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Southend

$281+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SEN
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This Mytrip deal was found by Cheapflights users on 11/1. 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 12/36:30 pmORD - SEN
2 stops20h 30mMultiple Airlines
Mon 12/87:15 amSEN - ORD
2 stops16h 05mMultiple Airlines
Deal found 11/1$673
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Sun 11/96:30 pmORD - SEN
3 stops22h 30mMultiple Airlines
Tue 11/188:00 amSEN - ORD
3 stops37h 00mMultiple Airlines
Deal found 11/2$717
This Mytrip deal was found by Cheapflights users on 10/31. 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 11/273:35 pmORD - SEN
2 stops15h 15mMultiple Airlines
Wed 12/37:10 amSEN - ORD
2 stops18h 55mMultiple Airlines
Deal found 10/31$746
This Mytrip deal was found by Cheapflights users on 11/1. 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 12/106:30 pmORD - SEN
2 stops16h 45mMultiple Airlines
Fri 12/196:40 amSEN - ORD
2 stops16h 40mMultiple Airlines
Deal found 11/1$849
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Sun 11/166:30 pmORD - SEN
3 stops22h 30mMultiple Airlines
Wed 11/197:10 amSEN - ORD
2 stops18h 50mMultiple Airlines
Deal found 11/2$906
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Sun 11/912:50 pmORD - SEN
2 stops15h 40mMultiple Airlines
Wed 11/127:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Deal found 11/1$1,174
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Sat 11/86:50 pmORD - SEN
2 stops20h 00mMultiple Airlines
Wed 11/127:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Deal found 11/2$1,360
This Mytrip deal was found by Cheapflights users on 10/31. 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 12/104:05 pmSTL - SEN
2 stops22h 55mMultiple Airlines
Mon 12/157:15 amSEN - STL
3 stops22h 23mMultiple Airlines
Deal found 10/31$1,512
This Mytrip deal was found by Cheapflights users on 10/31. 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 12/254:05 pmSTL - SEN
2 stops14h 45mMultiple Airlines
Wed 12/317:10 amSEN - STL
3 stops22h 05mMultiple Airlines
Deal found 10/31$1,765
This Mytrip deal was found by Cheapflights users on 11/2. 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 12/184:05 pmSTL - SEN
2 stops14h 45mMultiple Airlines
Fri 1/210:00 amSEN - STL
3 stops35h 29mMultiple Airlines
Deal found 11/2$3,119

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 November 2, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$673
(Mytrip)

One-way from

$281
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$692
Provider with most accurate pricing for Chicago (CHI)-London (LON) flight deals.
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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 ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 2, 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

Wed 12/3

6:30 pm-9:00 pm

2 stops20h 30m

London Southend

Mon 12/8

7:15 am-5:20 pm

2 stops16h 05m

$673

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/9

6:30 pm-11:00 pm

3 stops22h 30m

London Southend

Tue 11/18

8:00 am-3:00 pm

3 stops37h 00m

$717

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 11/27

3:35 pm-12:50 pm

2 stops15h 15m

London Southend

Wed 12/3

7:10 am-8:05 pm

2 stops18h 55m

$746

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 12/10

6:30 pm-5:15 pm

2 stops16h 45m

London Southend

Fri 12/19

6:40 am-5:20 pm

2 stops16h 40m

$849

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/16

6:30 pm-11:00 pm

3 stops22h 30m

London Southend

Wed 11/19

7:10 am-8:00 pm

2 stops18h 50m

$906

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/9

12:50 pm-10:30 am

2 stops15h 40m

London Southend

Wed 11/12

7:10 am-5:20 pm

2 stops16h 10m

$1,174

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 11/8

6:50 pm-8:50 pm

2 stops20h 00m

London Southend

Wed 11/12

7:10 am-5:20 pm

2 stops16h 10m

$1,360

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Wed 12/10

4:05 pm-9:00 pm

2 stops22h 55m

London Southend

Mon 12/15

7:15 am-11:38 pm

3 stops22h 23m

$1,512

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Thu 12/25

4:05 pm-12:50 pm

2 stops14h 45m

London Southend

Wed 12/31

7:10 am-11:15 pm

3 stops22h 05m

$1,765

St. LouisLondon

STL - SEN

STLSEN

Lambert-St Louis

Thu 12/18

4:05 pm-12:50 pm

2 stops14h 45m

London Southend

Fri 1/2

10:00 am-3:29 pm

3 stops35h 29m

$3,119

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 27 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
Hounslow
Ilford
Hayes
Southend-on-Sea
Harrow
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Bedford
Chipping Norton
Wembley
Folkestone
Eastbourne
Sutton

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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