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Cheap flights from Illinois to London Southend Airport from £260

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 14/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
30 Nov — 7 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 31 October 2025.

Wed 3/1222:35ORD - SEN
2 stops16h 25mMultiple Airlines
Mon 8/1207:15SEN - ORD
2 stops18h 50mMultiple Airlines
Deal found 30/10£543
Sun 9/1118:30ORD - SEN
2 stops14h 20mMultiple Airlines
Sun 16/1117:25SEN - ORD
2 stops29h 55mMultiple Airlines
Deal found 29/10£556
Wed 5/1122:35ORD - SEN
2 stops16h 25mMultiple Airlines
Wed 12/1107:10SEN - ORD
2 stops18h 55mMultiple Airlines
Deal found 29/10£568
Mon 15/1219:40ORD - SEN
2 stops18h 05mMultiple Airlines
Thu 18/1206:50SEN - ORD
2 stops17h 05mMultiple Airlines
Deal found 30/10£697
Thu 18/1208:00ORD - SEN
3 stops21h 40mMultiple Airlines
Fri 26/1207:35SEN - ORD
2 stops18h 30mMultiple Airlines
Deal found 30/10£831
Mon 8/1218:50ORD - SEN
2 stops18h 55mMultiple Airlines
Thu 18/1206:50SEN - ORD
2 stops17h 05mMultiple Airlines
Deal found 29/10£921
Sun 21/1219:40ORD - SEN
2 stops13h 10mMultiple Airlines
Sat 27/1207:15SEN - ORD
2 stops16h 40mMultiple Airlines
Deal found 29/10£1,153
Mon 22/1218:50ORD - SEN
2 stops18h 55mMultiple Airlines
Thu 1/106:50SEN - ORD
2 stops19h 10mMultiple Airlines
Deal found 30/10£1,205
Thu 18/1215:50ORD - SEN
2 stops15h 00mMultiple Airlines
Mon 29/1207:15SEN - ORD
2 stops16h 40mMultiple Airlines
Deal found 31/10£1,229
Sun 21/1215:50ORD - SEN
2 stops17h 00mMultiple Airlines
Fri 2/106:40SEN - ORD
2 stops17h 15mMultiple Airlines
Deal found 29/10£1,392

Cheap flight deals from Illinois to Southend

Keep the following information in mind while searching for Illinois to Southend flight deals. Data was last updated 31 October 2025.

Round-trip from

£533

One-way from

£260

Popular in

June

Cheapest in

February

Average price

£508
7/2-15/2
  • 7/2-15/2
  • 4 total stops
  • 56h 40m total
  • Illinois to London
Search Deals
14/1
  • 14/1
  • 3 total stops
  • 39h 05m total
  • Illinois to London
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (£116 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (£21 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2025
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 31 October 2025.
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

Sat 7/2

07:15-20:50

2 stops31h 35m

London Southend

Sun 15/2

18:05-13:10

2 stops25h 05m

£533

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 3/12

22:35-21:00

2 stops16h 25m

London Southend

Mon 8/12

07:15-20:05

2 stops18h 50m

£543

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 12/2

15:35-12:50

2 stops15h 15m

London Southend

Mon 16/2

07:15-18:25

2 stops17h 10m

£554

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Mon 20/4

15:45-19:50

3 stops22h 05m

London Southend

Sun 26/4

15:35-17:50

3 stops32h 15m

£647

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Mon 15/12

19:40-19:45

2 stops18h 05m

London Southend

Thu 18/12

06:50-17:55

2 stops17h 05m

£697

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 18/12

08:00-11:40

3 stops21h 40m

London Southend

Fri 26/12

07:35-20:05

2 stops18h 30m

£831

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Mon 8/12

18:50-19:45

2 stops18h 55m

London Southend

Thu 18/12

06:50-17:55

2 stops17h 05m

£921

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 21/12

19:40-14:50

2 stops13h 10m

London Southend

Sat 27/12

07:15-17:55

2 stops16h 40m

£1,153

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 18/12

15:50-12:50

2 stops15h 00m

London Southend

Mon 29/12

07:15-17:55

2 stops16h 40m

£1,229

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 14/1

12:05-09:10

3 stops39h 05m

£260

Flights are sorted by cheapest return flights first.

Deals found on 30/10

Showing 1-10 of 25 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
Slough
Gatwick
Hounslow
Luton
Ilford
Wembley
Deal
Hayes
Colchester
Watford
Winchester
Chichester
Crawley
Romford
Brentford
Ipswich
Bedford
Eastbourne

Browse thousands of different options on Cheapflights for your next trip

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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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