In terms of precipitation, rainfall in London Southend Airport ranges from 1.6 - 2.8 inches per month. January is typically the wettest month, when rainfall can reach 2.8 in. July is typically the driest time to visit London Southend Airport when rainfall is around 1.6 in.

If weather is an important factor for your trip to London Southend Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 39.2 F).

How far in advance should I book a flight from Illinois to London Southend Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 60 days in advance, which can save you up to 11% on flights from Illinois to London Southend Airport compared to booking the week you need them. Waiting 60 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $659. For sooner than that we have options available in the next 3 days from $710.

What is the cheapest month to fly from Illinois to London Southend Airport?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to London Southend Airport. Flights to London Southend Airport from Illinois in February are about $758 on average during February, but can be found for as low as $472.

What is the cheapest time of day to fly from IL to SEN?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to London Southend Airport as you normally would.

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.

$262+ Cheap Flights from Illinois to London Southend Airport

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Cheap flight deals from Illinois to Southend

Round-trip from	$582 (Mytrip)
One-way from	$262 (Kiwi.com)
Popular in	June
Cheapest in	February
Average price	$659

From Illinois to London Southend

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One-way flight from Illinois to London Southend

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Highest demand for flights based on searches. 21% potential increase in price ($208 potential increase over avg. RT price).

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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 September 2025

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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 September 15, 2025.

Wed 11/56:30 pmORD - SEN

2 stops20h 30mMultiple Airlines

Mon 11/107:15 amSEN - ORD

2 stops16h 05mMultiple Airlines

Deal found 9/15

$582

Tue 10/284:50 pmORD - SEN

2 stops21h 50mMultiple Airlines

Tue 11/47:35 amSEN - ORD

2 stops16h 20mMultiple Airlines

Deal found 9/12

$759

Thu 9/1810:40 amORD - SEN

2 stops23h 05mMultiple Airlines

Mon 9/2211:05 amSEN - ORD

2 stops14h 24mMultiple Airlines

Deal found 9/14

$1,134

Wed 9/1710:15 pmORD - SEN

2 stops16h 35mMultiple Airlines

Fri 9/198:50 pmSEN - ORD

2 stops25h 40mMultiple Airlines

Deal found 9/14

$1,169

Best flights from Illinois to Southend
Discover carefully curated flight deals from Illinois to Southend that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2025.

Wed 11/56:30 pmORD - SEN

2 stops20h 30mMultiple Airlines

Mon 11/107:15 amSEN - ORD

2 stops16h 05mMultiple Airlines

Deal found 9/15

$582

Tue 10/284:50 pmORD - SEN

2 stops21h 50mMultiple Airlines

Tue 11/47:35 amSEN - ORD

2 stops16h 20mMultiple Airlines

Deal found 9/12

$759

Thu 9/1810:40 amORD - SEN

2 stops23h 05mMultiple Airlines

Mon 9/2211:05 amSEN - ORD

2 stops14h 24mMultiple Airlines

Deal found 9/14

$1,134

Last-minute flights from Illinois to Southend
Discover last-minute flight deals from Illinois to Southend. Data last updated September 15, 2025 and is based on user searches.

Wed 9/1710:15 pmORD - SEN

2 stops16h 35mMultiple Airlines

Fri 9/198:50 pmSEN - ORD

2 stops25h 40mMultiple Airlines

Deal found 9/14

$1,169

Thu 9/1810:40 amORD - SEN

2 stops23h 05mMultiple Airlines

Mon 9/2211:05 amSEN - ORD

2 stops14h 24mMultiple Airlines

Deal found 9/14

$1,134

Tue 10/284:50 pmORD - SEN

2 stops21h 50mMultiple Airlines

Tue 11/47:35 amSEN - ORD

2 stops16h 20mMultiple Airlines

Deal found 9/12

$759

One-way flights from Illinois to Southend
Search for one-way flight options from Illinois to Southend. Find affordable one-way fares based on user searches. Data last updated September 15, 2025.

Wed 11/57:10 pmORD - SEN

3 stops35h 20mMultiple Airlines

Deal found 9/15

$262

Wed 10/156:58 pmORD - SEN

3 stops38h 47mMultiple Airlines

Deal found 9/15

$274

Sun 11/168:25 pmORD - SEN

3 stops20h 35mMultiple Airlines

Deal found 9/13

$284

Sun 11/28:25 pmORD - SEN

3 stops35h 25mMultiple Airlines

Deal found 9/14

$287

Sun 10/56:00 pmORD - SEN

3 stops43h 50mMultiple Airlines

Deal found 9/13

$290

Sat 10/116:15 pmORD - SEN

3 stops35h 55mMultiple Airlines

Deal found 9/14

$306

Sun 10/196:00 pmORD - SEN

3 stops22h 25mMultiple Airlines

Deal found 9/15

$313

Thu 10/212:05 pmORD - SEN

3 stops21h 40mMultiple Airlines

Deal found 9/15

$330

Sat 9/276:30 amORD - SEN

3 stops45h 55mMultiple Airlines

Deal found 9/13

$334

Thu 9/257:40 amORD - SEN

3 stops26h 05mMultiple Airlines

Deal found 9/14

$339

Sun 2/152:55 pmSTL - SEN

3 stops46h 50mMultiple Airlines

Deal found 9/13

$514

Fri 12/197:43 pmSTL - SEN

3 stops43h 07mMultiple Airlines

Deal found 9/14

$1,891

Cheapflights Fare Finder

Use the filters below to find and compare flights from Illinois to London Southend Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/5

6:30 pm-9:00 pm

2 stops20h 30m

London Southend

Mon 11/10

7:15 am-5:20 pm

2 stops16h 05m

$582

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Tue 10/28

4:50 pm-7:40 pm

2 stops21h 50m

London Southend

Tue 11/4

7:35 am-5:55 pm

2 stops16h 20m

$759

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 9/18

10:40 am-3:45 pm

2 stops23h 05m

London Southend

Mon 9/22

11:05 am-7:29 pm

2 stops14h 24m

$1,134

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/5

7:10 pm-12:30 pm

3 stops35h 20m

$262

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 10/15

6:58 pm-3:45 pm

3 stops38h 47m

$274

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/16

8:25 pm-11:00 pm

3 stops20h 35m

$284

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 10/5

6:00 pm-7:50 pm

3 stops43h 50m

$290

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 10/11

6:15 pm-12:10 pm

3 stops35h 55m

$306

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 10/1

6:00 pm-8:50 pm

2 stops20h 50m

$312

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 10/19

6:00 pm-10:25 pm

3 stops22h 25m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 15 results

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

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.

Hounslow

Hayes

Southend-on-Sea

Harrow

Canterbury

Croydon

Eastleigh

Dartford

Dover

Winchester

Orpington

Gatwick

Borehamwood

Aylesbury

Bedford

Wembley

Folkestone

Chichester

Eastbourne

Sutton

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$262+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Illinois to Southend with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 September 15, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Illinois to Southend

Cheapest flights from Illinois to SouthendExplore 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 September 15, 2025.

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 September 15, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Illinois to London Southend Airport that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to London Southend Airport

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?

How can I find direct flights from Illinois to Southend?

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

Traveling to a place near London Southend Airport?

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Alternative routes for Illinois to Southend

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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 September 15, 2025.