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Portsmouth

$1,023+ Cheap flights from Midway (MDW) to Portsmouth, England

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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LHR
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
1 adult, Economy
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Cheap flight deals from Midway to Portsmouth

Keep the following information in mind while searching for Midway to Portsmouth flight deals. Data was last updated August 2, 2025.

Round-trip from

$1,228
(KLM)

Popular in

June

Cheapest in

February

Average price

$733
From Chicago Midway to Portsmouth
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($210 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Midway to Portsmouth

Cheapest flights from Midway to Portsmouth
Explore the most affordable flight options available from Midway to Portsmouth. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2025.

This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 8/95:53 pmMDW - SOU
2 stops17h 07mDelta
Mon 8/189:20 amSOU - MDW
2 stops18h 24mDelta
Deal found 8/1$1,023
This KLM deal was found by Cheapflights users on 7/30. 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.
Sat 9/610:31 amMDW - SOU
2 stops16h 14mKLM
Fri 9/199:20 amSOU - MDW
2 stops15h 15mKLM
Deal found 7/30$1,228

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Portsmouth 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 2,558,603 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Portsmouth that are best for you.

Fly from

Midway

Fly to

Portsmouth

Route

Depart

Return

Price

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 9/6

10:31 am-8:45 am

2 stops16h 14m

Southampton Eastleigh

Fri 9/19

9:20 am-6:35 pm

2 stops15h 15m

$1,228

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sat 9/13

7:15 pm-5:50 pm

2 stops16h 35m

Southampton Eastleigh

Thu 10/2

9:20 am-9:36 pm

2 stops18h 16m

$1,386

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Midway to Portsmouth

Have a flexible travel schedule? Discover the best time to fly to Portsmouth from Midway with our price prediction graph.
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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Portsmouth

What is the cheapest time of day to fly from MDW to P0R?

Find hourly flight availability from Midway to Portsmouth. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2025.

When flying from Chicago Midway Airport to Portsmouth, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Portsmouth

Get insights into the airlines that provide service to Portsmouth. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portsmouth. Reviews last updated August 2, 2025.
Peruse reviews from past customers who have flown with Delta and KLM from Chicago Midway Airport to Portsmouth to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,384 reviews
Delta
8.0
Very good
7,983 reviews

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to Portsmouth. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Midway to Portsmouth that include hotel bookings?

    Yes. In addition to deals on Midway to Portsmouth flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Portsmouth?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Portsmouth.

  • Can I find deals for business class flights from Midway to Portsmouth?

    Yes. Cheapflights offers flight deals from Midway to Portsmouth by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Portsmouth?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Portsmouth (average of $661). Flying from Chicago Midway Airport to Portsmouth in June is currently the most expensive (average of $1,097). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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