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Cheap flights from Illinois to London Southend Airport from £228

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
4 Mar — 11 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Southend

Enter your travel dates to find the best prices.

Cheapest flights from Illinois to Southend
Explore the most affordable flight options available from Illinois to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2 February 2026.

Sun 1/318:30
ORD
-
SEN
2 stops14h 20m
Multiple Airlines
Tue 10/307:35
SEN
-
ORD
2 stops15h 45m
Multiple Airlines
Deal found 31/1£476
Wed 11/319:30
ORD
-
SEN
2 stops16h 45m
Multiple Airlines
Sun 15/317:25
SEN
-
ORD
2 stops29h 55m
Multiple Airlines
Deal found 1/2£512
Wed 18/317:25
ORD
-
SEN
2 stops22h 35m
Multiple Airlines
Wed 25/307:10
SEN
-
ORD
1 stop14h 00m
Multiple Airlines
Deal found 1/2£597
Sun 3/513:00
STL
-
SEN
2 stops15h 30m
Multiple Airlines
Sun 10/507:25
SEN
-
STL
2 stops18h 40m
Multiple Airlines
Deal found 31/1£658
Wed 11/323:35
ORD
-
SEN
2 stops16h 25m
Multiple Airlines
Wed 18/307:10
SEN
-
ORD
2 stops18h 55m
Multiple Airlines
Deal found 1/2£700

Find flight deals from Illinois to Southend

Keep the following information in mind while searching for Illinois to Southend flight deals. Data was last updated 2 February 2026.

Round-trip from

£476

One-way from

£228

Popular in

June

Cheapest in

April

Average price

£481
1/3-10/3
  • 1/3-10/3
  • 4 total stops
  • 30h 05m total
  • Illinois to London
Search Deals
18/4
  • 18/4
  • 3 total stops
  • 41h 37m total
  • Illinois to London
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (£107 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (£20 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Illinois to Southend 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, Cheapflights users made 858,174 searches. Data last updated 2 February 2026.
Use the filters below to find and compare flights from Illinois to London Southend Airport that are best for you.

Fly from

Illinois

Fly to

Southend

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

£476

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/3

19:30-17:15

2 stops16h 45m

London Southend

Sun 15/3

17:25-18:20

2 stops29h 55m

£512

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 18/3

17:25-21:00

2 stops22h 35m

London Southend

Wed 25/3

07:10-16:10

1 stop14h 00m

£597

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Sun 3/5

13:00-10:30

2 stops15h 30m

London Southend

Sun 10/5

07:25-20:05

2 stops18h 40m

£658

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/3

23:35-21:00

2 stops16h 25m

London Southend

Wed 18/3

07:10-21:05

2 stops18h 55m

£700

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Sat 18/4

20:13-19:50

3 stops41h 37m

£228

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 8/2

18:30-23:00

3 stops22h 30m

£260

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 7/3

17:30-11:25

3 stops35h 55m

£286

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Tue 21/4

07:00-22:20

3 stops33h 20m

£295

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Fri 20/2

18:51-10:30

2 stops57h 39m

£301

Flights are sorted by cheapest return flights first.

Deals found on 1/2

Showing 1-10 of 27 results
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Best time to book a flight from Illinois to Southend

Have a flexible travel schedule? Discover the best time to fly to Southend from Illinois with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to London Southend Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Southend. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Illinois to Southend that include hotel bookings?

    Yes. In addition to deals on Illinois to Southend flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Southend?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Southend.

  • Can I find deals for business class flights from Illinois to Southend?

    Yes. Cheapflights offers flight deals from Illinois to Southend by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Travelling to a place near London Southend Airport?

Book flights to London Southend Airport if you plan to visit one of these locations
Milton Keynes
Croydon
Luton
Wembley
Gatwick
Slough
Ilford
Hounslow
Brentford
Hayes
Colchester
Watford
Guildford
Bedford
Chelmsford
Eastbourne
Crawley
Kingston upon Thames
Romford
Ipswich

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Southend

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Fly with Cheapflights

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How does Cheapflights help users find flights from Illinois to Southend?

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Why should you use Cheapflights to find cheap flight tickets from Illinois to Southend?

Cheapflights simply makes it quick and affordable to book flights from Illinois to Southend by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Illinois to Southend with no change fees?

Yes, we can. To see specific flights from Illinois to Southend with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Illinois to Southend become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Southend from Illinois today and book when prices fit your budget.

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