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Southend

$266+ Cheap flights from Wisconsin 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SEN
Sep 10 — Sep 171
Wed 9/10
Wed 9/17
1 adult, Economy
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Cheap flight deals from Wisconsin to Southend

Keep the following information in mind while searching for Wisconsin to Southend flight deals. Data was last updated September 5, 2025.

Round-trip from

$590
(Mytrip)

One-way from

$266
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$747
From Wisconsin to London Southend
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One-way flight from Wisconsin to London Southend
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Highest demand for flights based on searches. 11% potential increase in price ($122 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($34 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 Wisconsin to Southend

Cheapest flights from Wisconsin to Southend
Explore the most affordable flight options available from Wisconsin to Southend. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2025.

This Mytrip deal was found by Cheapflights users on 9/4. 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 11/156:30 pmORD - SEN
2 stops20h 20mMultiple Airlines
Wed 11/197:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Deal found 9/4$590
This Mytrip deal was found by Cheapflights users on 9/3. 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 11/56:30 pmORD - SEN
2 stops20h 30mMultiple Airlines
Wed 11/127:10 amSEN - ORD
2 stops16h 10mMultiple Airlines
Deal found 9/3$631
This Mytrip deal was found by Cheapflights users on 9/3. 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 11/57:20 pmORD - SEN
2 stops19h 40mMultiple Airlines
Mon 11/107:15 amSEN - ORD
2 stops15h 30mMultiple Airlines
Deal found 9/3$654
This Mytrip deal was found by Cheapflights users on 9/4. 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 11/2310:00 amORD - SEN
3 stops18h 25mMultiple Airlines
Wed 11/267:10 amSEN - ORD
2 stops18h 50mMultiple Airlines
Deal found 9/4$661
This Mytrip deal was found by Cheapflights users on 9/2. 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
2 stops14h 20mMultiple Airlines
Sat 11/157:15 amSEN - ORD
2 stops16h 05mMultiple Airlines
Deal found 9/2$707
This Mytrip deal was found by Cheapflights users on 9/2. 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.
Wed 9/1010:40 amORD - SEN
2 stops28h 10mMultiple Airlines
Mon 9/1511:05 amSEN - ORD
2 stops34h 50mMultiple Airlines
Deal found 9/2$718
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Thu 10/235:10 pmORD - SEN
1 stop16h 35mMultiple Airlines
Wed 10/2911:40 amSEN - ORD
2 stops34h 44mMultiple Airlines
Deal found 9/3$815
This Booking.com deal was found by Cheapflights users on 9/4. 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 9/145:10 pmORD - SEN
1 stop11h 15mMultiple Airlines
Tue 9/238:25 pmSEN - ORD
3 stops46h 10mMultiple Airlines
Deal found 9/4$964

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 September 5, 2025.
Use the filters below to find and compare flights from Wisconsin to London Southend Airport that are best for you.

Fly from

Wisconsin

Fly to

Southend

Route

Depart

Return

Price

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 11/15

6:30 pm-8:50 pm

2 stops20h 20m

London Southend

Wed 11/19

7:10 am-5:20 pm

2 stops16h 10m

$590

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/5

6:30 pm-9:00 pm

2 stops20h 30m

London Southend

Wed 11/12

7:10 am-5:20 pm

2 stops16h 10m

$631

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Wed 11/5

7:20 pm-9:00 pm

2 stops19h 40m

London Southend

Mon 11/10

7:15 am-4:45 pm

2 stops15h 30m

$654

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/23

10:00 am-10:25 am

3 stops18h 25m

London Southend

Wed 11/26

7:10 am-8:00 pm

2 stops18h 50m

$661

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 11/9

6:30 pm-2:50 pm

2 stops14h 20m

London Southend

Sat 11/15

7:15 am-5:20 pm

2 stops16h 05m

$707

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 10/23

5:10 pm-3:45 pm

1 stop16h 35m

London Southend

Wed 10/29

11:40 am-5:24 pm

2 stops34h 44m

$815

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sun 9/14

5:10 pm-10:25 am

1 stop11h 15m

London Southend

Tue 9/23

8:25 pm-12:35 pm

3 stops46h 10m

$964

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Mon 10/27

6:40 am-11:00 am

3 stops47h 20m

$266

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Sat 11/15

6:40 am-8:15 pm

2 stops31h 35m

$277

ChicagoLondon

ORD - SEN

ORDSEN

Chicago O'Hare Intl

Thu 10/16

6:00 pm-11:00 pm

3 stops47h 00m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 27 results
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Best time to book a flight from Wisconsin to Southend

Have a flexible travel schedule? Discover the best time to fly to Southend from Wisconsin 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 Wisconsin 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 Wisconsin to Southend. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most popular routes from Wisconsin to London Southend Airport?

    When deciding which route to take from Wisconsin to London Southend Airport consider Chicago O'Hare Intl - London Southend, Milwaukee-Mitchell - London Southend or Madison Truax Field - London Southend as they are the most popular.

  • Can I find deals for flights from Wisconsin to Southend that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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.

See more FAQs

Traveling to a place near London Southend Airport?

Book flights to London Southend Airport if you plan to visit one of these locations
Hounslow
Hayes
Thornton Heath
Southend-on-Sea
Harrow
Canterbury
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Chelmsford
Bedford
Wembley
Folkestone
Chichester

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Alternative routes for Wisconsin to Southend

See prices for flight routes from nearby airports that may be better suited for you.
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