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Valparaiso

$184+ Cheap flights from Portland, ME to Valparaiso, FL (PWM - VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — VPS
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
1 adult, Economy
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Cheap flight deals from Portland to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Valparaiso (VPS). 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 November 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$328
(Delta)

One-way from

$184
(Delta)

Popular in

November

Cheapest in

September

Average price

$749
Provider with most accurate pricing for Portland-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Portland-Valparaiso Destin-Ft Walton Beach flights.
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From Portland to Valparaiso Destin-Ft Walton Beach
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One-way flight from Portland to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 16% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Portland to Valparaiso

Cheapest flights from Portland to Valparaiso
Explore the most affordable flight options available from Portland to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 12, 2025.

This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:00 amPWM - VPS
1 stop5h 12mAmerican Airlines
Sat 12/204:40 pmVPS - PWM
1 stop5h 11mAmerican Airlines
Deal found 11/10$425
This American Airlines deal was found by Cheapflights users on 11/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amPWM - VPS
1 stop5h 19mAmerican Airlines
Sun 12/284:40 pmVPS - PWM
1 stop5h 11mAmerican Airlines
Deal found 11/12$430
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amPWM - VPS
2 stops10h 53mAmerican Airlines
Mon 12/2910:59 amVPS - PWM
1 stop4h 40mAmerican Airlines
Deal found 11/10$461
This Delta deal was found by Cheapflights users on 11/10. 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 12/186:08 amPWM - VPS
1 stop5h 58mDelta
Sun 12/284:41 pmVPS - PWM
1 stop5h 02mDelta
Deal found 11/10$471
This Southwest deal was found by Cheapflights users on 11/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:30 amPWM - VPS
2 stops16h 40mSouthwest
Mon 12/2912:00 pmVPS - PWM
2 stops11h 05mSouthwest
Deal found 11/10$600
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:43 amPWM - VPS
1 stop5h 28mAmerican Airlines
Sat 12/274:40 pmVPS - PWM
1 stop5h 11mAmerican Airlines
Deal found 11/10$667

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Valparaiso 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 November 12, 2025.
Use the filters below to find and compare flights from Portland to Valparaiso that are best for you.

Fly from

Portland

Fly to

Valparaiso

Route

Depart

Return

Price

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 1/21

5:20 am-10:17 am

1 stop5h 57m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

10:47 am-4:37 pm

1 stop4h 50m

$362

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 1/21

6:00 am-4:40 pm

2 stops11h 40m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

2:00 pm-10:29 pm

1 stop7h 29m

$368

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 1/21

12:45 pm-6:55 pm

2 stops7h 10m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

12:15 pm-10:15 pm

2 stops9h 00m

$373

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 1/22

5:30 am-11:17 am

1 stop6h 47m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

2:00 pm-10:29 pm

1 stop7h 29m

$375

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 1/22

12:45 pm-6:55 pm

2 stops7h 10m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

12:15 pm-10:15 pm

2 stops9h 00m

$386

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Mon 12/22

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Mon 12/29

10:59 am-4:39 pm

1 stop4h 40m

$425

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Sat 12/20

6:00 am-10:12 am

1 stop5h 12m

Valparaiso Destin-Ft Walton Beach

Sat 12/20

4:40 pm-10:51 pm

1 stop5h 11m

$425

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 12/18

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

4:40 pm-10:51 pm

1 stop5h 11m

$430

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 12/2

4:43 pm-11:12 pm

2 stops7h 29m

$184

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 12/4

6:08 am-1:29 pm

1 stop8h 21m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 18 results
1
2

Compare providers for flights from Portland to Valparaiso

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 Portland to Valparaiso in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Valparaiso, Florida flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Valparaiso, Florida flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Valparaiso, Florida flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Valparaiso, Florida flights, Cheapflights users trust eDreams the most. eDreams 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 Portland, Maine-Valparaiso, Florida 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 Portland to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Portland 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 Portland to Valparaiso

What is the cheapest month to book a flight from Portland, Maine to Valparaiso, Florida?

Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Valparaiso, Florida (average of $84). Flying from Portland, Maine to Valparaiso, Florida in November is currently the most expensive (average of $223). 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.

Reviews of airlines servicing Valparaiso

Get insights into the airlines that provide service to Valparaiso. 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 Valparaiso. Reviews last updated November 12, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Portland to Valparaiso 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
7.9
Good
8,009 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,009 reviews
Delta
7.9
Good
8,009 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,009 reviews

Overall

7.9

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

  • How long is the flight from Portland, Maine to Valparaiso, Florida?

    For as low as $362, American Airlines can have you in Valparaiso, Florida from Portland, Maine in 5h 57m. Portland, Maine and Valparaiso, Florida are separated by a distance of 1271 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland, Maine to Valparaiso, Florida round-trip?

    According to our current data, Delta ($231), and American Airlines ($326) offers the cheapest pricing from Portland, Maine to Valparaiso, Florida. You may be able to fly from Portland, Maine to Valparaiso, Florida for 51% less than the average price by searching for these airlines.

  • Can I find deals for flights from Portland to Valparaiso that include hotel bookings?

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

  • How can I find direct flights from Portland to Valparaiso?

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

  • Can I find deals for business class flights from Portland to Valparaiso?

    Yes. Cheapflights offers flight deals from Portland to Valparaiso 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 Portland, Maine to Valparaiso, Florida?

    Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Valparaiso, Florida (average of $84). Flying from Portland, Maine to Valparaiso, Florida in November is currently the most expensive (average of $223). 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

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Top 2 airlines flying from Portland to Valparaiso

Discover the top 2 airlines that operate flights from Portland to Valparaiso. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$425FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$326Average$491FlexibilityNo cancel feeOn-time71%

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