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Cheap flights from Southampton to Chicago from £1,273

This is the cheapest return flight price found by a momondo user in the last 72 hours by searching for a flight from Southampton to Chicago departing on 27/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

Enter your travel dates to find the best prices.
Virgin Atlantic Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
Virgin Atlantic Logo
13:10 - 08:35
MDW
-
SOU
13h 25m
2 stops
£1,273Virgin Atlantic
Fri, 27 Mar - Sun, 5 Apr
Delta Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
Delta Logo
13:10 - 08:35
MDW
-
SOU
13h 25m
2 stops
£1,598Delta
Fri, 27 Mar - Mon, 6 Apr
Delta Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
Delta Logo
09:30 - 08:35
MDW
-
SOU
17h 05m
2 stops
£1,599Delta
Fri, 27 Mar - Sun, 5 Apr
Delta Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
Delta Logo
13:10 - 08:35
MDW
-
SOU
13h 25m
2 stops
£1,600Delta
Fri, 27 Mar - Sun, 5 Apr
KLM Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
KLM Logo
19:20 - 16:50
MDW
-
SOU
15h 30m
2 stops
£1,717KLM
Thu, 26 Mar - Mon, 6 Apr
KLM Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
KLM Logo
19:20 - 16:50
MDW
-
SOU
15h 30m
2 stops
£1,718KLM
Thu, 26 Mar - Mon, 6 Apr
KLM Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
KLM Logo
13:10 - 08:35
MDW
-
SOU
13h 25m
2 stops
£1,747KLM
Thu, 26 Mar - Sun, 5 Apr
KLM Logo
08:50 - 18:40
SOU
-
MDW
14h 50m
2 stops
KLM Logo
13:10 - 08:35
MDW
-
SOU
13h 25m
2 stops
£1,748KLM
Thu, 26 Mar - Sun, 5 Apr

Delta flights from Southampton to Chicago Midway Airport

Our best Delta deals on Southampton to Chicago Midway Airport flight tickets
Delta
27 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
6 Apr
MDW13:10Chicago Midway
13h 25m
2 stops
SOU08:35Southampton Eastleigh
£1,598
Delta
27 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
5 Apr
MDW09:30Chicago Midway
17h 05m
2 stops
SOU08:35Southampton Eastleigh
£1,599
Delta
27 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
5 Apr
MDW13:10Chicago Midway
13h 25m
2 stops
SOU08:35Southampton Eastleigh
£1,600

KLM flights from Southampton to Chicago Midway Airport

Our best KLM deals on Southampton to Chicago Midway Airport flight tickets
KLM
26 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
6 Apr
MDW19:20Chicago Midway
15h 30m
2 stops
SOU16:50Southampton Eastleigh
£1,717
KLM
26 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
6 Apr
MDW19:20Chicago Midway
15h 30m
2 stops
SOU16:50Southampton Eastleigh
£1,718
KLM
26 Mar
SOU08:50Southampton Eastleigh
14h 50m
2 stops
MDW18:40Chicago Midway
5 Apr
MDW13:10Chicago Midway
13h 25m
2 stops
SOU08:35Southampton Eastleigh
£1,747

momondo Fare Finder

 
Customise your flight search to find flights from Southampton to Chicago Midway Airport 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, momondo users made 279,928 searches. Data last updated 5 February 2026.
Use the filters below to find and compare flights from Southampton to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 27/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Sun 5/4

13:10-08:35

2 stops13h 25m

£1,273

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 27/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Mon 6/4

13:10-08:35

2 stops13h 25m

£1,598

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 27/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Sun 5/4

09:30-08:35

2 stops17h 05m

£1,599

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 27/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Sun 5/4

13:10-08:35

2 stops13h 25m

£1,600

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 26/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Mon 6/4

19:20-16:50

2 stops15h 30m

£1,717

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 26/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Mon 6/4

19:20-16:50

2 stops15h 30m

£1,718

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 26/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Sun 5/4

13:10-08:35

2 stops13h 25m

£1,747

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 26/3

08:50-18:40

2 stops14h 50m

Chicago Midway

Sun 5/4

13:10-08:35

2 stops13h 25m

£1,748

Flights are sorted by cheapest return flights first.

Sorted by cheapest first

When to book flights from Southampton to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Southampton to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Southampton to Chicago Midway Airport (SOU to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Southampton to Chicago Midway Airport

Fastest flight time

14h 50m

Direct flights

None
The fastest flight from Southampton to Chicago Midway Airport takes 14h 50m
There are no direct flights from Southampton to Chicago Midway Airport. There are no popular flight routes from Southampton to Chicago Midway Airport.
Search flight deals

  • How far is Southampton Eastleigh to Chicago Midway by plane?

    Chicago Midway is 3923.6 mi away from Southampton Eastleigh. A reasonable flight in good conditions will take 14h 50m.

  • When did momondo last update prices for flights from Southampton Eastleigh Airport to Chicago Midway Airport?

    Prices for flights from Southampton Eastleigh Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Southampton Eastleigh Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Southampton Eastleigh Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • How do I get Price Alerts for flights from Southampton to Chicago Midway Airport?

    Confirm your travel details to search for the latest offers for flights from Southampton to Chicago Midway Airport. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Southampton to Chicago Midway Airport with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Why use momondo?

Why should I use momondo to find a flight deal from Southampton to Chicago?

Finding the right flight to Chicago from Southampton is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Southampton to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Southampton to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Southampton to Chicago?

momondo helps you find the best flight between Southampton and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Southampton to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Southampton. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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