Latest deals
When to book
FAQs
Price Alerts

Cheap flights from Southampton to Chicago from £674

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 4/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Southampton to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
KLM Logo
09:05 - 18:36
SOU
-
MDW
15h 31m
2 stops
KLM Logo
13:22 - 08:35
MDW
-
SOU
13h 13m
2 stops
£674KLM
Mon, 4 May - Mon, 11 May
Delta Logo
09:05 - 18:36
SOU
-
MDW
15h 31m
2 stops
Delta Logo
09:23 - 08:35
MDW
-
SOU
17h 12m
2 stops
£689Delta
Wed, 6 May - Wed, 13 May
Virgin Atlantic Logo
17:20 - 17:58
SOU
-
MDW
30h 38m
2 stops
Virgin Atlantic Logo
19:13 - 16:50
MDW
-
SOU
15h 37m
2 stops
£735Virgin Atlantic
Sun, 3 May - Sun, 10 May
Delta Logo
09:15 - 18:36
SOU
-
MDW
15h 21m
2 stops
Delta Logo
09:22 - 08:45
MDW
-
SOU
17h 23m
2 stops
£786Delta
Sat, 2 May - Sat, 9 May
Multiple Airlines Logo
17:20 - 18:33
SOU
-
MDW
31h 13m
3 stops
Multiple Airlines Logo
09:22 - 08:35
MDW
-
SOU
17h 13m
3 stops
£1,105Multiple Airlines
Wed, 6 May - Wed, 13 May
Delta Logo
09:15 - 21:46
SOU
-
MDW
18h 31m
2 stops
Delta Logo
17:25 - 17:35
MDW
-
SOU
18h 10m
2 stops
£1,662Delta
Thu, 13 Aug - Thu, 27 Aug
Virgin Atlantic Logo
09:05 - 18:36
SOU
-
MDW
15h 31m
2 stops
Virgin Atlantic Logo
12:53 - 16:50
MDW
-
SOU
21h 57m
2 stops
£3,912Virgin Atlantic
Wed, 6 May - Wed, 13 May

Virgin Atlantic flights from Southampton to Chicago Midway Airport

Our best Virgin Atlantic deals on Southampton to Chicago Midway Airport flight tickets
Virgin Atlantic
3 May
SOU17:20Southampton Eastleigh
30h 38m
2 stops
MDW17:58Chicago Midway
10 May
MDW19:13Chicago Midway
15h 37m
2 stops
SOU16:50Southampton Eastleigh
£735
Virgin Atlantic
6 May
SOU09:05Southampton Eastleigh
15h 31m
2 stops
MDW18:36Chicago Midway
13 May
MDW12:53Chicago Midway
21h 57m
2 stops
SOU16:50Southampton Eastleigh
£3,912

Delta flights from Southampton to Chicago Midway Airport

Our best Delta deals on Southampton to Chicago Midway Airport flight tickets
Delta
6 May
SOU09:05Southampton Eastleigh
15h 31m
2 stops
MDW18:36Chicago Midway
13 May
MDW09:23Chicago Midway
17h 12m
2 stops
SOU08:35Southampton Eastleigh
£689
Delta
2 May
SOU09:15Southampton Eastleigh
15h 21m
2 stops
MDW18:36Chicago Midway
9 May
MDW09:22Chicago Midway
17h 23m
2 stops
SOU08:45Southampton Eastleigh
£786
Delta
13 Aug
SOU09:15Southampton Eastleigh
18h 31m
2 stops
MDW21:46Chicago Midway
27 Aug
MDW17:25Chicago Midway
18h 10m
2 stops
SOU17:35Southampton Eastleigh
£1,662

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 23 March 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

Cheapest return flight
Fastest return journey

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Mon 4/5

09:05-18:36

2 stops15h 31m

Chicago Midway

Mon 11/5

13:22-08:35

2 stops13h 13m

£674

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 6/5

09:05-18:36

2 stops15h 31m

Chicago Midway

Wed 13/5

09:23-08:35

2 stops17h 12m

£689

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 3/5

17:20-17:58

2 stops30h 38m

Chicago Midway

Sun 10/5

19:13-16:50

2 stops15h 37m

£735

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 2/5

09:15-18:36

2 stops15h 21m

Chicago Midway

Sat 9/5

09:22-08:45

2 stops17h 23m

£786

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 6/5

17:20-18:33

3 stops31h 13m

Chicago Midway

Wed 13/5

09:22-08:35

3 stops17h 13m

£1,105

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 13/8

09:15-21:46

2 stops18h 31m

Chicago Midway

Thu 27/8

17:25-17:35

2 stops18h 10m

£1,662

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 6/5

09:05-18:36

2 stops15h 31m

Chicago Midway

Wed 13/5

12:53-16:50

2 stops21h 57m

£3,912

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

15h 31m

Direct flights

None
The fastest flight from Southampton to Chicago Midway Airport takes 15h 31m
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 15h 31m.

  • 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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 22/4
Wed 29/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago