HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Southampton

$1,326+ Cheap flights from Midway (MDW) to Southampton (SOU)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SOU
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Southampton with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Southampton

Cheapest flights from Midway to Southampton
Explore the most affordable flight options available from Midway to Southampton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This KLM deal was found by Cheapflights users on 2/15. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:10 pm
MDW
-
SOU
2 stops14h 10m
KLM
Tue 3/248:50 am
SOU
-
MDW
2 stops18h 41m
KLM
Deal found 2/15$1,326
This KLM deal was found by Cheapflights users on 2/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:20 pm
MDW
-
SOU
2 stops15h 30m
KLM
Mon 4/69:05 am
SOU
-
MDW
2 stops15h 35m
KLM
Deal found 2/12$1,682
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:59 pm
MDW
-
SOU
2 stops17h 01m
Delta
Sat 8/159:15 am
SOU
-
MDW
2 stops14h 50m
Delta
Deal found 2/13$2,450
This KLM deal was found by Cheapflights users on 2/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:00 pm
MDW
-
SOU
2 stops13h 45m
KLM
Sat 9/59:15 am
SOU
-
MDW
2 stops14h 50m
KLM
Deal found 2/12$2,860
This Delta deal was found by Cheapflights users on 2/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:00 pm
MDW
-
SOU
2 stops13h 45m
Delta
Mon 8/319:05 am
SOU
-
MDW
2 stops18h 41m
Delta
Deal found 2/15$3,424
This KLM deal was found by Cheapflights users on 2/16. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:00 pm
MDW
-
SOU
2 stops13h 45m
KLM
Wed 8/59:15 am
SOU
-
MDW
2 stops14h 50m
KLM
Deal found 2/16$3,457
This KLM deal was found by Cheapflights users on 2/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:45 pm
MDW
-
SOU
2 stops16h 15m
KLM
Sat 7/119:15 am
SOU
-
MDW
2 stops18h 30m
KLM
Deal found 2/14$3,688
This KLM deal was found by Cheapflights users on 2/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:00 pm
MDW
-
SOU
2 stops13h 45m
KLM
Sun 8/239:15 am
SOU
-
MDW
2 stops14h 50m
KLM
Deal found 2/14$3,853
This KLM deal was found by Cheapflights users on 2/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:35 am
MDW
-
SOU
2 stops16h 00m
KLM
Sat 6/279:15 am
SOU
-
MDW
2 stops14h 50m
KLM
Deal found 2/14$5,455
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/259:30 am
MDW
-
SOU
2 stops17h 05m
Delta
Sun 7/59:15 am
SOU
-
MDW
2 stops14h 50m
Delta
Deal found 2/16$6,108

Find flight deals from Midway to Southampton

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Southampton (SOU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,326
(KLM)

Popular in

June

Cheapest in

September

Average price

$665
Provider with most accurate pricing for Chicago Midway-Southampton Eastleigh flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Southampton Eastleigh flights.
Search Deals
From Chicago Midway to Southampton Eastleigh
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Southampton 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 February 17, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Southampton that are best for you.

Fly from

Midway

Fly to

Southampton

Route

Depart

Return

Price

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Tue 3/17

1:10 pm-8:20 am

2 stops14h 10m

Southampton Eastleigh

Tue 3/24

8:50 am-10:31 pm

2 stops18h 41m

$1,326

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 3/30

7:20 pm-4:50 pm

2 stops15h 30m

Southampton Eastleigh

Mon 4/6

9:05 am-6:40 pm

2 stops15h 35m

$1,682

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 8/8

5:59 pm-5:00 pm

2 stops17h 01m

Southampton Eastleigh

Sat 8/15

9:15 am-6:05 pm

2 stops14h 50m

$2,450

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 7/25

1:00 pm-8:45 am

2 stops13h 45m

Southampton Eastleigh

Wed 8/5

9:15 am-6:05 pm

2 stops14h 50m

$3,457

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 7/4

6:45 pm-5:00 pm

2 stops16h 15m

Southampton Eastleigh

Sat 7/11

9:15 am-9:45 pm

2 stops18h 30m

$3,688

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 8/12

1:00 pm-8:45 am

2 stops13h 45m

Southampton Eastleigh

Sun 8/23

9:15 am-6:05 pm

2 stops14h 50m

$3,853

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 6/22

10:35 am-8:35 am

2 stops16h 00m

Southampton Eastleigh

Sat 6/27

9:15 am-6:05 pm

2 stops14h 50m

$5,455

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 6/25

9:30 am-8:35 am

2 stops17h 05m

Southampton Eastleigh

Sun 7/5

9:15 am-6:05 pm

2 stops14h 50m

$6,108

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 4/30

4:15 pm-7:30 pm

3 stops45h 15m

$1,591

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 4/30

10:41 am-8:35 am

2 stops15h 54m

$2,164

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/15

Showing 1-10 of 11 results
1
2

Compare providers for flights from Midway to Southampton

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Southampton in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Southampton flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Southampton flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Southampton flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Southampton flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Southampton flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Southampton

Have a flexible travel schedule? Discover the best time to fly to Southampton from Midway 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.

Related info for your journey

Find useful and relevant information for your journey from Midway to Southampton. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Southampton from Chicago Midway?

    Most people fly into Southampton Eastleigh (SOU) if they book a flight to Southampton from Chicago Midway. On average, Eastleigh has 0 inbound flights from Chicago Midway per day from 0 airlines. Southampton Eastleigh is conveniently located just 3.5 mi from Southampton’s city center.

  • How long is the flight from Chicago Midway Airport to Southampton?

    KLM and Delta can get you from Chicago Midway Airport to Southampton in just under 14h 10m. Your travel time can differ by up to 2h 51m. Airlines will cover a distance of 3924 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Midway to Southampton that include hotel bookings?

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

  • How can I find direct flights from Midway to Southampton?

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

  • Can I find deals for business class flights from Midway to Southampton?

    Yes. Cheapflights offers flight deals from Midway to Southampton 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.