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$212+ Cheap flights from Valparaiso, FL to Portland, ME (VPS - PWM)

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — PWM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Valparaiso to Portland

Cheapest flights from Valparaiso to Portland
Explore the most affordable flight options available from Valparaiso to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:20 am
VPS
-
PWM
2 stops8h 25m
Southwest
Fri 3/205:30 am
PWM
-
VPS
1 stop8h 50m
Southwest
Deal found 1/25$496

Find flight deals from Valparaiso to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Portland (PWM). 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$381
(Delta)

One-way from

$212
(American Airlines)

Popular in

September

Cheapest in

August

Average price

$326
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Portland flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Portland
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Portland
Search Deals
High demand for flights, 8% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Portland 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 January 27, 2026.
Use the filters below to find and compare flights from Valparaiso to Portland that are best for you.

Fly from

Valparaiso

Fly to

Portland

Route

Depart

Return

Price

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 3/13

7:20 am-4:45 pm

2 stops8h 25m

Portland

Fri 3/20

5:30 am-1:20 pm

1 stop8h 50m

$496

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Thu 4/2

4:40 pm-10:50 pm

1 stop5h 10m

$212

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 4/17

4:59 pm-11:23 pm

1 stop5h 24m

$212

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Wed 4/1

4:40 pm-10:50 pm

1 stop5h 10m

$402

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 4/17

7:00 am-10:17 am

3 stops26h 17m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Compare providers for flights from Valparaiso to Portland

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 Valparaiso to Portland in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

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

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

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

Currently, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Portland, Maine (average of $82). Flying from Valparaiso, Florida to Portland, Maine in December is currently the most expensive (average of $266). 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.

How much does it cost to fly round-trip from Valparaiso, Florida to Portland, Maine?

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated January 27, 2026.
Read through reviews of airlines operating flights from Valparaiso to Portland, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,118 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,118 reviews
Delta
7.9
Good
8,118 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,197 reviews
Delta
7.9
Good
8,118 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Portland. 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 Valparaiso, Florida to Portland, Maine?

    Airlines like Southwest fly from Valparaiso, Florida to Portland, Maine in about 8h 25m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1271 mi.

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

    American Airlines, at $208, was found to be the cheapest airline from Valparaiso, Florida to Portland, Maine. An alternate airline flying to your destination would be Delta. American Airlines is priced at 48% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Portland, Maine (average of $82). Flying from Valparaiso, Florida to Portland, Maine in December is currently the most expensive (average of $266). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Top 2 airlines flying from Valparaiso to Portland

Discover the top 2 airlines that operate flights from Valparaiso to Portland. 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$435FlexibilityNo cancel feeOn-time71%
DeltaCheapest$313Average$420FlexibilityNo cancel feeOn-timeN/A

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