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$118+ 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
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$259
(Delta)

One-way from

$118
(Delta)
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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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 10/276:00 amVPS - PWM
1 stop5h 22mDelta
Tue 11/41:27 pmPWM - VPS
1 stop5h 48mDelta
Deal found 9/11$259
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:00 amVPS - PWM
2 stops35h 57mMultiple Airlines
Thu 10/233:15 pmPWM - VPS
1 stop24h 41mMultiple Airlines
Deal found 9/9$318
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/174:04 pmVPS - PWM
1 stop5h 58mAmerican Airlines
Wed 10/223:38 pmPWM - VPS
1 stop5h 29mAmerican Airlines
Deal found 9/9$369
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 11/67:10 amVPS - PWM
2 stops16h 10mSouthwest
Sun 11/95:30 amPWM - VPS
2 stops9h 15mSouthwest
Deal found 9/9$385
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 11/64:40 pmVPS - PWM
1 stop4h 57mAmerican Airlines
Sun 11/97:02 amPWM - VPS
1 stop6h 12mAmerican Airlines
Deal found 9/9$387
This Delta deal was found by Cheapflights users on 9/9. 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 10/171:35 pmVPS - PWM
1 stop7h 44mDelta
Tue 10/216:00 amPWM - VPS
1 stop4h 59mDelta
Deal found 9/9$390
This Delta deal was found by Cheapflights users on 9/9. 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 10/171:35 pmVPS - PWM
1 stop7h 44mDelta
Fri 10/245:42 amPWM - VPS
2 stops10h 26mDelta
Deal found 9/9$410

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 September 11, 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

Mon 10/27

6:00 am-12:22 pm

1 stop5h 22m

Portland

Tue 11/4

1:27 pm-6:15 pm

1 stop5h 48m

$259

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 10/17

4:04 pm-11:02 pm

1 stop5h 58m

Portland

Wed 10/22

3:38 pm-8:07 pm

1 stop5h 29m

$369

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 10/17

1:35 pm-10:19 pm

1 stop7h 44m

Portland

Tue 10/21

5:42 am-3:08 pm

2 stops10h 26m

$396

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Fri 10/17

1:35 pm-10:19 pm

1 stop7h 44m

Portland

Fri 10/24

5:42 am-3:08 pm

2 stops10h 26m

$410

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Mon 10/27

7:07 am-3:35 pm

2 stops7h 28m

Portland

Tue 11/4

12:30 pm-8:21 pm

2 stops8h 51m

$431

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

6:00 am-12:30 pm

1 stop5h 30m

$118

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:20 am-4:38 pm

2 stops8h 18m

$123

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:00 am-2:40 pm

2 stops6h 40m

$140

ValparaisoPortland

VPS - PWM

VPSPWM

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:53 pm-1:51 pm

3 stops40h 58m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 September 11, 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 September 11, 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
8.0
Very good
7,960 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

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 Delta and American Airlines fly from Valparaiso, Florida to Portland, Maine in about 5h 22m. The time it takes to get you to your destination can typically vary by up to 36m. Airlines will cover a distance of 1271 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$208Average$435FlexibilityNo cancel feeOn-time71%
DeltaCheapest$313Average$444FlexibilityNo cancel feeOn-timeN/A

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