How long is the flight from Portsmouth to Chicago Midway Airport?

For as low as £734, Virgin Atlantic can have you in Chicago Midway Airport from Portsmouth in 30h 40m. Portsmouth and Chicago Midway Airport are separated by a distance of 3924 mi.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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

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

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

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

How can I find direct flights from Portsmouth to Midway?

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

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

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

£734+ Cheap Flights from Portsmouth to Chicago Midway Airport

Cheap flight deals from Portsmouth to Midway

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Cheapest flights from Portsmouth to Midway
Explore the most affordable flight options available from Portsmouth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Tue 6/1017:20 -

2 stops30h 40m

Mon 12/1009:29 -

2 stops17h 06m

Deal found 7/9£734

Find flight deals from Portsmouth to Midway

Round-trip from	£734
Popular in	August
Cheapest in	February
Average price	£589

Virgin Atlantic
6/10-12/10
4 total stops
47h 46m total
Portsmouth to Chicago

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Highest demand for flights based on searches. 12% potential increase in price (£63 potential increase over avg. return price).

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Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).

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Average for round-trip flights in September 2026

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Use the filters below to find and compare flights from Portsmouth to Chicago Midway Airport that are best for you.

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Cheapest return flight

SouthamptonChicago

SOU Southampton Eastleigh - MDW Chicago Midway

SOUMDW

Southampton Eastleigh

Tue 6/10

17:20-18:00

2 stops30h 40m

Chicago Midway

Mon 12/10

09:29-08:35

2 stops17h 06m

£734

SouthamptonChicago

SOU Southampton Eastleigh - MDW Chicago Midway

SOUMDW

Southampton Eastleigh

Tue 29/9

17:20-18:33

2 stops31h 13m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£1,355

Fastest return journey

SouthamptonChicago

SOU Southampton Eastleigh - MDW Chicago Midway

SOUMDW

Southampton Eastleigh

Mon 28/9

09:05-22:44

2 stops19h 39m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£1,355

Flights are sorted by cheapest return flights first.

Deals found on 7/9

Sorted by cheapest first

Best time to book a flight from Portsmouth to Midway

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

SOU-MDW

Estimated return 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.

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

P0R-MDW

SOU-MDW

No data available for this route at this time. Please check back soon.

Related info for your journey

How long is the flight from Portsmouth to Chicago Midway Airport?
For as low as £734, Virgin Atlantic can have you in Chicago Midway Airport from Portsmouth in 30h 40m. Portsmouth and Chicago Midway Airport are separated by a distance of 3924 mi.
Can I find deals for flights from Portsmouth to Midway that include hotel bookings?
Yes. In addition to deals on Portsmouth to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.
How can I find direct flights from Portsmouth to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portsmouth to Midway.
Can I find deals for business class flights from Portsmouth to Midway?
Yes. Cheapflights offers flight deals from Portsmouth to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Top airline flying from Portsmouth to Midway

Airline	Cheapest	Average	Flexibility	On-time
Virgin Atlantic	Cheapest£425	Average£718	FlexibilityNo cancel fee	On-time72%	Search Virgin Atlantic flights

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Deals for Portsmouth to Midway flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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Millions of users choose and trust Cheapflights to book the best flight deals from Portsmouth to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Portsmouth to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Portsmouth to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Portsmouth to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Portsmouth today and book when prices fit your budget.

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Cheap flights from Portsmouth to Chicago Midway Airport from £734

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Portsmouth to Midway

Cheapest flights from Portsmouth to MidwayExplore the most affordable flight options available from Portsmouth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Explore the most affordable flight options available from Portsmouth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Best flights from Portsmouth to MidwayDiscover carefully curated flight deals from Portsmouth to Midway that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Discover carefully curated flight deals from Portsmouth to Midway that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Last-minute flights from Portsmouth to MidwayDiscover last-minute flight deals from Portsmouth to Midway. Data last updated 12 September 2026 and is based on user searches.

Discover last-minute flight deals from Portsmouth to Midway. Data last updated 12 September 2026 and is based on user searches.

One-way flights from Portsmouth to MidwaySearch for one-way flight options from Portsmouth to Midway. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.

Search for one-way flight options from Portsmouth to Midway. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.

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Best time to book a flight from Portsmouth to Midway

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Related info for your journey

How long is the flight from Portsmouth to Chicago Midway Airport?

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

How can I find direct flights from Portsmouth to Midway?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portsmouth to Midway

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Complete your trip

Complete your trip to Midway by adding a car hire and/or hotel booking to your travel itinerary.

Direct flights to Illinois

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Portsmouth and Midway flights

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Cheapest flights from Portsmouth to Midway
Explore the most affordable flight options available from Portsmouth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Best flights from Portsmouth to Midway
Discover carefully curated flight deals from Portsmouth to Midway that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Last-minute flights from Portsmouth to Midway
Discover last-minute flight deals from Portsmouth to Midway. Data last updated 12 September 2026 and is based on user searches.

One-way flights from Portsmouth to Midway
Search for one-way flight options from Portsmouth to Midway. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.