Find flights
When to book

Cheap flights from Illinois to London Southend Airport from £283

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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
16 Apr — 23 Apr1
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 17 March 2026.

Sun 10/518:00
ORD
-
SEN
2 stops19h 35m
Multiple Airlines
Sat 16/516:50
SEN
-
ORD
2 stops29h 10m
Multiple Airlines
Deal found 13/3£541
Fri 24/421:40
ORD
-
SEN
2 stops18h 05m
Multiple Airlines
Wed 29/408:25
SEN
-
ORD
2 stops17h 00m
Multiple Airlines
Deal found 12/3£604
Fri 3/422:30
ORD
-
SEN
2 stops17h 15m
Multiple Airlines
Wed 8/408:25
SEN
-
ORD
2 stops17h 00m
Multiple Airlines
Deal found 12/3£699
Sun 22/317:05
ORD
-
SEN
3 stops24h 55m
Multiple Airlines
Tue 24/320:20
SEN
-
ORD
2 stops24h 40m
Multiple Airlines
Deal found 13/3£714
Wed 15/412:50
ORD
-
SEN
2 stops18h 10m
Multiple Airlines
Sun 19/407:25
SEN
-
ORD
2 stops16h 24m
Multiple Airlines
Deal found 14/3£766
Thu 14/515:40
ORD
-
SEN
2 stops16h 20m
Multiple Airlines
Mon 18/507:50
SEN
-
ORD
2 stops35h 30m
Multiple Airlines
Deal found 14/3£781
Sun 13/921:00
ORD
-
SEN
3 stops16h 35m
Multiple Airlines
Sun 20/920:05
SEN
-
ORD
3 stops29h 43m
Multiple Airlines
Deal found 12/3£821
Sun 5/411:25
ORD
-
SEN
2 stops26h 10m
Multiple Airlines
Sun 12/417:10
SEN
-
ORD
2 stops22h 30m
Multiple Airlines
Deal found 15/3£824
Tue 28/416:20
ORD
-
SEN
1 stop21h 20m
Multiple Airlines
Tue 5/506:30
SEN
-
ORD
2 stops39h 30m
Multiple Airlines
Deal found 13/3£881
Sun 26/417:10
ORD
-
SEN
1 stop11h 20m
Multiple Airlines
Sun 3/507:25
SEN
-
ORD
1 stop13h 45m
Multiple Airlines
Deal found 12/3£908
Wed 13/515:40
ORD
-
SEN
2 stops15h 20m
Multiple Airlines
Mon 18/511:10
SEN
-
ORD
2 stops16h 15m
Multiple Airlines
Deal found 16/3£952
Sun 15/319:50
ORD
-
SEN
3 stops22h 10m
Multiple Airlines
Sun 22/307:10
SEN
-
ORD
3 stops32h 55m
Multiple Airlines
Deal found 14/3£953

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 17 March 2026.

Round-trip from

£541

One-way from

£283

Popular in

June

Cheapest in

February

Average price

£532
10/5-16/5
  • 10/5-16/5
  • 4 total stops
  • 48h 45m total
  • Illinois to London
Search Deals
6/5
  • 6/5
  • 2 total stops
  • 20h 00m total
  • Illinois to London
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (£113 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (£21 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 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 17 March 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

Sun 10/5

18:00-19:35

2 stops19h 35m

London Southend

Sat 16/5

16:50-16:00

2 stops29h 10m

£541

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Fri 24/4

21:40-21:45

2 stops18h 05m

London Southend

Wed 29/4

08:25-19:25

2 stops17h 00m

£604

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 15/4

12:50-13:00

2 stops18h 10m

London Southend

Sun 19/4

07:25-17:49

2 stops16h 24m

£766

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 14/5

15:40-14:00

2 stops16h 20m

London Southend

Mon 18/5

07:50-13:20

2 stops35h 30m

£781

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 13/9

21:00-19:35

3 stops16h 35m

London Southend

Sun 20/9

20:05-19:48

3 stops29h 43m

£821

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Tue 28/4

16:20-19:40

1 stop21h 20m

London Southend

Tue 5/5

06:30-16:00

2 stops39h 30m

£881
Fastest return journey

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 26/4

17:10-10:30

1 stop11h 20m

London Southend

Sun 3/5

07:25-15:10

1 stop13h 45m

£908

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 13/5

15:40-13:00

2 stops15h 20m

London Southend

Mon 18/5

11:10-21:25

2 stops16h 15m

£955

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 6/6

11:05-10:25

2 stops17h 20m

London Southend

Thu 18/6

10:10-19:59

2 stops15h 49m

£969

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 9/4

13:57-10:45

2 stops14h 48m

London Southend

Sun 12/4

07:25-15:10

1 stop13h 45m

£1,332

Flights are sorted by cheapest return flights first.

Deals found on 12/3

Showing 1-10 of 28 resultsSorted by cheapest first
1
2
3

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
Luton
Hounslow
Slough
Gatwick
Ilford
Hayes
Brentford
Colchester
Guildford
Watford
Kingston upon Thames
Eastbourne
Romford
Ipswich
Bedford
Chelmsford
Southend-on-Sea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Southend

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Heathrow flights
Newark to Heathrow flights
John F Kennedy Intl to Gatwick flights
John F Kennedy Intl to Stansted flights
Newark to Gatwick flights
LaGuardia to Heathrow flights
Boston to Heathrow flights
Dulles Intl to Heathrow flights
John F Kennedy Intl to London City flights
Los Angeles to Heathrow flights
Baltimore to Heathrow flights
San Francisco to Heathrow flights
O'Hare Intl to Heathrow flights
LaGuardia to Gatwick flights
Dallas/Fort Worth to Heathrow flights
Seattle to Heathrow flights
Newark to Stansted flights
Boston to Gatwick flights
Newark to Luton flights
Newark to London City flights
Atlanta to Heathrow flights
Orlando to Heathrow flights
Hobby to Heathrow flights
Dulles Intl to Gatwick flights
Reagan-National to Heathrow flights
Boston to London City flights
Miami to Heathrow flights
LaGuardia to Stansted flights
Dulles Intl to London City flights
Boston to Stansted flights
Los Angeles to Stansted flights
Philadelphia to Heathrow flights
Denver to Heathrow flights
Baltimore to Gatwick flights
Reagan-National to Gatwick flights
George Bush Intcntl to Heathrow flights
Los Angeles to Gatwick flights
Los Angeles to London City flights
O'Hare Intl to Gatwick flights
Minneapolis to Heathrow flights
O'Hare Intl to London City flights
San Francisco to Gatwick flights
Raleigh to Heathrow flights
O'Hare Intl to Stansted flights
Tampa to Heathrow flights
Dallas/Fort Worth to Gatwick flights
Seattle to Gatwick flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Southend from Illinois today with Cheapflights!

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.