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Cheap flights from London Southend Airport to Chicago from $546

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 12/8. 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 Southend Airport to Chicago

Cheap round-trip flights

Multiple Airlines Logo
8:50 pm - 4:30 pmSEN-ORD
25h 40m2 stops
Multiple Airlines Logo
9:55 am - 3:45 pmORD-SEN
23h 50m3 stops
$918Multiple Airlines
Find Deal
Fri, Sep 19 - Thu, Oct 2
Multiple Airlines Logo
7:15 am - 4:15 pmSEN-ORD
38h 00m2 stops
Multiple Airlines Logo
5:20 pm - 1:35 pmORD-SEN
14h 15m1 stop
$958Multiple Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
8:00 am - 4:10 pmSEN-ORD
13h 10m1 stop
Multiple Airlines Logo
5:20 pm - 10:25 amORD-SEN
11h 05m1 stop
$1,025Multiple Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
Multiple Airlines Logo
8:50 pm - 4:30 pmSEN-ORD
25h 40m2 stops
Multiple Airlines Logo
7:25 pm - 3:45 pmORD-SEN
14h 20m2 stops
$1,158Multiple Airlines
Find Deal
Fri, Sep 19 - Thu, Oct 2
Multiple Airlines Logo
2:35 pm - 3:20 pmSEN-ORD
29h 45m1 stop
Multiple Airlines Logo
5:20 pm - 1:35 pmORD-SEN
14h 15m1 stop
$2,401Multiple Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6

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 September 16, 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

Fri 9/19

8:50 pm-4:30 pm

2 stops25h 40m

Chicago O'Hare Intl

Thu 10/2

9:55 am-3:45 pm

3 stops23h 50m

$918

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 10/30

7:15 am-4:15 pm

2 stops38h 00m

Chicago O'Hare Intl

Thu 11/6

5:20 pm-1:35 pm

1 stop14h 15m

$958

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 10/31

8:00 am-4:10 pm

1 stop13h 10m

Chicago O'Hare Intl

Sun 11/2

5:20 pm-10:25 am

1 stop11h 05m

$1,025

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 9/19

8:50 pm-4:30 pm

2 stops25h 40m

Chicago O'Hare Intl

Thu 10/2

7:25 pm-3:45 pm

2 stops14h 20m

$1,158

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 10/30

2:35 pm-3:20 pm

1 stop29h 45m

Chicago O'Hare Intl

Thu 11/6

5:20 pm-1:35 pm

1 stop14h 15m

$2,401

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 12/8

7:15 am-5:55 pm

2 stops16h 40m

$546

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 9/25

6:30 am-4:30 pm

2 stops40h 00m

$548

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 9/21

3:35 pm-4:40 pm

2 stops31h 05m

$562

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 9/22

8:05 pm-9:18 am

3 stops43h 13m

$570

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 10/6

11:05 am-9:43 am

3 stops28h 38m

$576

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 $777. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $924.

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 $938. 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

Direct flights

None
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 10m, 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
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
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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