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Cheap flights from Chicago Midway Airport to London from $369

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 5/31. 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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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
6:00 am - 8:35 am
MDW
-
SOU
20h 35m
2 stops
Delta Logo
9:05 am - 6:36 pm
SOU
-
MDW
15h 31m
2 stops
$980Delta
Mon, Apr 20 - Mon, Apr 27
Delta Logo
9:23 am - 8:35 am
MDW
-
SOU
17h 12m
2 stops
Delta Logo
9:05 am - 6:05 pm
SOU
-
MDW
15h 00m
2 stops
$1,535Delta
Wed, Jun 3 - Mon, Jun 8
Multiple Airlines Logo
12:51 pm - 8:45 am
MDW
-
SOU
13h 54m
2 stops
Multiple Airlines Logo
9:05 am - 6:05 pm
SOU
-
MDW
15h 00m
2 stops
$1,790Multiple Airlines
Fri, Jun 5 - Fri, Jun 19
KLM Logo
1:22 pm - 8:35 am
MDW
-
SOU
13h 13m
2 stops
KLM Logo
9:05 am - 6:05 pm
SOU
-
MDW
15h 00m
2 stops
$3,175KLM
Thu, Jun 4 - Fri, Jun 19
Delta Logo
9:30 am - 8:50 am
MDW
-
SOU
18h 20m
2 stops
Delta Logo
8:50 am - 10:31 pm
SOU
-
MDW
18h 41m
2 stops
$3,210Delta
Fri, Mar 20 - Mon, Mar 23
Virgin Atlantic Logo
1:22 pm - 8:35 am
MDW
-
SOU
13h 13m
2 stops
Virgin Atlantic Logo
9:05 am - 6:05 pm
SOU
-
MDW
15h 00m
2 stops
$3,216Virgin Atlantic
Thu, Jun 4 - Thu, Jun 18
Delta Logo
6:36 pm - 4:50 pm
MDW
-
SOU
16h 14m
2 stops
Delta Logo
9:05 am - 6:05 pm
SOU
-
MDW
15h 00m
2 stops
$3,615Delta
Fri, Jun 5 - Fri, Jun 19
Delta Logo
6:38 pm - 4:50 pm
MDW
-
SOU
16h 12m
2 stops
Delta Logo
9:05 am - 6:36 pm
SOU
-
MDW
15h 31m
2 stops
$3,789Delta
Thu, Apr 16 - Thu, Apr 23
Delta Logo
10:35 am - 8:45 am
MDW
-
SOU
16h 10m
2 stops
Delta Logo
9:15 am - 6:05 pm
SOU
-
MDW
14h 50m
2 stops
$3,950Delta
Tue, Jul 28 - Sun, Aug 9
KLM Logo
1:05 pm - 8:45 am
MDW
-
SOU
13h 40m
2 stops
KLM Logo
9:15 am - 9:45 pm
SOU
-
MDW
18h 30m
2 stops
$4,083KLM
Tue, Jul 28 - Sun, Aug 9

Delta flights from Chicago Midway Airport to Southampton

Our best Delta deals on Chicago Midway Airport to Southampton flight tickets
Delta
Apr 20
MDW6:00 amChicago Midway
20h 35m
2 stops
SOU8:35 amSouthampton Eastleigh
Apr 27
SOU9:05 amSouthampton Eastleigh
15h 31m
2 stops
MDW6:36 pmChicago Midway
$980
Delta
Mar 11
MDW9:30 amChicago Midway
17h 50m
2 stops
SOU8:20 amSouthampton Eastleigh
Mar 16
SOU8:50 amSouthampton Eastleigh
18h 41m
2 stops
MDW10:31 pmChicago Midway
$1,286
Delta
Mar 11
MDW9:30 amChicago Midway
17h 50m
2 stops
SOU8:20 amSouthampton Eastleigh
Mar 16
SOU8:50 amSouthampton Eastleigh
18h 41m
2 stops
MDW10:31 pmChicago Midway
$1,429

KLM flights from Chicago Midway Airport to Southampton

Our best KLM deals on Chicago Midway Airport to Southampton flight tickets
KLM
Mar 10
MDW1:10 pmChicago Midway
14h 10m
2 stops
SOU8:20 amSouthampton Eastleigh
Mar 16
SOU8:50 amSouthampton Eastleigh
18h 41m
2 stops
MDW10:31 pmChicago Midway
$1,133
KLM
Jun 4
MDW1:22 pmChicago Midway
13h 13m
2 stops
SOU8:35 amSouthampton Eastleigh
Jun 19
SOU9:05 amSouthampton Eastleigh
15h 00m
2 stops
MDW6:05 pmChicago Midway
$3,175
KLM
Jul 28
MDW1:00 pmChicago Midway
13h 45m
2 stops
SOU8:45 amSouthampton Eastleigh
Aug 9
SOU9:15 amSouthampton Eastleigh
14h 50m
2 stops
MDW6:05 pmChicago Midway
$3,736

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 March 7, 2026.
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

Cheapest round-trip

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 4/20

6:00 am-8:35 am

2 stops20h 35m

Southampton Eastleigh

Mon 4/27

9:05 am-6:36 pm

2 stops15h 31m

$980

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Wed 6/3

9:23 am-8:35 am

2 stops17h 12m

Southampton Eastleigh

Mon 6/8

9:05 am-6:05 pm

2 stops15h 00m

$1,535

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Fri 6/5

12:51 pm-8:45 am

2 stops13h 54m

Southampton Eastleigh

Fri 6/19

9:05 am-6:05 pm

2 stops15h 00m

$1,790
Quickest round-trip

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 6/4

1:22 pm-8:35 am

2 stops13h 13m

Southampton Eastleigh

Fri 6/19

9:05 am-6:05 pm

2 stops15h 00m

$3,175

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Fri 3/20

9:30 am-8:50 am

2 stops18h 20m

Southampton Eastleigh

Mon 3/23

8:50 am-10:31 pm

2 stops18h 41m

$3,210

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 6/4

1:22 pm-8:35 am

2 stops13h 13m

Southampton Eastleigh

Thu 6/18

9:05 am-6:05 pm

2 stops15h 00m

$3,216

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Fri 6/5

6:36 pm-4:50 pm

2 stops16h 14m

Southampton Eastleigh

Fri 6/19

9:05 am-6:05 pm

2 stops15h 00m

$3,615

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 4/16

6:38 pm-4:50 pm

2 stops16h 12m

Southampton Eastleigh

Thu 4/23

9:05 am-6:36 pm

2 stops15h 31m

$3,789

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Tue 7/28

10:35 am-8:45 am

2 stops16h 10m

Southampton Eastleigh

Sun 8/9

9:15 am-6:05 pm

2 stops14h 50m

$3,950

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Tue 7/28

1:05 pm-8:45 am

2 stops13h 40m

Southampton Eastleigh

Sun 8/9

9:15 am-9:45 pm

2 stops18h 30m

$4,083

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Fastest flight time

13h 13m

Direct flights

None
The fastest flight from Chicago Midway Airport to Southampton takes 13h 13m
There are no direct flights from Chicago Midway Airport to Southampton. There are no popular flight routes from Chicago Midway Airport to Southampton.
Search flight deals

  • How far is Chicago Midway to Southampton Eastleigh by plane?

    Southampton Eastleigh is 3923.6 mi away from Chicago Midway. 13h 13m 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.

  • How do I get Price Alerts for flights from Chicago Midway Airport to Southampton?

    Confirm your travel details to search for the latest offers for flights from Chicago Midway Airport to Southampton. 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 Chicago Midway Airport to Southampton with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • 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.

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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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