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$555+ 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
Dec 1 — Dec 81
Mon 12/1
Mon 12/8
1 adult, Economy
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Find 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 November 1, 2025.

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.
Tue 12/167:35 amSEN - ORD
2 stops15h 45mMultiple Airlines
Sun 12/286:30 pmORD - SEN
2 stops14h 20mMultiple Airlines
Deal found 10/31$918
This Mytrip deal was found by Cheapflights users on 10/30. 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 12/107:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Wed 12/109:50 pmORD - SEN
2 stops17h 10mMultiple Airlines
Deal found 10/30$1,191
This Mytrip deal was found by Cheapflights users on 10/30. 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 12/37:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Wed 12/176:30 pmORD - SEN
2 stops20h 30mMultiple Airlines
Deal found 10/30$1,215
This Mytrip deal was found by Cheapflights users on 10/29. 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 12/237:35 amSEN - ORD
2 stops16h 20mMultiple Airlines
Sun 1/46:30 pmORD - SEN
2 stops14h 20mMultiple Airlines
Deal found 10/29$1,266
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Mon 12/17:15 amSEN - ORD
1 stop13h 55mMultiple Airlines
Thu 12/115:20 pmORD - SEN
1 stop13h 30mMultiple Airlines
Deal found 10/30$1,295
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 11/127:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Thu 11/205:20 pmORD - SEN
1 stop13h 30mMultiple Airlines
Deal found 10/31$1,337
This Mytrip deal was found by Cheapflights users on 10/29. 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 12/237:35 amSEN - ORD
2 stops16h 20mMultiple Airlines
Sat 1/39:50 pmORD - SEN
2 stops16h 20mMultiple Airlines
Deal found 10/29$1,417
This Mytrip deal was found by Cheapflights users on 10/30. 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 12/207:15 amSEN - ORD
2 stops16h 05mMultiple Airlines
Sat 1/39:50 pmORD - SEN
2 stops16h 20mMultiple Airlines
Deal found 10/30$1,853
This Booking.com deal was found by Cheapflights users on 10/30. 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.
Fri 10/318:00 amSEN - ORD
2 stops15h 20mMultiple Airlines
Sun 11/25:20 pmORD - SEN
1 stop11h 10mMultiple Airlines
Deal found 10/30$2,336

Cheap flight deals from Southend to Illinois

Keep the following information in mind while searching for Southend to Illinois flight deals. Data was last updated November 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$918
(Mytrip)

One-way from

$555
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$644
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
Search Deals
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 ($16 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 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 November 1, 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

Tue 12/16

7:35 am-5:20 pm

2 stops15h 45m

Chicago O'Hare Intl

Sun 12/28

6:30 pm-2:50 pm

2 stops14h 20m

$918

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 12/10

7:10 am-5:20 pm

2 stops16h 10m

Chicago O'Hare Intl

Wed 12/10

9:50 pm-9:00 pm

2 stops17h 10m

$1,191

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 12/3

7:10 am-5:20 pm

2 stops16h 10m

Chicago O'Hare Intl

Wed 12/17

6:30 pm-9:00 pm

2 stops20h 30m

$1,215

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 12/23

7:35 am-5:55 pm

2 stops16h 20m

Chicago O'Hare Intl

Sun 1/4

6:30 pm-2:50 pm

2 stops14h 20m

$1,266

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 12/1

7:15 am-3:10 pm

1 stop13h 55m

Chicago O'Hare Intl

Thu 12/11

5:20 pm-12:50 pm

1 stop13h 30m

$1,295

LondonChicago

SEN - ORD

SENORD

London Southend

Wed 11/12

7:10 am-5:20 pm

2 stops16h 10m

Chicago O'Hare Intl

Thu 11/20

5:20 pm-12:50 pm

1 stop13h 30m

$1,337

LondonChicago

SEN - ORD

SENORD

London Southend

Tue 12/23

7:35 am-5:55 pm

2 stops16h 20m

Chicago O'Hare Intl

Sat 1/3

9:50 pm-8:10 pm

2 stops16h 20m

$1,417

LondonChicago

SEN - ORD

SENORD

London Southend

Sat 12/20

7:15 am-5:20 pm

2 stops16h 05m

Chicago O'Hare Intl

Sat 1/3

9:50 pm-8:10 pm

2 stops16h 20m

$1,853

LondonChicago

SEN - ORD

SENORD

London Southend

Mon 12/22

5:30 pm-3:00 pm

3 stops51h 30m

$555

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 11/16

10:20 am-12:45 pm

3 stops32h 25m

$597

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 18 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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Alternative routes for Southend to Illinois

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