin Atlantic
  • 22/9-29/9
  • 4 total stops
  • 31h 25m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£61 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2025
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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 26 August 2025.

Mon 22/909:20LCY - MDW
2 stops15h 15mVirgin Atlantic
Mon 29/918:30MDW - LCY
2 stops16h 10mVirgin Atlantic
Deal found 25/8£468
Sat 29/1108:40LCY - MDW
2 stops15h 27mMultiple Airlines
Sun 7/1213:05MDW - LCY
2 stops36h 10mMultiple Airlines
Deal found 23/8£593
Tue 7/1007:45LCY - MDW
2 stops16h 40mVirgin Atlantic
Tue 14/1009:35MDW - LCY
2 stops15h 40mVirgin Atlantic
Deal found 24/8£668
Thu 28/810:00LCY - MDW
2 stops14h 37mDelta
Tue 23/1212:10MDW - LCY
2 stops13h 05mDelta
Deal found 24/8£912
Mon 15/1220:05LCY - MDW
2 stops28h 31mVirgin Atlantic
Tue 30/1209:30MDW - LCY
2 stops15h 45mVirgin Atlantic
Deal found 24/8£927
Mon 1/907:45LCY - MDW
2 stops16h 52mVirgin Atlantic
Wed 1/1019:15MDW - LCY
2 stops16h 05mVirgin Atlantic
Deal found 24/8£1,017
Tue 21/1010:00LCY - MDW
2 stops14h 25mVirgin Atlantic
Wed 22/1013:08MDW - LCY
2 stops12h 07mVirgin Atlantic
Deal found 23/8£2,585
Sat 6/1208:40LCY - MDW
2 stops15h 27mVirgin Atlantic
Sun 7/1209:30MDW - LCY
2 stops26h 55mVirgin Atlantic
Deal found 22/8£2,604
Sat 27/1208:40LCY - MDW
2 stops14h 57mDelta
Fri 2/111:48MDW - LCY
2 stops14h 22mDelta
Deal found 25/8£2,765
Fri 24/1008:40LCY - MDW
2 stops15h 45mDelta
Sat 1/1118:35MDW - LCY
2 stops13h 40mDelta
Deal found 24/8£4,560

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 August 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

Mon 22/9

09:20-18:35

2 stops15h 15m

Chicago Midway

Mon 29/9

18:30-16:40

2 stops16h 10m

£468

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 29/11

08:40-18:07

2 stops15h 27m

Chicago Midway

Sun 7/12

13:05-07:15

2 stops36h 10m

£593

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 7/10

07:45-18:25

2 stops16h 40m

Chicago Midway

Tue 14/10

09:35-07:15

2 stops15h 40m

£668

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 15/12

20:05-18:36

2 stops28h 31m

Chicago Midway

Tue 30/12

09:30-07:15

2 stops15h 45m

£927

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 21/10

10:00-18:25

2 stops14h 25m

Chicago Midway

Wed 22/10

13:08-07:15

2 stops12h 07m

£2,585

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 6/12

08:40-18:07

2 stops15h 27m

Chicago Midway

Sun 7/12

09:30-18:25

2 stops26h 55m

£2,604

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 27/12

08:40-17:37

2 stops14h 57m

Chicago Midway

Fri 2/1

11:48-08:10

2 stops14h 22m

£2,765

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 24/10

08:40-18:25

2 stops15h 45m

Chicago Midway

Sat 1/11

18:35-13:15

2 stops13h 40m

£4,560

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 22/9

08:40-09:40

3 stops31h 00m

£511

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 1/10

16:50-21:58

3 stops35h 08m

£564

Flights are sorted by cheapest return flights first.

Deals found on 25/8

Showing 1-10 of 16 results
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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 15h 15m. 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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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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