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Cheap flights from Southampton to Chicago from £668

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 5/3. 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

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Delta Logo
08:50 - 18:34SOU-MDW
15h 44m2 stops
Delta Logo
17:59 - 17:00MDW-SOU
42h 01m2 stops
£668Delta
Find Deal
Thu, 5 Mar - Mon, 9 Mar
Delta Logo
08:50 - 12:48SOU-MDW
33h 58m2 stops
Delta Logo
10:35 - 08:10MDW-SOU
16h 35m2 stops
£669Delta
Find Deal
Thu, 5 Mar - Mon, 9 Mar
Delta Logo
08:50 - 23:47SOU-MDW
20h 57m2 stops
Delta Logo
06:00 - 08:05MDW-SOU
20h 05m2 stops
£859Delta
Find Deal
Thu, 18 Dec - Thu, 25 Dec

Delta flights from Southampton to Chicago Midway Airport

Our best Delta deals on Southampton to Chicago Midway Airport flight tickets
Delta
5 Mar
SOU08:50Southampton Eastleigh
15h 44m
2 stops
MDW18:34Chicago Midway
9 Mar
MDW17:59Chicago Midway
42h 01m
2 stops
SOU17:00Southampton Eastleigh
£668
Find similar
Delta
5 Mar
SOU08:50Southampton Eastleigh
33h 58m
2 stops
MDW12:48Chicago Midway
9 Mar
MDW10:35Chicago Midway
16h 35m
2 stops
SOU08:10Southampton Eastleigh
£669
Find similar
Delta
18 Dec
SOU08:50Southampton Eastleigh
20h 57m
2 stops
MDW23:47Chicago Midway
25 Dec
MDW06:00Chicago Midway
20h 05m
2 stops
SOU08:05Southampton Eastleigh
£859
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 4 November 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

Thu 5/3

08:50-18:34

2 stops15h 44m

Chicago Midway

Mon 9/3

17:59-17:00

2 stops42h 01m

£668

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 5/3

08:50-12:48

2 stops33h 58m

Chicago Midway

Mon 9/3

10:35-08:10

2 stops16h 35m

£669

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 18/12

08:50-23:47

2 stops20h 57m

Chicago Midway

Thu 25/12

06:00-08:05

2 stops20h 05m

£859

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 12/11

08:40-16:38

2 stops37h 58m

£1,232

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Thu 13/11

08:50-09:52

2 stops31h 02m

£1,274

Flights are sorted by cheapest return flights first.

Sorted by cheapest first

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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 £519. 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 £747.

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 £486. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £701.

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 15h 44m.

  • 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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