$419+ Cheap flights from Midway (MDW) to Southampton (SOU)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SOU
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Southampton with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Southampton
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to SouthamptonExplore the most affordable flight options available from Midway to Southampton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
Explore the most affordable flight options available from Midway to Southampton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
2 stops16h 40m
Thu 11/198:40 am -
2 stops15h 24m
Deal found 9/28![Delta logo]()
$1,129
This KLM deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:59 am -
2 stops15h 11m
Sun 11/159:30 am -
2 stops19h 24m
Deal found 9/24![KLM logo]()
$1,764
This KLM deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:27 pm -
2 stops14h 18m
Mon 10/129:05 am -
2 stops19h 28m
Deal found 9/25![KLM logo]()
$1,883
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:00 am -
2 stops20h 10m
Sat 1/29:25 am -
2 stops14h 19m
Deal found 9/27![Delta logo]()
$3,994
Best flights from Midway to SouthamptonDiscover carefully curated flight deals from Midway to Southampton that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
Discover carefully curated flight deals from Midway to Southampton that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:30 am -
2 stops16h 40m
Thu 11/198:40 am -
2 stops15h 24m
Deal found 9/28![Delta logo]()
$1,129
This KLM deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:59 am -
2 stops15h 11m
Sun 11/159:30 am -
2 stops19h 24m
Deal found 9/24![KLM logo]()
$1,764
This KLM deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:27 pm -
2 stops14h 18m
Mon 10/129:05 am -
2 stops19h 28m
Deal found 9/25![KLM logo]()
$1,883
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:00 am -
2 stops20h 10m
Sat 1/29:25 am -
2 stops14h 19m
Deal found 9/27![Delta logo]()
$3,994
Last-minute flights from Midway to SouthamptonDiscover last-minute flight deals from Midway to Southampton. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Southampton. Data last updated September 29, 2026 and is based on user searches.
This KLM deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:27 pm -
2 stops14h 18m
Mon 10/129:05 am -
2 stops19h 28m
Deal found 9/25![KLM logo]()
$1,883
One-way flights from Midway to SouthamptonSearch for one-way flight options from Midway to Southampton. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Midway to Southampton. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:45 am -
2 stops38h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:20 pm -
2 stops35h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:04 am -
2 stops20h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:44 pm -
2 stops31h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Delta logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:20 pm -
2 stops20h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:09 pm -
2 stops33h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$623
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:20 pm -
3 stops22h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$661
This KLM deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:44 pm -
2 stops16h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![KLM logo]()
$673
Find flight deals from Midway to Southampton
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Southampton (SOU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 29, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $1,129 (Delta) |
One-way from | $419 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $906 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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, Cheapflights users made 7,457,451 searches. Data last updated September 29, 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
Cheapest round-trip
Quickest round-trip
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Tue 11/3
4:19 pm-5:05 pm
2 stops18h 46m
Southampton Eastleigh
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$538
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Mon 11/2
6:04 am-8:10 am
2 stops20h 06m
Southampton Eastleigh
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$538
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Sun 11/1
6:44 pm-8:10 am
2 stops31h 26m
Southampton Eastleigh
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$549
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Fri 10/9
3:20 pm-5:40 pm
2 stops20h 20m
Southampton Eastleigh
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$566
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Sun 10/11
12:27 pm-4:50 pm
3 stops22h 23m
Southampton Eastleigh
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$678
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Thu 11/12
9:30 am-8:10 am
2 stops16h 40m
Southampton Eastleigh
Thu 11/19
8:40 am-6:04 pm
2 stops15h 24m
$1,129
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Sun 11/8
10:59 am-8:10 am
2 stops15h 11m
Southampton Eastleigh
Sun 11/15
9:30 am-10:54 pm
2 stops19h 24m
$1,764
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Fri 10/9
12:27 pm-8:45 am
2 stops14h 18m
Southampton Eastleigh
Mon 10/12
9:05 am-10:33 pm
2 stops19h 28m
$1,883
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Wed 12/23
6:00 am-8:10 am
2 stops20h 10m
Southampton Eastleigh
Sat 1/2
9:25 am-5:44 pm
2 stops14h 19m
$3,994
Sorted by cheapest first
Compare providers for flights from Midway to Southampton
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Southampton in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Southampton flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago Midway Airport-Southampton flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Southampton flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Southampton flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Southampton flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Southampton
Have a flexible travel schedule? Discover the best time to fly to Southampton from Midway with our price prediction graph.
MDW-SOU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Midway to Southampton. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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