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Cheap flights from Illinois to London Southend Airport from £327

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
8 Jun — 15 Jun1
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 9 May 2026.

Sun 10/511:05
ORD
-
SEN
2 stops26h 30m
Multiple Airlines
Tue 19/506:30
SEN
-
ORD
2 stops19h 25m
Multiple Airlines
Deal found 5/5£609
Fri 8/509:55
ORD
-
SEN
3 stops29h 50m
Multiple Airlines
Tue 12/506:30
SEN
-
ORD
2 stops19h 38m
Multiple Airlines
Deal found 6/5£676
Wed 29/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Wed 5/812:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Deal found 8/5£773
Wed 22/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Wed 29/712:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Deal found 8/5£801
Wed 15/719:25
ORD
-
SEN
2 stops15h 15m
Multiple Airlines
Wed 22/712:15
SEN
-
ORD
2 stops15h 10m
Multiple Airlines
Deal found 4/5£810
Wed 27/507:05
STL
-
SEN
3 stops27h 35m
Multiple Airlines
Wed 10/620:15
SEN
-
STL
3 stops29h 54m
Multiple Airlines
Deal found 8/5£923
Wed 10/614:15
STL
-
SEN
3 stops20h 25m
Multiple Airlines
Sun 14/620:05
SEN
-
STL
3 stops30h 04m
Multiple Airlines
Deal found 7/5£937
Wed 3/614:15
STL
-
SEN
3 stops20h 25m
Multiple Airlines
Wed 10/620:15
SEN
-
STL
3 stops29h 54m
Multiple Airlines
Deal found 6/5£961
Fri 5/614:15
STL
-
SEN
3 stops25h 30m
Multiple Airlines
Sat 13/607:55
SEN
-
STL
3 stops34h 11m
Multiple Airlines
Deal found 5/5£1,037
Fri 5/613:05
STL
-
SEN
2 stops15h 40m
Multiple Airlines
Fri 12/608:10
SEN
-
STL
2 stops18h 15m
Multiple Airlines
Deal found 7/5£1,093
Thu 14/513:05
STL
-
SEN
2 stops15h 40m
Multiple Airlines
Thu 28/510:10
SEN
-
STL
3 stops39h 59m
Multiple Airlines
Deal found 7/5£1,142
Wed 13/513:05
STL
-
SEN
2 stops17h 55m
Multiple Airlines
Sat 13/607:55
SEN
-
STL
3 stops17h 28m
Multiple Airlines
Deal found 6/5£1,157

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 9 May 2026.

Round-trip from

£773

One-way from

£327

Popular in

June

Cheapest in

February

Average price

£679
29/7-5/8
  • 29/7-5/8
  • 4 total stops
  • 30h 25m total
  • Illinois to London
Search Deals
4/7
  • 4/7
  • 3 total stops
  • 29h 55m total
  • Illinois to London
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (£146 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (£26 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 9 May 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

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 29/7

19:25-16:40

2 stops15h 15m

London Southend

Wed 5/8

12:15-21:25

2 stops15h 10m

£773

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 22/7

19:25-16:40

2 stops15h 15m

London Southend

Wed 29/7

12:15-21:25

2 stops15h 10m

£801

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 15/7

19:25-16:40

2 stops15h 15m

London Southend

Wed 22/7

12:15-21:25

2 stops15h 10m

£810

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 1/7

09:50-16:40

2 stops24h 50m

London Southend

Sun 5/7

19:50-12:55

2 stops23h 05m

£912

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Wed 27/5

07:05-16:40

3 stops27h 35m

London Southend

Wed 10/6

20:15-20:09

3 stops29h 54m

£923

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Fri 22/5

19:05-21:45

2 stops20h 40m

London Southend

Tue 26/5

06:30-20:08

2 stops19h 38m

£953

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Wed 3/6

14:15-16:40

3 stops20h 25m

London Southend

Wed 10/6

20:15-20:09

3 stops29h 54m

£961

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Fri 26/6

14:00-21:45

3 stops25h 45m

London Southend

Sat 18/7

17:20-21:25

3 stops34h 05m

£969

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Fri 5/6

14:15-21:45

3 stops25h 30m

London Southend

Sat 13/6

07:55-12:06

3 stops34h 11m

£1,037

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Fri 5/6

13:05-10:45

2 stops15h 40m

London Southend

Fri 12/6

08:10-20:25

2 stops18h 15m

£1,093

Flights are sorted by cheapest return flights first.

Deals found on 5/5

Showing 1-10 of 38 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
Milton Keynes
Wembley
Croydon
Hounslow
Luton
Gatwick
Ilford
Slough
Hayes
Brentford
Colchester
Romford
Watford
Kingston upon Thames
Eastbourne
Ipswich
Southend-on-Sea
Guildford
Bishop's Stortford
Chelmsford

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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How does Cheapflights help users find flights 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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