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Cheap flights from Southampton to Chicago from £513

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 31/10. 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

Delta Logo
08:40 - 22:14SOU-MDW
18h 34m2 stops
Delta Logo
10:40 - 08:50MDW-SOU
16h 10m2 stops
£513Delta
Find Deal
Fri, 31 Oct - Fri, 7 Nov
KLM Logo
08:50 - 17:55SOU-MDW
38h 05m2 stops
KLM Logo
13:08 - 08:05MDW-SOU
12h 57m2 stops
£524KLM
Find Deal
Thu, 30 Oct - Thu, 6 Nov
Delta Logo
18:05 - 16:25SOU-MDW
28h 20m2 stops
Delta Logo
17:25 - 08:10MDW-SOU
33h 45m2 stops
£537Delta
Find Deal
Thu, 5 Mar - Mon, 9 Mar
Delta Logo
18:05 - 18:34SOU-MDW
30h 29m2 stops
Delta Logo
09:30 - 08:10MDW-SOU
17h 40m2 stops
£538Delta
Find Deal
Thu, 5 Mar - Mon, 9 Mar
Delta Logo
08:50 - 08:50SOU-MDW
30h 00m2 stops
Delta Logo
17:25 - 17:00MDW-SOU
42h 35m2 stops
£540Delta
Find Deal
Thu, 5 Mar - Mon, 9 Mar

Delta flights from Southampton to Chicago Midway Airport

Our best Delta deals on Southampton to Chicago Midway Airport flight tickets
Delta
31 Oct
SOU08:40Southampton Eastleigh
18h 34m
2 stops
MDW22:14Chicago Midway
7 Nov
MDW10:40Chicago Midway
16h 10m
2 stops
SOU08:50Southampton Eastleigh
£513
Find similar
Delta
5 Mar
SOU18:05Southampton Eastleigh
28h 20m
2 stops
MDW16:25Chicago Midway
9 Mar
MDW17:25Chicago Midway
33h 45m
2 stops
SOU08:10Southampton Eastleigh
£537
Find similar
Delta
5 Mar
SOU18:05Southampton Eastleigh
30h 29m
2 stops
MDW18:34Chicago Midway
9 Mar
MDW09:30Chicago Midway
17h 40m
2 stops
SOU08:10Southampton Eastleigh
£538
Find similar

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 17 September 2025.
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 31/10

08:40-22:14

2 stops18h 34m

Chicago Midway

Fri 7/11

10:40-08:50

2 stops16h 10m

£513

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 30/10

08:50-17:55

2 stops38h 05m

Chicago Midway

Thu 6/11

13:08-08:05

2 stops12h 57m

£524

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 5/3

18:05-16:25

2 stops28h 20m

Chicago Midway

Mon 9/3

17:25-08:10

2 stops33h 45m

£537

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 5/3

18:05-18:34

2 stops30h 29m

Chicago Midway

Mon 9/3

09:30-08:10

2 stops17h 40m

£538

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 5/3

08:50-08:50

2 stops30h 00m

Chicago Midway

Mon 9/3

17:25-17:00

2 stops42h 35m

£540

Flights are sorted by cheapest return flights first.

Sorted by cheapest first

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Southampton. The lowest ticket price found for a Thursday departure recently was £500. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Southampton to Chicago Midway Airport for around £720.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

The cheapest time of day to fly to Chicago Midway Airport is in the afternoon when flights can be purchased for as low as £469. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £675.

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

Direct flights

None
There are no direct flights from Southampton to Chicago Midway Airport. There are no popular flight routes from Southampton to Chicago Midway Airport.
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  • 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 18h 34m.

  • 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.

An easier way to manage your Chicago Midway Airport trip

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