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Valparaiso

$181+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — VPS
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap 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 February 12, 2026.

This American Airlines deal was found by Cheapflights users on 2/9. 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 3/96:00 am
PWM
-
VPS
1 stop5h 19m
American Airlines
Mon 3/164:40 pm
VPS
-
PWM
1 stop5h 10m
American Airlines
Deal found 2/9$375
This Delta deal was found by Cheapflights users on 2/9. 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 3/96:03 am
PWM
-
VPS
2 stops9h 07m
Delta
Mon 3/165:04 pm
VPS
-
PWM
1 stop5h 18m
Delta
Deal found 2/9$391
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/1812:44 pm
PWM
-
VPS
2 stops12h 15m
American Airlines
Mon 3/304:40 pm
VPS
-
PWM
1 stop5h 10m
American Airlines
Deal found 2/10$406
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:30 am
PWM
-
VPS
2 stops10h 50m
Southwest
Sat 4/1810:00 am
VPS
-
PWM
2 stops12h 10m
Southwest
Deal found 2/12$423
This Delta deal was found by Cheapflights users on 2/9. 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 10/221:35 pm
PWM
-
VPS
1 stop8h 06m
Delta
Mon 10/266:00 am
VPS
-
PWM
1 stop5h 18m
Delta
Deal found 2/9$425
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Fri 10/237:00 am
PWM
-
VPS
2 stops9h 14m
American Airlines
Tue 10/277:43 am
VPS
-
PWM
1 stop4h 39m
American Airlines
Deal found 2/9$431
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:35 pm
PWM
-
VPS
1 stop5h 53m
Delta
Tue 10/276:00 am
VPS
-
PWM
2 stops9h 10m
Delta
Deal found 2/12$432
This Southwest deal was found by Cheapflights users on 2/10. 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.
Wed 3/185:30 am
PWM
-
VPS
1 stop8h 45m
Southwest
Mon 3/302:00 pm
VPS
-
PWM
1 stop9h 05m
Southwest
Deal found 2/10$447

Find 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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$375
(American Airlines)

One-way from

$181
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$722
Provider with most accurate pricing for Portland-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Portland to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Portland to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 12, 2026.
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

Mon 3/9

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Mon 3/16

4:40 pm-10:50 pm

1 stop5h 10m

$375

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Mon 3/9

6:03 am-2:10 pm

2 stops9h 07m

Valparaiso Destin-Ft Walton Beach

Mon 3/16

5:04 pm-11:22 pm

1 stop5h 18m

$391

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Mon 4/13

5:30 am-3:20 pm

2 stops10h 50m

Valparaiso Destin-Ft Walton Beach

Sat 4/18

10:00 am-11:10 pm

2 stops12h 10m

$423

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Sun 4/5

5:23 am-12:23 pm

1 stop8h 00m

Valparaiso Destin-Ft Walton Beach

Tue 4/14

2:59 pm-11:23 pm

1 stop7h 24m

$468

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 4/1

4:48 pm-11:15 pm

2 stops7h 27m

Valparaiso Destin-Ft Walton Beach

Sun 4/5

4:59 pm-11:22 pm

1 stop5h 23m

$471

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 4/1

6:25 am-8:52 pm

2 stops15h 27m

Valparaiso Destin-Ft Walton Beach

Tue 4/14

6:00 am-11:24 pm

2 stops16h 24m

$478

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Sat 4/4

6:25 am-8:31 am

2 stops27h 06m

Valparaiso Destin-Ft Walton Beach

Tue 4/14

6:00 am-11:24 pm

2 stops16h 24m

$478

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Mon 3/9

5:30 am-9:05 pm

2 stops16h 35m

Valparaiso Destin-Ft Walton Beach

Mon 3/16

12:35 pm-12:05 am

2 stops10h 30m

$479

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 3/18

5:30 am-9:15 pm

2 stops16h 45m

Valparaiso Destin-Ft Walton Beach

Mon 3/30

12:35 pm-12:05 am

2 stops10h 30m

$483

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 4/21

3:39 pm-11:50 pm

2 stops9h 11m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 17 results
1
2
  • Most accurate provider: When it comes to deals on Portland, Maine-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 February 12, 2026.
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
8,180 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
8,180 reviews
Delta
7.9
Good
8,180 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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
11,271 reviews
Delta
7.9
Good
8,180 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

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 $375, American Airlines can have you in Valparaiso, Florida from Portland, Maine in 5h 19m. 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 ($329) offers the cheapest pricing from Portland, Maine to Valparaiso, Florida. You may be able to fly from Portland, Maine to Valparaiso, Florida for 53% 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$373FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$329Average$512FlexibilityNo cancel feeOn-time71%

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