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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
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$348
(American Airlines)

One-way from

$212
(Delta)
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Portland flight deals.
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Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Portland flights.
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From Valparaiso Destin-Ft Walton Beach to Portland
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One-way flight from Valparaiso Destin-Ft Walton Beach to Portland
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Find 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 October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 12/212:59 pmVPS - PWM
1 stop7h 36mAmerican Airlines
Thu 12/115:34 amPWM - VPS
1 stop5h 34mAmerican Airlines
Deal found 10/27$348
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/212:59 pmVPS - PWM
2 stops9h 42mAmerican Airlines
Wed 12/105:46 amPWM - VPS
2 stops11h 01mAmerican Airlines
Deal found 10/27$359
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1510:49 amVPS - PWM
1 stop4h 39mAmerican Airlines
Mon 12/295:48 amPWM - VPS
1 stop5h 31mAmerican Airlines
Deal found 10/25$469
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:30 amVPS - PWM
2 stops6h 58mAmerican Airlines
Mon 12/295:48 amPWM - VPS
1 stop5h 31mAmerican Airlines
Deal found 10/25$475
This Southwest deal was found by Cheapflights users on 10/25. 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.
Tue 12/1611:20 amVPS - PWM
2 stops9h 55mSouthwest
Mon 12/295:30 amPWM - VPS
2 stops16h 40mSouthwest
Deal found 10/25$640
This Southwest deal was found by Cheapflights users on 10/25. 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.
Mon 12/1511:20 amVPS - PWM
2 stops9h 55mSouthwest
Mon 12/295:30 amPWM - VPS
2 stops16h 40mSouthwest
Deal found 10/25$661
This Delta deal was found by Cheapflights users on 10/27. 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 11/33:45 pmVPS - PWM
1 stop5h 34mDelta
Tue 11/111:25 pmPWM - VPS
1 stop6h 17mDelta
Deal found 10/27$680
This Southwest deal was found by Cheapflights users on 10/27. 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 11/311:20 amVPS - PWM
2 stops9h 55mSouthwest
Tue 11/115:30 amPWM - VPS
2 stops8h 45mSouthwest
Deal found 10/27$681
This American Airlines deal was found by Cheapflights users on 10/27. 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 10/276:25 pmVPS - PWM
1 stop19h 13mAmerican Airlines
Tue 11/45:21 pmPWM - VPS
1 stop17h 50mAmerican Airlines
Deal found 10/27$740

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 October 28, 2025.
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

Tue 12/2

12:59 pm-9:35 pm

1 stop7h 36m

Portland

Thu 12/11

5:34 am-10:08 am

1 stop5h 34m

$348

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Tue 12/2

10:51 am-4:40 pm

1 stop4h 49m

Portland

Wed 12/10

5:46 am-10:08 am

1 stop5h 22m

$348

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Tue 3/31

1:40 pm-9:59 pm

1 stop7h 19m

Portland

Wed 4/1

11:25 am-8:43 pm

2 stops10h 18m

$431

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Thu 4/2

1:40 pm-9:59 pm

1 stop7h 19m

$212

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

10:51 am-4:38 pm

1 stop4h 47m

$262

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

6:00 am-12:30 pm

1 stop5h 30m

$262

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Wed 4/1

5:04 pm-10:30 pm

1 stop4h 26m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Valparaiso, Florida-Portland, Maine flight deals on Cheapflights vs. eDreams >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 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 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 August is currently the most expensive (average of $236). 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.

What is the cheapest time of day to fly from VPS to PWM?

Find hourly flight availability from Valparaiso to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s optimal to fly from Valparaiso, Florida to Portland, Maine in the afternoon. By choosing this option you can save up to 61% on the cost of your flight, compared to a flight in the evening.

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 October 28, 2025.
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
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
7,994 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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
11,032 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

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 American Airlines fly from Valparaiso, Florida to Portland, Maine in about 7h 36m. 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.

  • 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 August is currently the most expensive (average of $236). 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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Alternative routes for Valparaiso to Portland

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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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$454FlexibilityNo cancel feeOn-time71%
DeltaCheapest$313Average$444FlexibilityNo cancel feeOn-timeN/A

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