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$542+ Cheap flights from Southend (SEN) to Illinois

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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SEN — ORD
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Southend to Illinois

Cheapest flights from Southend to Illinois
Explore the most affordable flight options available from Southend to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Mytrip deal was found by Cheapflights users on 12/16. 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.
Tue 12/168:20 pmSEN - ORD
2 stops24h 40mMultiple Airlines
Sat 1/317:20 pmORD - SEN
2 stops15h 45mMultiple Airlines
Deal found 12/16$1,250
This Booking.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/307:35 amSEN - ORD
2 stops15h 45mMultiple Airlines
Wed 12/316:30 pmORD - SEN
2 stops16h 45mMultiple Airlines
Deal found 12/17$2,184
This Booking.com deal was found by Cheapflights users on 12/17. 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.
Sat 12/277:15 amSEN - ORD
2 stops16h 40mMultiple Airlines
Fri 1/24:25 pmORD - SEN
1 stop11h 35mMultiple Airlines
Deal found 12/17$2,311
This Booking.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/307:35 amSEN - ORD
2 stops15h 45mMultiple Airlines
Fri 1/24:25 pmORD - SEN
1 stop11h 35mMultiple Airlines
Deal found 12/16$2,808

Find flight deals from Southend to Illinois

Keep the following information in mind while searching for Southend to Illinois flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$849
(Booking.com)

One-way from

$554
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$799
Provider with most accurate pricing for London (LON)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for London (LON)-Chicago (CHI) flights.
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From London Southend to Illinois
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One-way flight from London Southend to Illinois
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Highest demand for flights based on searches. 13% potential increase in price ($108 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Southend to Illinois 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 December 18, 2025.
Use the filters below to find and compare flights from London Southend Airport to Illinois that are best for you.

Fly from

Southend

Fly to

Illinois

Route

Depart

Return

Price

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 1/25

7:10 am-4:55 pm

2 stops15h 45m

Chicago O'Hare Intl

Fri 1/30

7:10 pm-7:20 pm

2 stops18h 10m

$849

LondonChicago

SEN - ORD

SENORD

London Southend

Fri 1/30

6:40 am-2:20 pm

1 stop13h 40m

Chicago O'Hare Intl

Fri 2/6

4:25 pm-3:05 pm

2 stops16h 40m

$1,301

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 12/30

7:35 am-5:20 pm

2 stops15h 45m

Chicago O'Hare Intl

Wed 12/31

6:30 pm-5:15 pm

2 stops16h 45m

$2,184

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 12/27

7:15 am-5:55 pm

2 stops16h 40m

Chicago O'Hare Intl

Fri 1/2

4:25 pm-10:00 am

1 stop11h 35m

$2,311

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 12/30

7:35 am-5:20 pm

2 stops15h 45m

Chicago O'Hare Intl

Fri 1/2

4:25 pm-10:00 am

1 stop11h 35m

$2,808

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 12/22

5:30 pm-3:00 pm

3 stops51h 30m

$542

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 1/11

7:10 am-8:18 am

3 stops31h 08m

$554

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 3/28

8:00 pm-6:46 am

3 stops39h 46m

$566

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 3/25

7:10 am-6:20 pm

2 stops16h 10m

$574

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 2/4

7:10 am-5:20 pm

2 stops16h 10m

$575

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 15 results
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Best time to book a flight from Southend to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Southend 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 London Southend Airport to Illinois
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 Southend to Illinois. 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 Southend to Illinois that include hotel bookings?

    Yes. In addition to deals on Southend to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Southend to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Southend to Illinois.

  • Can I find deals for business class flights from Southend to Illinois?

    Yes. Cheapflights offers flight deals from Southend to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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