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Cheap flights from Southampton to Chicago Midway Airport from £793

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 23/8. Fares are subject to change and may not be available on all flights or dates of travel.
SOU — MDW
16 Jul — 23 Jul1
1 adult

Cheap flight deals from Southampton to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Southampton (SOU) to Midway (MDW). 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 11 July 2025.

Round-trip from

£793

Popular in

August

Cheapest in

February

Average price

£648
Virgin Atlantic
  • Virgin Atlantic
  • 23/8-30/8
  • 4 total stops
  • 49h 20m total
  • Southampton to Chicago
Highest demand for flights based on searches. 12% potential increase in price (£53 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Average for round-trip flights in July 2025

Find flight deals from Southampton to Midway

Cheapest flights from Southampton to Midway
Explore the most affordable flight options available from Southampton to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 July 2025.

Sat 23/809:20SOU - MDW
2 stops17h 52mVirgin Atlantic
Sat 30/819:17MDW - SOU
2 stops31h 28mVirgin Atlantic
Deal found 9/7£793
Sun 24/817:35SOU - MDW
2 stops31h 02mKLM
Sun 31/806:00MDW - SOU
2 stops20h 45mKLM
Deal found 10/7£798
Sun 24/809:20SOU - MDW
2 stops18h 24mDelta
Sun 31/809:31MDW - SOU
2 stops17h 14mDelta
Deal found 11/7£965
Sun 24/814:50SOU - MDW
3 stops28h 13mMultiple Airlines
Sun 31/812:15MDW - SOU
2 stops17h 15mMultiple Airlines
Deal found 10/7£1,098

Cheapflights Fare Finder

Customise your flight search to find flights from Southampton to Midway 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 858,174 searches. Data last updated 11 July 2025.
Use the filters below to find and compare flights from Southampton to Chicago Midway Airport that are best for you.

Fly from

Southampton

Fly to

Midway

Route

Depart

Return

Price

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 23/8

09:20-21:12

2 stops17h 52m

Chicago Midway

Sat 30/8

19:17-08:45

2 stops31h 28m

£793

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 24/8

17:35-18:37

2 stops31h 02m

Chicago Midway

Sun 31/8

06:00-08:45

2 stops20h 45m

£798

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 24/8

09:20-21:44

2 stops18h 24m

Chicago Midway

Sun 31/8

09:31-08:45

2 stops17h 14m

£965

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 24/8

14:50-13:03

3 stops28h 13m

Chicago Midway

Sun 31/8

12:15-11:30

2 stops17h 15m

£1,098

Flights are sorted by cheapest return flights first.

Deals found on 9/7

Best time to book a flight from Southampton to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Southampton with our price prediction graph.
Estimated return 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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 11 July 2025.
Get a feel of what it's like to fly with Delta, KLM, andVirgin Atlantic from Southampton to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
8.0
Very Good

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Overall

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Related info for your journey

Find useful and relevant information for your journey from Southampton to Midway. 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 from for flights from Southampton to Chicago Midway?

    Southampton Eastleigh (SOU), located 3.5 mi from the city center, is the airport you fly out of when you book flights from Southampton to Chicago Midway. 0 airlines have flights from Eastleigh to Chicago Midway on a regular basis. Booking flights from Southampton Eastleigh to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Southampton to Midway 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

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Why should you use Cheapflights to find cheap flight tickets from Southampton to Midway?

Cheapflights helps you find that perfect flight to Midway from Southampton by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Southampton to Midway with no change fees?

Yes, we can. To see specific flights from Southampton to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Southampton to Midway become cheaper?

Yes! Start tracking prices for Southampton to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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