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$146+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — PWM
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$295
(Southwest)

One-way from

$146
(American Airlines)
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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/28. 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.
Sat 9/67:05 amVPS - PWM
1 stop5h 50mSouthwest
Sat 9/131:15 pmPWM - VPS
1 stop6h 30mSouthwest
Deal found 7/28$295
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/68:10 amVPS - PWM
2 stops8h 45mAmerican Airlines
Sat 9/135:20 pmPWM - VPS
2 stops6h 35mAmerican Airlines
Deal found 7/28$306
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 10/157:00 amVPS - PWM
1 stop4h 31mDelta
Sun 10/196:00 amPWM - VPS
1 stop4h 59mDelta
Deal found 7/27$386
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:30 amVPS - PWM
3 stops33h 55mMultiple Airlines
Wed 9/173:21 pmPWM - VPS
2 stops22h 27mMultiple Airlines
Deal found 7/29$538

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 July 29, 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

Sat 9/6

7:05 am-1:55 pm

1 stop5h 50m

Portland

Sat 9/13

1:15 pm-6:45 pm

1 stop6h 30m

$295

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 9/6

8:10 am-5:55 pm

2 stops8h 45m

Portland

Sat 9/13

5:20 pm-10:55 pm

2 stops6h 35m

$306

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Wed 10/15

7:00 am-12:31 pm

1 stop4h 31m

Portland

Sun 10/19

6:00 am-9:59 am

1 stop4h 59m

$386

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

4:40 pm-10:32 pm

1 stop4h 52m

$146

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Wed 10/15

4:20 pm-10:19 pm

1 stop4h 59m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Portland, Maine (average of $296). Flying from Valparaiso, Florida to Portland, Maine in July is currently the most expensive (average of $394). 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 July 29, 2025.

It’s optimal to fly from Valparaiso, Florida to Portland, Maine in the afternoon. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight in the morning.

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 July 29, 2025.
Read through reviews of airlines operating flights from Valparaiso to Portland, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    Southwest, at $295, was found to be the cheapest airline from Valparaiso, Florida to Portland, Maine.Alternate airlines to your destination round-trip include American Airlines and 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, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Portland, Maine (average of $296). Flying from Valparaiso, Florida to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$435FlexibilityNo cancel feeOn-time71%
DeltaCheapest$313Average$420FlexibilityNo cancel feeOn-timeN/A

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