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Cheap flights from Illinois to London Southend Airport from £245

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 25/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
12 Aug — 19 Aug1
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 13 July 2026.

Wed 19/819:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Wed 26/812:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Deal found 12/7£680
Wed 5/819:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Wed 12/812:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Deal found 8/7£683
Tue 25/817:10
ORD
-
SEN
1 stop12h 35m
Multiple Airlines
Tue 1/906:30
SEN
-
ORD
2 stops44h 50m
Multiple Airlines
Deal found 10/7£761
Sun 2/822:25
ORD
-
SEN
2 stops14h 25m
Multiple Airlines
Sun 9/807:35
SEN
-
ORD
2 stops19h 50m
Multiple Airlines
Deal found 7/7£848
Wed 22/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Fri 31/711:20
SEN
-
ORD
2 stops16h 05m
Multiple Airlines
Deal found 10/7£862
Wed 26/817:10
ORD
-
SEN
1 stop17h 30m
Multiple Airlines
Wed 2/908:25
SEN
-
ORD
2 stops20h 19m
Multiple Airlines
Deal found 12/7£894
Fri 18/914:40
STL
-
SEN
2 stops25h 05m
Multiple Airlines
Sat 26/916:50
SEN
-
STL
2 stops26h 35m
Multiple Airlines
Deal found 8/7£974
Thu 23/719:25
ORD
-
SEN
2 stops17h 45m
Multiple Airlines
Sun 26/707:35
SEN
-
ORD
2 stops16h 40m
Multiple Airlines
Deal found 8/7£1,016
Thu 16/719:25
ORD
-
SEN
2 stops17h 45m
Multiple Airlines
Sun 26/707:35
SEN
-
ORD
2 stops16h 40m
Multiple Airlines
Deal found 8/7£1,047
Tue 7/722:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Tue 14/706:30
SEN
-
ORD
3 stops39h 30m
Multiple Airlines
Deal found 7/7£1,131

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 13 July 2026.

Round-trip from

£633

One-way from

£245

Popular in

June

Cheapest in

September

Average price

£719
26/8-31/8
  • 26/8-31/8
  • 4 total stops
  • 31h 30m total
  • Illinois to London
Search Deals
25/7
  • 25/7
  • 3 total stops
  • 29h 45m total
  • Illinois to London
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (£161 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (£30 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 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 13 July 2026.
Use the filters below to find and compare flights from Illinois to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 19/8

19:25-16:40

2 stops15h 15m

London Southend

Wed 26/8

12:15-21:25

2 stops15h 10m

£680

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 5/8

19:25-16:40

2 stops15h 15m

London Southend

Wed 12/8

12:15-21:25

2 stops15h 10m

£683

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Tue 25/8

17:10-11:45

1 stop12h 35m

London Southend

Tue 1/9

06:30-21:20

2 stops44h 50m

£761

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 2/8

22:25-18:50

2 stops14h 25m

London Southend

Sun 9/8

07:35-21:25

2 stops19h 50m

£848

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 22/7

19:25-16:40

2 stops15h 15m

London Southend

Fri 31/7

11:20-21:25

2 stops16h 05m

£862

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Fri 18/9

14:40-21:45

2 stops25h 05m

London Southend

Sat 26/9

16:50-13:25

2 stops26h 35m

£974

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 23/7

19:25-19:10

2 stops17h 45m

London Southend

Sun 26/7

07:35-18:15

2 stops16h 40m

£1,016
Cheapest one-way

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 5/11

18:30-13:30

3 stops37h 00m

£269

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 18/11

18:30-22:20

3 stops21h 50m

£272

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 10/10

19:25-07:20

3 stops29h 55m

£282

Flights are sorted by cheapest return flights first.

Deals found on 8/7

Showing 1-10 of 27 resultsSorted by cheapest first
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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
Hounslow
Milton Keynes
Luton
Wembley
Gatwick
Slough
Croydon
Ilford
Hayes
Brentford
Colchester
Watford
Kingston upon Thames
Eastbourne
Southall
Aylesbury
Romford
Borehamwood
Southend-on-Sea
Uxbridge

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Southend

See prices for flight routes from nearby airports that may be better suited for you.
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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?

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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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