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Cheap flights from Southampton to Chicago from £1,075

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 18/6. 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.
Multiple Airlines Logo
09:20 - 09:14
SOU
-
MDW
29h 54m
3 stops
Multiple Airlines Logo
09:54 - 16:50
MDW
-
SOU
24h 56m
3 stops
£1,075Multiple Airlines
Thu, 18 Jun - Thu, 25 Jun
Delta Logo
09:05 - 18:18
SOU
-
MDW
15h 13m
2 stops
Delta Logo
09:54 - 08:35
MDW
-
SOU
16h 41m
2 stops
£1,272Delta
Thu, 18 Jun - Thu, 25 Jun
Delta Logo
09:05 - 18:18
SOU
-
MDW
15h 13m
2 stops
Delta Logo
09:54 - 08:35
MDW
-
SOU
16h 41m
2 stops
£1,329Delta
Thu, 18 Jun - Thu, 25 Jun
Virgin Atlantic Logo
17:20 - 18:18
SOU
-
MDW
30h 58m
2 stops
Virgin Atlantic Logo
13:49 - 16:50
MDW
-
SOU
21h 01m
2 stops
£1,383Virgin Atlantic
Thu, 18 Jun - Thu, 25 Jun
Virgin Atlantic Logo
09:15 - 18:18
SOU
-
MDW
15h 03m
2 stops
Virgin Atlantic Logo
13:27 - 17:35
MDW
-
SOU
22h 08m
2 stops
£1,658Virgin Atlantic
Fri, 31 Jul - Tue, 4 Aug
KLM Logo
09:05 - 18:18
SOU
-
MDW
15h 13m
2 stops
KLM Logo
19:16 - 16:50
MDW
-
SOU
15h 34m
2 stops
£2,109KLM
Thu, 18 Jun - Thu, 25 Jun
Virgin Atlantic Logo
09:20 - 21:45
SOU
-
MDW
18h 25m
2 stops
Virgin Atlantic Logo
12:30 - 17:00
MDW
-
SOU
22h 30m
2 stops
£3,023Virgin Atlantic
Sat, 24 Oct - Fri, 6 Nov

Virgin Atlantic flights from Southampton to Chicago Midway Airport

Our best Virgin Atlantic deals on Southampton to Chicago Midway Airport flight tickets
Virgin Atlantic
18 Jun
SOU17:20Southampton Eastleigh
30h 58m
2 stops
MDW18:18Chicago Midway
25 Jun
MDW13:49Chicago Midway
21h 01m
2 stops
SOU16:50Southampton Eastleigh
£1,383
Virgin Atlantic
31 Jul
SOU09:15Southampton Eastleigh
15h 03m
2 stops
MDW18:18Chicago Midway
4 Aug
MDW13:27Chicago Midway
22h 08m
2 stops
SOU17:35Southampton Eastleigh
£1,658
Virgin Atlantic
24 Oct
SOU09:20Southampton Eastleigh
18h 25m
2 stops
MDW21:45Chicago Midway
6 Nov
MDW12:30Chicago Midway
22h 30m
2 stops
SOU17:00Southampton Eastleigh
£3,023

Delta flights from Southampton to Chicago Midway Airport

Our best Delta deals on Southampton to Chicago Midway Airport flight tickets
Delta
18 Jun
SOU09:05Southampton Eastleigh
15h 13m
2 stops
MDW18:18Chicago Midway
25 Jun
MDW09:54Chicago Midway
16h 41m
2 stops
SOU08:35Southampton Eastleigh
£1,272
Delta
18 Jun
SOU09:05Southampton Eastleigh
15h 13m
2 stops
MDW18:18Chicago Midway
25 Jun
MDW09:54Chicago Midway
16h 41m
2 stops
SOU08:35Southampton Eastleigh
£1,329

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 9 May 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

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

09:20-09:14

3 stops29h 54m

Chicago Midway

Thu 25/6

09:54-16:50

3 stops24h 56m

£1,075

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Thu 25/6

09:54-08:35

2 stops16h 41m

£1,272

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Thu 25/6

09:54-08:35

2 stops16h 41m

£1,329

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

17:20-18:18

2 stops30h 58m

Chicago Midway

Thu 25/6

13:49-16:50

2 stops21h 01m

£1,383

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Fri 31/7

09:15-18:18

2 stops15h 03m

Chicago Midway

Tue 4/8

13:27-17:35

2 stops22h 08m

£1,658
Fastest return journey

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/6

09:05-18:18

2 stops15h 13m

Chicago Midway

Thu 25/6

19:16-16:50

2 stops15h 34m

£2,109

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 24/10

09:20-21:45

2 stops18h 25m

Chicago Midway

Fri 6/11

12:30-17:00

2 stops22h 30m

£3,023
Cheapest one-way

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 14/5

09:05-11:56

2 stops32h 51m

£1,388

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 17/5

17:20-16:12

2 stops28h 52m

£1,430

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 5/8

09:15-22:36

2 stops19h 21m

£1,690

Flights are sorted by cheapest return flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Southampton to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Southampton Eastleigh to Chicago Midway?

Delta is the most popular carrier operating from Southampton Eastleigh to Chicago Midway

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 03m

Direct flights

None
The fastest flight from Southampton to Chicago Midway Airport takes 15h 03m
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

Frequently asked questions about flying from Southampton to Chicago Midway Airport

  • 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 03m.

  • 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.

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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