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Valparaiso

$169+ Cheap flights from Portland to Valparaiso, FL (PDX - 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — VPS
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 3/36:40 am
PDX
-
VPS
1 stop6h 35m
American Airlines
Tue 3/104:00 pm
VPS
-
PDX
1 stop9h 09m
American Airlines
Deal found 1/26$384
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:40 am
PDX
-
VPS
1 stop7h 35m
American Airlines
Tue 3/107:00 am
VPS
-
PDX
2 stops12h 08m
American Airlines
Deal found 1/25$390
This Delta deal was found by Cheapflights users on 1/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1610:30 pm
PDX
-
VPS
1 stop8h 01m
Delta
Wed 3/183:00 pm
VPS
-
PDX
1 stop9h 08m
Delta
Deal found 1/24$392
This Southwest deal was found by Cheapflights users on 1/26. 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 3/36:30 am
PDX
-
VPS
2 stops10h 25m
Southwest
Tue 3/1012:35 pm
VPS
-
PDX
2 stops11h 35m
Southwest
Deal found 1/26$394
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:10 pm
PDX
-
VPS
2 stops13h 23m
Delta
Tue 3/106:00 am
VPS
-
PDX
2 stops14h 58m
Delta
Deal found 1/25$396
This Delta deal was found by Cheapflights users on 1/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1610:30 pm
PDX
-
VPS
1 stop8h 01m
Delta
Tue 3/1712:59 pm
VPS
-
PDX
2 stops11h 24m
Delta
Deal found 1/24$398
This Delta deal was found by Cheapflights users on 1/26. 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.
Fri 3/1310:30 pm
PDX
-
VPS
1 stop8h 01m
Delta
Wed 3/183:00 pm
VPS
-
PDX
1 stop9h 08m
Delta
Deal found 1/26$419
This Delta deal was found by Cheapflights users on 1/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1410:30 pm
PDX
-
VPS
1 stop8h 01m
Delta
Tue 3/177:05 am
VPS
-
PDX
2 stops11h 38m
Delta
Deal found 1/24$425

Find flight deals from Portland to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$384
(American Airlines)

One-way from

$169
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$291
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. 8% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 26, 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

PDX - VPS

PDXVPS

Portland

Tue 3/3

6:30 am-6:55 pm

2 stops10h 25m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

12:35 pm-10:10 pm

2 stops11h 35m

$394

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Tue 3/17

5:40 pm-8:31 am

2 stops12h 51m

Valparaiso Destin-Ft Walton Beach

Wed 3/18

3:00 pm-10:08 pm

1 stop9h 08m

$397

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Mon 3/16

10:30 pm-8:31 am

1 stop8h 01m

Valparaiso Destin-Ft Walton Beach

Tue 3/17

12:59 pm-10:23 pm

2 stops11h 24m

$398

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Sat 3/14

10:30 pm-8:31 am

1 stop8h 01m

Valparaiso Destin-Ft Walton Beach

Wed 3/18

3:00 pm-10:08 pm

1 stop9h 08m

$419

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Fri 3/13

10:30 pm-8:31 am

1 stop8h 01m

Valparaiso Destin-Ft Walton Beach

Wed 3/18

3:00 pm-10:08 pm

1 stop9h 08m

$419

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Wed 3/4

6:00 am-6:55 pm

2 stops10h 55m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

12:35 pm-11:10 pm

2 stops12h 35m

$425

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Mon 3/16

10:30 pm-8:31 am

1 stop8h 01m

Valparaiso Destin-Ft Walton Beach

Thu 3/19

3:00 pm-10:08 pm

1 stop9h 08m

$455

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Sat 5/23

5:10 pm-8:34 am

2 stops13h 24m

Valparaiso Destin-Ft Walton Beach

Thu 5/28

2:25 pm-11:41 pm

2 stops11h 16m

$458

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Tue 3/17

5:40 pm-8:31 am

2 stops12h 51m

Valparaiso Destin-Ft Walton Beach

Thu 3/19

3:00 pm-10:08 pm

1 stop9h 08m

$460

PortlandValparaiso

PDX - VPS

PDXVPS

Portland

Mon 3/16

10:30 pm-8:31 am

1 stop8h 01m

Valparaiso Destin-Ft Walton Beach

Fri 3/20

6:00 am-6:58 pm

2 stops14h 58m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 21 results
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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 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 Portland-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-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Valparaiso, Florida flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-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-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 to Valparaiso, Florida?

Currently, March is the cheapest month in which you can book a flight from Portland to Valparaiso, Florida (average of $146). Flying from Portland to Valparaiso, Florida in November is currently the most expensive (average of $324). 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 January 26, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Portland to Valparaiso by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,111 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Crew

8.5

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

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 to Valparaiso, Florida?

    There are many flights that can get you from Portland to Valparaiso, Florida in 10h 25m. Fly via Southwest or Delta to get the fastest option. The distance from Portland to Valparaiso, Florida is about 2195 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Portland to Valparaiso, Florida is Delta. Our recent data shows that you can find tickets from as low as $223 on this airline. An additional option worth looking into is American Airlines, starting at $247. Delta is priced at 54% lower than the current average price of a flight leaving 3 months from now.

  • 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 to Valparaiso, Florida?

    Currently, March is the cheapest month in which you can book a flight from Portland to Valparaiso, Florida (average of $146). Flying from Portland to Valparaiso, Florida in November is currently the most expensive (average of $324). 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$223Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$481FlexibilityNo cancel feeOn-time71%

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