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Cheap flights from Chicago Midway Airport to London from $475

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to London departing on 11/3. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to London

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:15 pm - 8:10 amMDW-SOU
12h 55m2 stops
Delta Logo
8:40 am - 6:18 pmSOU-MDW
15h 38m2 stops
$778Delta
Find Deal
Mon, Dec 1 - Wed, Dec 10
Delta Logo
9:20 am - 8:20 amMDW-SOU
17h 00m2 stops
Delta Logo
5:45 pm - 6:08 pmSOU-MDW
30h 23m2 stops
$845Delta
Find Deal
Wed, Feb 25 - Sun, Mar 1
Delta Logo
10:47 am - 8:20 amMDW-SOU
15h 33m2 stops
Delta Logo
8:40 am - 6:18 pmSOU-MDW
15h 38m2 stops
$1,166Delta
Find Deal
Wed, Nov 19 - Wed, Nov 26
Delta Logo
5:34 pm - 5:00 pmMDW-SOU
17h 26m2 stops
Delta Logo
8:40 am - 6:18 pmSOU-MDW
15h 38m2 stops
$2,323Delta
Find Deal
Fri, Nov 21 - Fri, Nov 28

Delta flights from Chicago Midway Airport to Southampton

Our best Delta deals on Chicago Midway Airport to Southampton flight tickets
Delta
Dec 1
MDW1:15 pmChicago Midway
12h 55m
2 stops
SOU8:10 amSouthampton Eastleigh
Dec 10
SOU8:40 amSouthampton Eastleigh
15h 38m
2 stops
MDW6:18 pmChicago Midway
$778
Find similar
Delta
Feb 25
MDW9:20 amChicago Midway
17h 00m
2 stops
SOU8:20 amSouthampton Eastleigh
Mar 1
SOU5:45 pmSouthampton Eastleigh
30h 23m
2 stops
MDW6:08 pmChicago Midway
$845
Find similar
Delta
Nov 19
MDW10:47 amChicago Midway
15h 33m
2 stops
SOU8:20 amSouthampton Eastleigh
Nov 26
SOU8:40 amSouthampton Eastleigh
15h 38m
2 stops
MDW6:18 pmChicago Midway
$1,166
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Southampton 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 832,500 searches. Data last updated October 7, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Southampton that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 12/1

1:15 pm-8:10 am

2 stops12h 55m

Southampton Eastleigh

Wed 12/10

8:40 am-6:18 pm

2 stops15h 38m

$778

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 2/25

9:20 am-8:20 am

2 stops17h 00m

Southampton Eastleigh

Sun 3/1

5:45 pm-6:08 pm

2 stops30h 23m

$845

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 11/19

10:47 am-8:20 am

2 stops15h 33m

Southampton Eastleigh

Wed 11/26

8:40 am-6:18 pm

2 stops15h 38m

$1,166

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Fri 11/21

5:34 pm-5:00 pm

2 stops17h 26m

Southampton Eastleigh

Fri 11/28

8:40 am-6:18 pm

2 stops15h 38m

$2,323

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 11/3

6:00 am-8:10 am

2 stops20h 10m

$475

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 10/27

6:00 am-8:10 am

2 stops21h 10m

$479

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 11/3

7:10 pm-5:00 pm

2 stops39h 50m

$491

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 12/22

11:48 am-8:10 am

2 stops14h 22m

$799

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

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 Southampton?

On average, the least expensive day to fly to Southampton from Chicago Midway Airport is on a Sunday. momondo users have found tickets for Sunday departures for as low as $803. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Southampton for around $1,258.

What is the cheapest time of day to depart on your flight to Southampton?

Flying to Southampton from Chicago Midway Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $768 when looking at flights departing in the evening. Flights to Southampton are more costly in the morning, with an average ticket price of $1,075. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Southampton

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

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

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Southampton. There are no popular flight routes from Chicago Midway Airport to Southampton.
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  • How far is Chicago Midway to Southampton Eastleigh by plane?

    Southampton Eastleigh is 3923.6 mi away from Chicago Midway. 12h 55m is a normal flight duration for this route.

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

    Prices for flights from Chicago Midway Airport to Southampton Eastleigh Airport are updated daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Southampton Eastleigh Airport.

  • What documentation or ID do you need to fly to Southampton Eastleigh Airport?

    The necessary travel and health documents for your Southampton Eastleigh Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near London?

Book flights to London if you plan to visit one of these locations
Portsmouth

Why use momondo?

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

Finding the right flight to Southampton from Chicago 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 Southampton quick and easy, saving you time and money.

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

All flight searches from Chicago to Southampton on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Chicago and Southampton 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 Chicago to Southampton right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Southampton from Chicago. 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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