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Cheap flights from London City Airport to Chicago Midway Airport from £418

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 16/12. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — MDW
23 Nov — 30 Nov1
1 adult
1 adult, Economy, 0 bags

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 24 October 2025.

Round-trip from

£532

One-way from

£418

Popular in

July

Cheapest in

February

Average price

£545
Virgin Atlantic
  • Virgin Atlantic
  • 25/11-1/12
  • 4 total stops
  • 33h 00m total
  • London to Chicago
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Delta
  • Delta
  • 16/12
  • 2 total stops
  • 20h 27m total
  • London to Chicago
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Highest demand for flights based on searches. 13% potential increase in price (£62 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
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Average for round-trip flights in October 2025
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Find 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 24 October 2025.

Tue 25/1108:40LCY - MDW
2 stops21h 00mVirgin Atlantic
Mon 1/1213:15MDW - LCY
2 stops12h 00mVirgin Atlantic
Deal found 22/10£532
Sat 6/1208:40LCY - MDW
2 stops15h 26mDelta
Mon 8/1209:34MDW - LCY
2 stops17h 56mDelta
Deal found 22/10£583
Thu 20/1109:20LCY - MDW
2 stops20h 20mDelta
Sat 29/1113:15MDW - LCY
2 stops18h 00mDelta
Deal found 22/10£614
Sat 22/1108:40LCY - MDW
2 stops21h 00mVirgin Atlantic
Sat 29/1113:15MDW - LCY
2 stops23h 10mVirgin Atlantic
Deal found 23/10£654
Thu 13/1108:40LCY - MDW
2 stops21h 00mKLM
Sun 16/1113:05MDW - LCY
2 stops36h 10mKLM
Deal found 23/10£663
Wed 10/1208:40LCY - MDW
2 stops15h 38mVirgin Atlantic
Wed 31/1209:29MDW - LCY
2 stops17h 41mVirgin Atlantic
Deal found 23/10£756
Sat 29/1110:00LCY - MDW
2 stops19h 40mMultiple Airlines
Fri 5/1206:00MDW - LCY
2 stops20h 10mMultiple Airlines
Deal found 24/10£778
Wed 17/1220:05LCY - MDW
2 stops33h 42mVirgin Atlantic
Tue 23/1209:29MDW - LCY
2 stops26h 56mVirgin Atlantic
Deal found 23/10£963
Fri 21/1110:00LCY - MDW
2 stops19h 40mVirgin Atlantic
Sun 23/1113:47MDW - LCY
2 stops20h 48mVirgin Atlantic
Deal found 22/10£1,380
Sun 21/1220:05LCY - MDW
2 stops27h 14mVirgin Atlantic
Sun 4/109:29MDW - LCY
2 stops25h 51mVirgin Atlantic
Deal found 23/10£1,807
Thu 18/1210:00LCY - MDW
2 stops14h 00mDelta
Sun 28/1211:48MDW - LCY
2 stops14h 22mDelta
Deal found 23/10£3,870

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 24 October 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

Tue 25/11

08:40-23:40

2 stops21h 00m

Chicago Midway

Mon 1/12

13:15-07:15

2 stops12h 00m

£532

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 6/12

08:40-18:06

2 stops15h 26m

Chicago Midway

Mon 8/12

09:34-09:30

2 stops17h 56m

£583

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 2/2

08:40-18:08

2 stops15h 28m

Chicago Midway

Sun 8/2

13:00-08:10

2 stops13h 10m

£599

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 9/2

08:40-18:08

2 stops15h 28m

Chicago Midway

Wed 29/4

09:20-08:50

2 stops17h 30m

£607

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 20/11

09:20-23:40

2 stops20h 20m

Chicago Midway

Sat 29/11

13:15-13:15

2 stops18h 00m

£614

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 22/11

08:40-23:40

2 stops21h 00m

Chicago Midway

Sat 29/11

13:15-18:25

2 stops23h 10m

£654

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 9/2

08:40-18:08

2 stops15h 28m

Chicago Midway

Sun 3/5

09:20-08:10

2 stops16h 50m

£660

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 13/11

08:40-23:40

2 stops21h 00m

Chicago Midway

Sun 16/11

13:05-07:15

2 stops36h 10m

£663

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 10/12

08:40-18:18

2 stops15h 38m

Chicago Midway

Wed 31/12

09:29-09:10

2 stops17h 41m

£756

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 29/11

10:00-23:40

2 stops19h 40m

Chicago Midway

Fri 5/12

06:00-08:10

2 stops20h 10m

£778

Flights are sorted by cheapest return flights first.

Deals found on 22/10

Showing 1-10 of 21 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 and Delta can get you from London City Airport to Chicago Midway Airport in just under 15h 26m. Your travel time can differ by up to 5h 34m. 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?

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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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