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Cheap flights from Chicago to London from £270

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to London departing on 13/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
18:30 - 14:50
ORD
-
SEN
14h 20m
2 stops
Multiple Airlines Logo
07:35 - 18:20
SEN
-
ORD
15h 45m
2 stops
£473Multiple Airlines
Sun, 1 Mar - Tue, 10 Mar
Multiple Airlines Logo
18:30 - 14:50
ORD
-
SEN
14h 20m
2 stops
Multiple Airlines Logo
07:35 - 18:20
SEN
-
ORD
15h 45m
2 stops
£478Multiple Airlines
Sun, 1 Mar - Tue, 10 Mar
Multiple Airlines Logo
19:15 - 23:20
ORD
-
SEN
22h 05m
2 stops
Multiple Airlines Logo
13:30 - 16:10
SEN
-
ORD
32h 40m
2 stops
£481Multiple Airlines
Sat, 18 Apr - Fri, 24 Apr
Multiple Airlines Logo
19:20 - 17:05
ORD
-
SEN
15h 45m
2 stops
Multiple Airlines Logo
07:10 - 17:45
SEN
-
ORD
15h 35m
2 stops
£597Multiple Airlines
Sat, 7 Mar - Wed, 11 Mar
Multiple Airlines Logo
19:20 - 17:05
ORD
-
SEN
15h 45m
2 stops
Multiple Airlines Logo
07:10 - 17:45
SEN
-
ORD
15h 35m
2 stops
£607Multiple Airlines
Sat, 7 Mar - Wed, 11 Mar
Multiple Airlines Logo
19:20 - 20:50
ORD
-
SEN
19h 30m
2 stops
Multiple Airlines Logo
07:15 - 17:45
SEN
-
ORD
15h 30m
2 stops
£607Multiple Airlines
Sat, 7 Mar - Mon, 9 Mar
Multiple Airlines Logo
11:05 - 21:25
ORD
-
SEN
28h 20m
3 stops
Multiple Airlines Logo
17:30 - 18:15
SEN
-
ORD
30h 45m
3 stops
£650Multiple Airlines
Wed, 13 May - Sun, 17 May
Multiple Airlines Logo
20:20 - 20:50
ORD
-
SEN
19h 30m
2 stops
Multiple Airlines Logo
07:10 - 17:45
SEN
-
ORD
15h 35m
2 stops
£658Multiple Airlines
Sat, 21 Mar - Wed, 25 Mar
Multiple Airlines Logo
10:00 - 12:50
ORD
-
SEN
20h 50m
2 stops
Multiple Airlines Logo
18:05 - 13:10
SEN
-
ORD
25h 05m
2 stops
£682Multiple Airlines
Thu, 19 Feb - Sun, 22 Feb
Multiple Airlines Logo
18:20 - 10:30
ORD
-
SEN
11h 10m
1 stop
Multiple Airlines Logo
07:25 - 14:30
SEN
-
ORD
37h 05m
2 stops
£836Multiple Airlines
Sun, 22 Mar - Sun, 29 Mar

momondo Fare Finder

 
Customise your flight search to find flights from Chicago to London Southend 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 7 February 2026.
Use the filters below to find and compare flights from Chicago to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 1/3

18:30-14:50

2 stops14h 20m

London Southend

Tue 10/3

07:35-18:20

2 stops15h 45m

£473

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 1/3

18:30-14:50

2 stops14h 20m

London Southend

Tue 10/3

07:35-18:20

2 stops15h 45m

£478

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 18/4

19:15-23:20

2 stops22h 05m

London Southend

Fri 24/4

13:30-16:10

2 stops32h 40m

£481

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 7/3

19:20-17:05

2 stops15h 45m

London Southend

Wed 11/3

07:10-17:45

2 stops15h 35m

£597

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 7/3

19:20-17:05

2 stops15h 45m

London Southend

Wed 11/3

07:10-17:45

2 stops15h 35m

£607

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 7/3

19:20-20:50

2 stops19h 30m

London Southend

Mon 9/3

07:15-17:45

2 stops15h 30m

£607

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 13/5

11:05-21:25

3 stops28h 20m

London Southend

Sun 17/5

17:30-18:15

3 stops30h 45m

£650

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 21/3

20:20-20:50

2 stops19h 30m

London Southend

Wed 25/3

07:10-17:45

2 stops15h 35m

£658

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 19/2

10:00-12:50

2 stops20h 50m

London Southend

Sun 22/2

18:05-13:10

2 stops25h 05m

£682

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 22/3

18:20-10:30

1 stop11h 10m

London Southend

Sun 29/3

07:25-14:30

2 stops37h 05m

£836

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

When to book flights from Chicago to London Southend Airport

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

Cheap Chicago to London Southend Airport (CHI to SEN) flight deals and tips

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

Fastest flight time

11h 10m

Direct flights

None
The fastest flight from Chicago to London Southend Airport takes 11h 10m
There are no direct flights from Chicago to London Southend Airport. There are no popular flight routes from Chicago to London Southend Airport.
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  • How far is Chicago to London Southend by plane?

    Chicago and London Southend are 3974.0 mi apart from one another. Typically, this will take 11h 10m by plane in normal conditions.

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

    Prices for flights from Chicago to London Southend Airport refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to London Southend Airport.

  • What documentation or ID do you need to fly to London Southend Airport?

    The travel and health documents required for your trip to London Southend Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at London Southend Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • How do I get Price Alerts for flights from Chicago to London Southend Airport?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago from London Southend Airport. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Chicago to London Southend Airport with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Travelling to a place near London?

Book flights to London if you plan to visit one of these locations
Eastbourne
Milton Keynes
Luton
Gatwick
Maidstone
Slough
Southend-on-Sea
Canterbury
Ipswich
Ilford
Guildford
Chelmsford
Hayes
Dover
Folkestone
Bedford
Colchester
Wembley
Worthing
Ramsgate

Why use momondo?

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

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 London from Chicago.

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

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

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

momondo provides multiple filters to help you find the best flight to London from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to London from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your London Southend Airport trip

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