HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Valparaiso

$350+ Cheap flights from Portland, ME to Valparaiso, FL (PWM - VPS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — VPS
oct. 25 — nov. 11
sáb. 10/25
sáb. 11/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Valparaiso with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 septiembre 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$350
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$334
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
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 septiembre 25, 2025.

This American Airlines deal was found by Cheapflights users on 9/24. 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.
lun. 11/177:02 amPWM - VPS
1 stop5h 59mAmerican Airlines
sáb. 11/224:40 pmVPS - PWM
1 stop4h 53mAmerican Airlines
Deal found 9/24$350
This American Airlines deal was found by Cheapflights users on 9/24. 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.
sáb. 12/65:46 amPWM - VPS
2 stops7h 48mAmerican Airlines
mié. 12/1012:46 pmVPS - PWM
2 stops9h 51mAmerican Airlines
Deal found 9/24$362
This American Airlines deal was found by Cheapflights users on 9/25. 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.
sáb. 10/115:46 amPWM - VPS
1 stop5h 49mAmerican Airlines
vie. 10/174:04 pmVPS - PWM
1 stop5h 58mAmerican Airlines
Deal found 9/25$495
This American Airlines deal was found by Cheapflights users on 9/24. 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.
jue. 10/96:00 amPWM - VPS
1 stop5h 20mAmerican Airlines
mar. 10/1411:00 amVPS - PWM
1 stop4h 41mAmerican Airlines
Deal found 9/24$525
This American Airlines deal was found by Cheapflights users on 9/24. 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.
jue. 10/912:34 pmPWM - VPS
2 stops10h 16mAmerican Airlines
lun. 10/134:04 pmVPS - PWM
1 stop5h 58mAmerican Airlines
Deal found 9/24$531
This American Airlines deal was found by Cheapflights users on 9/24. 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.
mié. 10/86:00 amPWM - VPS
1 stop5h 20mAmerican Airlines
mar. 10/141:44 pmVPS - PWM
2 stops9h 07mAmerican Airlines
Deal found 9/24$532
This American Airlines deal was found by Cheapflights users on 9/24. 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.
mié. 10/86:00 amPWM - VPS
2 stops7h 54mAmerican Airlines
sáb. 10/117:07 amVPS - PWM
2 stops7h 03mAmerican Airlines
Deal found 9/24$573

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 septiembre 25, 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

lun. 11/17

7:02 am-12:01 pm

1 stop5h 59m

Valparaiso Destin-Ft Walton Beach

sáb. 11/22

4:40 pm-10:33 pm

1 stop4h 53m

$350

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

sáb. 12/6

5:46 am-12:34 pm

2 stops7h 48m

Valparaiso Destin-Ft Walton Beach

mié. 12/10

12:46 pm-11:37 pm

2 stops9h 51m

$362

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

lun. 3/2

12:13 pm-11:58 pm

2 stops12h 45m

Valparaiso Destin-Ft Walton Beach

sáb. 3/7

4:50 pm-10:21 pm

1 stop4h 31m

$431

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

sáb. 10/11

5:46 am-10:35 am

1 stop5h 49m

Valparaiso Destin-Ft Walton Beach

vie. 10/17

4:04 pm-11:02 pm

1 stop5h 58m

$495

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

mié. 10/8

6:00 am-10:20 am

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

mar. 10/14

11:00 am-4:41 pm

1 stop4h 41m

$525

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

jue. 10/9

2:42 pm-9:50 pm

1 stop8h 08m

Valparaiso Destin-Ft Walton Beach

mar. 10/14

11:00 am-4:41 pm

1 stop4h 41m

$525

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

jue. 10/9

2:42 pm-9:50 pm

1 stop8h 08m

Valparaiso Destin-Ft Walton Beach

lun. 10/13

4:04 pm-11:02 pm

1 stop5h 58m

$525

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

mié. 10/8

6:00 am-10:20 am

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

sáb. 10/11

4:09 pm-11:02 pm

1 stop5h 53m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

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 September.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust 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 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, September is the cheapest month in which you can book a flight from Portland, Maine to Valparaiso, Florida (average of $267). Flying from Portland, Maine to Valparaiso, Florida in March is currently the most expensive (average of $386). 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 PWM to VPS?

Find hourly flight availability from Portland to Valparaiso. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Valparaiso, Florida as you normally would.

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 septiembre 25, 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
8.0
Very good
7,973 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $350, American Airlines can have you in Valparaiso, Florida from Portland, Maine in 5h 59m. Portland, Maine and Valparaiso, Florida are separated by a distance of 1271 mi.

  • 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 49% 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, September is the cheapest month in which you can book a flight from Portland, Maine to Valparaiso, Florida (average of $267). Flying from Portland, Maine to Valparaiso, Florida in March is currently the most expensive (average of $386). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Miami flights
Boston to Tampa flights
Boston to Fort Myers flights
Boston to West Palm Beach flights
Boston to Sarasota flights
Boston to Key West flights
Boston to Jacksonville flights
Boston to St Petersburg flights
Boston to Orlando Sanford Intl flights
Portland to Orlando flights
Boston to Pensacola flights
Boston to Daytona Beach flights
Portland to Miami flights
Portland to Tampa flights
Bangor to Orlando flights
Portland to Jacksonville flights
Boston to Valparaiso flights
Boston to Melbourne flights
Portland to Fort Lauderdale flights
Boston to Panama City flights
Portland to Sarasota flights
Bangor to Orlando Sanford Intl flights
Portland to Fort Myers flights
Boston to Tallahassee flights
Bangor to Miami flights
Portland to Key West flights
Portland to West Palm Beach flights
Portland to Pensacola flights
Bangor to Fort Lauderdale flights
Bangor to Tampa flights
Bangor to Fort Myers flights
Bangor to Sarasota flights
Boston to Punta Gorda flights
Boston to Gainesville flights
Portland to Panama City flights
Bangor to West Palm Beach flights
Bangor to St Petersburg flights
Portland to Melbourne flights
Bangor to Pensacola flights
Bangor to Jacksonville flights
Portland to Daytona Beach flights
Portland to Tallahassee flights
Augusta to Tampa flights
Bangor to Daytona Beach flights
Rockland to Orlando flights
Augusta to Orlando flights
Bangor to Melbourne flights

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 septiembre 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$451FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$326Average$477FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.