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Cheap flights from London City Airport to Chicago from £425

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from London City Airport to Chicago departing on 10/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags
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Find the cheapest flights from London City Airport to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Virgin Atlantic Logo
10:00 - 23:47LCY-MDW
19h 47m2 stops
Virgin Atlantic Logo
13:14 - 07:15MDW-LCY
12h 01m2 stops
£530Virgin Atlantic
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Tue, 9 Dec - Mon, 15 Dec
Virgin Atlantic Logo
10:00 - 23:47LCY-MDW
19h 47m2 stops
Virgin Atlantic Logo
13:14 - 07:15MDW-LCY
12h 01m2 stops
£560Virgin Atlantic
Find Deal
Thu, 4 Dec - Mon, 8 Dec
Delta Logo
08:40 - 18:06LCY-MDW
15h 26m2 stops
Delta Logo
10:49 - 08:50MDW-LCY
16h 01m2 stops
£582Delta
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Sat, 6 Dec - Mon, 8 Dec
Virgin Atlantic Logo
07:45 - 23:40LCY-MDW
21h 55m2 stops
Virgin Atlantic Logo
13:47 - 16:35MDW-LCY
20h 48m2 stops
£668Virgin Atlantic
Find Deal
Tue, 11 Nov - Tue, 18 Nov
Multiple Airlines Logo
07:45 - 18:18LCY-MDW
16h 33m2 stops
Multiple Airlines Logo
13:15 - 07:15MDW-LCY
12h 00m2 stops
£711Multiple Airlines
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Fri, 28 Nov - Mon, 1 Dec
Virgin Atlantic Logo
08:40 - 18:18LCY-MDW
15h 38m2 stops
Virgin Atlantic Logo
13:15 - 07:15MDW-LCY
12h 00m2 stops
£752Virgin Atlantic
Find Deal
Mon, 24 Nov - Mon, 1 Dec
Multiple Airlines Logo
08:40 - 23:40LCY-MDW
21h 00m2 stops
Multiple Airlines Logo
10:36 - 08:10MDW-LCY
15h 34m2 stops
£777Multiple Airlines
Find Deal
Sat, 29 Nov - Fri, 5 Dec
Virgin Atlantic Logo
07:45 - 18:18LCY-MDW
16h 33m2 stops
Virgin Atlantic Logo
09:29 - 07:15MDW-LCY
15h 46m2 stops
£815Virgin Atlantic
Find Deal
Wed, 17 Dec - Tue, 30 Dec
Delta Logo
09:20 - 18:00LCY-MDW
14h 40m2 stops
Delta Logo
11:48 - 08:10MDW-LCY
14h 22m2 stops
£3,766Delta
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Tue, 2 Dec - Mon, 22 Dec
Delta Logo
07:45 - 18:18LCY-MDW
16h 33m2 stops
Delta Logo
11:48 - 08:10MDW-LCY
14h 22m2 stops
£3,865Delta
Find Deal
Fri, 19 Dec - Mon, 22 Dec

Virgin Atlantic flights from London City Airport to Chicago Midway Airport

Our best Virgin Atlantic deals on London City Airport to Chicago Midway Airport flight tickets
Virgin Atlantic
9 Dec
LCY10:00London City
19h 47m
2 stops
MDW23:47Chicago Midway
15 Dec
MDW13:14Chicago Midway
12h 01m
2 stops
LCY07:15London City
£530
Find similar
Virgin Atlantic
4 Dec
LCY10:00London City
19h 47m
2 stops
MDW23:47Chicago Midway
8 Dec
MDW13:14Chicago Midway
12h 01m
2 stops
LCY07:15London City
£560
Find similar
Virgin Atlantic
11 Nov
LCY07:45London City
21h 55m
2 stops
MDW23:40Chicago Midway
18 Nov
MDW13:47Chicago Midway
20h 48m
2 stops
LCY16:35London City
£668
Find similar

Delta flights from London City Airport to Chicago Midway Airport

Our best Delta deals on London City Airport to Chicago Midway Airport flight tickets
Delta
6 Dec
LCY08:40London City
15h 26m
2 stops
MDW18:06Chicago Midway
8 Dec
MDW10:49Chicago Midway
16h 01m
2 stops
LCY08:50London City
£582
Find similar
Delta
2 Dec
LCY09:20London City
14h 40m
2 stops
MDW18:00Chicago Midway
22 Dec
MDW11:48Chicago Midway
14h 22m
2 stops
LCY08:10London City
£3,766
Find similar
Delta
19 Dec
LCY07:45London City
16h 33m
2 stops
MDW18:18Chicago Midway
22 Dec
MDW11:48Chicago Midway
14h 22m
2 stops
LCY08:10London City
£3,865
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from London City Airport to Chicago Midway Airport 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, momondo users made 279,928 searches. Data last updated 27 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

Fly to

Route

Depart

Return

Price

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 9/12

10:00-23:47

2 stops19h 47m

Chicago Midway

Mon 15/12

13:14-07:15

2 stops12h 01m

£530

LondonChicago

LCY - MDW

LCYMDW

London City

Thu 4/12

10:00-23:47

2 stops19h 47m

Chicago Midway

Mon 8/12

13:14-07:15

2 stops12h 01m

£560

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 6/12

08:40-18:06

2 stops15h 26m

Chicago Midway

Mon 8/12

10:49-08:50

2 stops16h 01m

£582

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 11/11

07:45-23:40

2 stops21h 55m

Chicago Midway

Tue 18/11

13:47-16:35

2 stops20h 48m

£668

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 28/11

07:45-18:18

2 stops16h 33m

Chicago Midway

Mon 1/12

13:15-07:15

2 stops12h 00m

£711

LondonChicago

LCY - MDW

LCYMDW

London City

Mon 24/11

08:40-18:18

2 stops15h 38m

Chicago Midway

Mon 1/12

13:15-07:15

2 stops12h 00m

£752

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 29/11

08:40-23:40

2 stops21h 00m

Chicago Midway

Fri 5/12

10:36-08:10

2 stops15h 34m

£777

LondonChicago

LCY - MDW

LCYMDW

London City

Wed 17/12

07:45-18:18

2 stops16h 33m

Chicago Midway

Tue 30/12

09:29-07:15

2 stops15h 46m

£815

LondonChicago

LCY - MDW

LCYMDW

London City

Tue 2/12

09:20-18:00

2 stops14h 40m

Chicago Midway

Mon 22/12

11:48-08:10

2 stops14h 22m

£3,766

LondonChicago

LCY - MDW

LCYMDW

London City

Fri 19/12

07:45-18:18

2 stops16h 33m

Chicago Midway

Mon 22/12

11:48-08:10

2 stops14h 22m

£3,865

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from London City Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from London City Airport. The lowest ticket price found for a Thursday departure recently was £512. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from London City Airport to Chicago Midway Airport for around £737.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

The cheapest time of day to fly to Chicago Midway Airport is in the afternoon when flights can be purchased for as low as £480. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £691.

When to book flights from London City Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from London City Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap London City Airport to Chicago Midway Airport (LCY to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from London City Airport to Chicago Midway Airport

Direct flights

None
There are no direct flights from London City Airport to Chicago Midway Airport. There are no popular flight routes from London City Airport to Chicago Midway Airport.
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  • How far is London City to Chicago Midway by plane?

    The straight-line distance from London City to Chicago Midway is 3960.3 mi. Typically, this will take 14h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from London City Airport to Chicago Midway Airport?

    Prices for flights from London City Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How old do you have to be to fly from London City Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from London City Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from London to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from London.

Can I find flights from London to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from London with this policy.

How can momondo help me find flights from London to Chicago?

Once you have performed a search for London to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from London to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of London to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

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