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Southend

$356+ Cheap flights from Illinois to Southend (SEN)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Illinois to Southend

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 January 29, 2026.

This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:15 pm
ORD
-
SEN
2 stops14h 45m
Multiple Airlines
Thu 4/3010:10 am
SEN
-
ORD
2 stops15h 45m
Multiple Airlines
Deal found 1/27$721
This Booking.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:30 pm
ORD
-
SEN
2 stops14h 20m
Multiple Airlines
Tue 2/247:35 am
SEN
-
ORD
2 stops15h 45m
Multiple Airlines
Deal found 1/27$726
This Flightnetwork deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/1510:00 am
ORD
-
SEN
2 stops23h 50m
Multiple Airlines
Sun 3/225:25 pm
SEN
-
ORD
2 stops26h 35m
Multiple Airlines
Deal found 1/28$827
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:25 pm
ORD
-
SEN
1 stop11h 35m
Multiple Airlines
Fri 3/206:40 am
SEN
-
ORD
1 stop13h 40m
Multiple Airlines
Deal found 1/27$1,202
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:05 pm
STL
-
SEN
2 stops14h 45m
Multiple Airlines
Sun 3/152:20 pm
SEN
-
STL
3 stops32h 40m
Multiple Airlines
Deal found 1/27$3,116

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$721
(Mytrip)

One-way from

$356
(Kiwi.com)

Popular in

June

Cheapest in

April

Average price

$666
Provider with most accurate pricing for Chicago (CHI)-London (LON) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-London (LON) flights.
Search Deals
From Illinois to London Southend
Search Deals
One-way flight from Illinois to London Southend
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($203 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated January 29, 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

Wed 4/15

4:15 pm-1:00 pm

2 stops14h 45m

London Southend

Thu 4/30

10:10 am-7:55 pm

2 stops15h 45m

$721

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 2/15

6:30 pm-2:50 pm

2 stops14h 20m

London Southend

Tue 2/24

7:35 am-5:20 pm

2 stops15h 45m

$726

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 3/15

10:00 am-2:50 pm

2 stops23h 50m

London Southend

Sun 3/22

5:25 pm-3:00 pm

2 stops26h 35m

$827

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Fri 3/13

5:25 pm-10:00 am

1 stop11h 35m

London Southend

Fri 3/20

6:40 am-3:20 pm

1 stop13h 40m

$1,202

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Thu 3/5

4:05 pm-12:50 pm

2 stops14h 45m

London Southend

Sun 3/15

2:20 pm-6:00 pm

3 stops32h 40m

$3,116

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Tue 3/17

7:30 pm-10:55 pm

3 stops22h 25m

$356

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 2/8

6:30 pm-11:00 pm

3 stops22h 30m

$363

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 3/11

12:44 pm-9:00 pm

3 stops27h 16m

$363

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Mon 2/2

4:38 pm-10:00 am

2 stops35h 22m

$367

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 2/11

6:30 pm-11:00 pm

3 stops22h 30m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 23 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 round-trip 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 vacation 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.

Traveling to a place near London Southend Airport?

Book flights to London Southend Airport if you plan to visit one of these locations
Ilford
Hounslow
Southend-on-Sea
Harrow
Croydon
Eastleigh
Gatwick
Dartford
Dover
Winchester
Orpington
Watford
Hayes
Borehamwood
Aylesbury
Chipping Norton
Horley
Kingston upon Thames
Eastbourne
Sutton

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