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Cheap flights from London Southend Airport to Chicago from $558

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 Southend Airport to Chicago departing on 6/14. 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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Find the cheapest flights from London Southend Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:10 am - 4:45 pm
SEN
-
ORD
15h 35m2 stops
Multiple Airlines Logo
7:20 pm - 9:00 pm
ORD
-
SEN
19h 40m2 stops
$707Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
7:10 am - 4:45 pm
SEN
-
ORD
15h 35m2 stops
Multiple Airlines Logo
7:20 pm - 9:00 pm
ORD
-
SEN
19h 40m3 stops
$711Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
7:10 am - 4:45 pm
SEN
-
ORD
15h 35m2 stops
Multiple Airlines Logo
7:20 pm - 9:00 pm
ORD
-
SEN
19h 40m2 stops
$718Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
7:10 am - 9:35 pm
SEN
-
ORD
20h 25m2 stops
Multiple Airlines Logo
5:20 pm - 9:00 pm
ORD
-
SEN
21h 40m1 stop
$1,012Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
2:35 pm - 2:20 pm
SEN
-
ORD
29h 45m1 stop
Multiple Airlines Logo
7:20 pm - 3:05 pm
ORD
-
SEN
37h 45m2 stops
$2,339Multiple Airlines
Thu, Feb 5 - Thu, Feb 12

momondo Fare Finder

 
Customize your flight search to find flights from London Southend Airport to Chicago O'Hare Intl 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 832,500 searches. Data last updated December 22, 2025.
Use the filters below to find and compare flights from London Southend Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/4

7:10 am-4:45 pm

2 stops15h 35m

Chicago O'Hare Intl

Wed 2/11

7:20 pm-9:00 pm

2 stops19h 40m

$707

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/4

7:10 am-4:45 pm

2 stops15h 35m

Chicago O'Hare Intl

Wed 2/11

7:20 pm-9:00 pm

3 stops19h 40m

$711

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/4

7:10 am-4:45 pm

2 stops15h 35m

Chicago O'Hare Intl

Wed 2/11

7:20 pm-9:00 pm

2 stops19h 40m

$718

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/4

7:10 am-9:35 pm

2 stops20h 25m

Chicago O'Hare Intl

Wed 2/11

5:20 pm-9:00 pm

1 stop21h 40m

$1,012

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 2/5

2:35 pm-2:20 pm

1 stop29h 45m

Chicago O'Hare Intl

Thu 2/12

7:20 pm-3:05 pm

2 stops37h 45m

$2,339

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 6/14

3:35 pm-2:00 pm

2 stops28h 25m

$558

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 2/2

7:15 am-5:20 pm

2 stops16h 05m

$573

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/11

7:10 am-5:20 pm

2 stops16h 10m

$574

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 6/12

7:30 am-3:10 pm

3 stops37h 40m

$577

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 5/29

11:20 am-9:40 pm

2 stops16h 20m

$612

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from London Southend Airport to Chicago O'Hare Intl 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 O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $771. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from London Southend Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $872.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from London Southend Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $695 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $910. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from London Southend Airport to Chicago O'Hare Intl Airport

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

Cheap London Southend Airport to Chicago O'Hare Intl Airport (SEN to ORD) flight deals and tips

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

Fastest flight time

13h 40m

Direct flights

None
The fastest flight from London Southend Airport to Chicago O'Hare Intl Airport takes 13h 40m
There are no direct flights from London Southend Airport to Chicago O'Hare Intl Airport. There are no popular flight routes from London Southend Airport to Chicago O'Hare Intl Airport.
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  • How far is London Southend to Chicago O'Hare Intl by plane?

    The straight-line distance from London Southend to Chicago O'Hare Intl is 3979.6 mi. Flights usually cover this in 13h 40m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from London Southend Airport to Chicago O'Hare Intl Airport are updated daily.

  • How old do you have to be to fly from London Southend Airport to Chicago O'Hare Intl 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 London Southend Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

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

It is quick and easy to find London to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. All flights to Chicago from London on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential London to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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.

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