HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Southampton

$832+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SOU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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.

Find 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/5. 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 12/49:34 amMDW - SOU
2 stops16h 31mDelta
Mon 12/86:05 pmSOU - MDW
2 stops28h 29mDelta
Deal found 11/5$832
This Delta deal was found by Cheapflights users on 11/5. 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 12/209:50 amMDW - SOU
2 stops17h 00mDelta
Sat 12/279:25 amSOU - MDW
2 stops18h 57mDelta
Deal found 11/5$4,314

Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$832
(Delta)

Popular in

June

Cheapest in

February

Average price

$692
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 ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 6, 2025.
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

Thu 12/4

9:34 am-8:05 am

2 stops16h 31m

Southampton Eastleigh

Mon 12/8

6:05 pm-4:34 pm

2 stops28h 29m

$832

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Fri 12/5

10:49 am-8:50 am

2 stops16h 01m

Southampton Eastleigh

Mon 12/8

6:05 pm-4:34 pm

2 stops28h 29m

$832

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 2/25

10:53 am-8:20 am

2 stops15h 27m

Southampton Eastleigh

Sun 3/1

5:45 pm-5:37 pm

2 stops29h 52m

$840

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 12/20

9:50 am-8:50 am

2 stops17h 00m

Southampton Eastleigh

Sat 12/27

9:25 am-10:22 pm

2 stops18h 57m

$4,314

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Southampton flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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?

    Delta can get you from Chicago Midway Airport to Southampton in just under 16h 31m. Your travel time can differ by up to . Airlines will cover a distance of 3924 mi.

  • 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.

Alternative routes for Midway to Southampton

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Heathrow flights
O'Hare Intl to Gatwick flights
O'Hare Intl to London City flights
Midway to Heathrow flights
O'Hare Intl to Stansted flights
O'Hare Intl to Luton flights
O'Hare Intl to Edinburgh flights
Midway to Gatwick flights
O'Hare Intl to Manchester flights
Midway to Edinburgh flights
Midway to Manchester flights
O'Hare Intl to Birmingham flights
O'Hare Intl to Leeds flights
Midway to London City flights
O'Hare Intl to Liverpool flights
O'Hare Intl to Southampton flights
O'Hare Intl to Newcastle upon Tyne flights
O'Hare Intl to Bristol flights
Midway to Birmingham flights
Midway to Bristol flights
Midway to Newcastle upon Tyne flights
Midway to Leeds flights
O'Hare Intl to Newquay flights
Midway to Stansted flights
Midway to Grimsby flights
O'Hare Intl to Darlington flights
O'Hare Intl to Grimsby flights
Midway to Luton flights
O'Hare Intl to Exeter flights
O'Hare Intl to Doncaster flights

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.