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.
1 adult
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 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 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

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?

The cheapest day to depart on your flight to Chicago 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. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from London Southend Airport to Chicago for around $924.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from London Southend Airport to Chicago during this time can be as low as $653. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $938.

When to book flights from London Southend Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from London Southend Airport to Chicago 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 (SEN to CHI) flight deals and tips

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

Direct flights

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

    The distance between London Southend and Chicago is about 3974.0 mi. Typically, this will take 13h 10m by plane in normal conditions.

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

    Prices for flights from London Southend Airport to Chicago were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from London Southend Airport to Chicago.

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

    The necessary travel and health documents for your Chicago 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

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?

Flights from London to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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?

If you are not ready to book a flight from London to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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1 adult
Thu 10/16
Thu 10/23

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago