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Cheap flights from Portland, Maine to Valparaiso from $249

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Valparaiso departing on 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Portland, Maine to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:11 am
PWM
-
VPS
6h 11m
1 stop
Delta Logo
7:00 am - 1:07 pm
VPS
-
PWM
5h 07m
1 stop
$249Delta
Wed, Sep 9 - Wed, Sep 16
Delta Logo
2:35 pm - 11:08 pm
PWM
-
VPS
9h 33m
2 stops
Delta Logo
7:00 am - 1:07 pm
VPS
-
PWM
5h 07m
1 stop
$255Delta
Wed, Sep 9 - Tue, Sep 22
Delta Logo
6:30 am - 4:00 pm
PWM
-
VPS
10h 30m
2 stops
Delta Logo
11:49 am - 11:59 pm
VPS
-
PWM
11h 10m
2 stops
$261Delta
Wed, Sep 9 - Tue, Sep 22
Delta Logo
6:00 am - 11:11 am
PWM
-
VPS
6h 11m
1 stop
Delta Logo
5:05 pm - 11:25 pm
VPS
-
PWM
5h 20m
1 stop
$282Delta
Wed, Sep 9 - Mon, Sep 21
Delta Logo
2:35 pm - 11:08 pm
PWM
-
VPS
9h 33m
2 stops
Delta Logo
2:48 pm - 11:25 pm
VPS
-
PWM
7h 37m
1 stop
$288Delta
Wed, Sep 9 - Thu, Sep 17
Delta Logo
6:00 am - 11:11 am
PWM
-
VPS
6h 11m
1 stop
Delta Logo
6:00 am - 4:01 pm
VPS
-
PWM
9h 01m
2 stops
$289Delta
Wed, Sep 9 - Sat, Sep 19
Delta Logo
2:35 pm - 11:08 pm
PWM
-
VPS
9h 33m
2 stops
Delta Logo
2:48 pm - 11:17 pm
VPS
-
PWM
7h 29m
2 stops
$294Delta
Wed, Sep 9 - Thu, Sep 17
Delta Logo
6:00 am - 11:11 am
PWM
-
VPS
6h 11m
1 stop
Delta Logo
7:00 am - 1:07 pm
VPS
-
PWM
5h 07m
1 stop
$315Delta
Thu, Sep 10 - Thu, Sep 17
Delta Logo
6:00 am - 4:00 pm
PWM
-
VPS
11h 00m
2 stops
Delta Logo
5:05 pm - 11:25 pm
VPS
-
PWM
5h 20m
1 stop
$321Delta
Thu, Sep 10 - Mon, Sep 21
Delta Logo
6:00 am - 11:11 am
PWM
-
VPS
6h 11m
1 stop
Delta Logo
7:00 am - 4:01 pm
VPS
-
PWM
8h 01m
2 stops
$322Delta
Thu, Sep 10 - Sat, Sep 19

American Airlines flights from Portland, Maine to Valparaiso, Florida

Our best American Airlines deals on Portland, Maine to Valparaiso, Florida flight tickets
American Airlines
Oct 22
PWM2:55 pmPortland
7h 08m
1 stop
VPS9:03 pmValparaiso Destin-Ft Walton Beach
Oct 27
VPS7:43 amValparaiso Destin-Ft Walton Beach
4h 39m
1 stop
PWM1:22 pmPortland
$395
American Airlines
Oct 22
PWM2:55 pmPortland
7h 08m
1 stop
VPS9:03 pmValparaiso Destin-Ft Walton Beach
Oct 26
VPS7:43 amValparaiso Destin-Ft Walton Beach
4h 39m
1 stop
PWM1:22 pmPortland
$405
American Airlines
Oct 22
PWM1:05 pmPortland
8h 58m
2 stops
VPS9:03 pmValparaiso Destin-Ft Walton Beach
Oct 27
VPS7:43 amValparaiso Destin-Ft Walton Beach
8h 00m
1 stop
PWM4:43 pmPortland
$441

Delta flights from Portland, Maine to Valparaiso, Florida

Our best Delta deals on Portland, Maine to Valparaiso, Florida flight tickets
Delta
Sep 9
PWM6:00 amPortland
6h 11m
1 stop
VPS11:11 amValparaiso Destin-Ft Walton Beach
Sep 16
VPS7:00 amValparaiso Destin-Ft Walton Beach
5h 07m
1 stop
PWM1:07 pmPortland
$249
Delta
Sep 9
PWM2:35 pmPortland
9h 33m
2 stops
VPS11:08 pmValparaiso Destin-Ft Walton Beach
Sep 22
VPS7:00 amValparaiso Destin-Ft Walton Beach
5h 07m
1 stop
PWM1:07 pmPortland
$255
Delta
Sep 9
PWM6:30 amPortland
10h 30m
2 stops
VPS4:00 pmValparaiso Destin-Ft Walton Beach
Sep 22
VPS11:49 amValparaiso Destin-Ft Walton Beach
11h 10m
2 stops
PWM11:59 pmPortland
$261

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Valparaiso, Florida 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, momondo users made 832,500 searches. Data last updated June 4, 2026.
Use the filters below to find and compare flights from Portland, Maine to Valparaiso, Florida that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

6:00 am-11:11 am

1 stop6h 11m

Valparaiso Destin-Ft Walton Beach

Wed 9/16

7:00 am-1:07 pm

1 stop5h 07m

$249

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

2:35 pm-11:08 pm

2 stops9h 33m

Valparaiso Destin-Ft Walton Beach

Tue 9/22

7:00 am-1:07 pm

1 stop5h 07m

$255

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

6:30 am-4:00 pm

2 stops10h 30m

Valparaiso Destin-Ft Walton Beach

Tue 9/22

11:49 am-11:59 pm

2 stops11h 10m

$261

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

6:00 am-11:11 am

1 stop6h 11m

Valparaiso Destin-Ft Walton Beach

Mon 9/21

5:05 pm-11:25 pm

1 stop5h 20m

$282

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

2:35 pm-11:08 pm

2 stops9h 33m

Valparaiso Destin-Ft Walton Beach

Thu 9/17

2:48 pm-11:25 pm

1 stop7h 37m

$288

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

6:00 am-11:11 am

1 stop6h 11m

Valparaiso Destin-Ft Walton Beach

Sat 9/19

6:00 am-4:01 pm

2 stops9h 01m

$289

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 9/9

2:35 pm-11:08 pm

2 stops9h 33m

Valparaiso Destin-Ft Walton Beach

Thu 9/17

2:48 pm-11:17 pm

2 stops7h 29m

$294

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 9/10

6:00 am-11:11 am

1 stop6h 11m

Valparaiso Destin-Ft Walton Beach

Thu 9/17

7:00 am-1:07 pm

1 stop5h 07m

$315

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 9/10

6:00 am-4:00 pm

2 stops11h 00m

Valparaiso Destin-Ft Walton Beach

Mon 9/21

5:05 pm-11:25 pm

1 stop5h 20m

$321

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 9/10

6:00 am-11:11 am

1 stop6h 11m

Valparaiso Destin-Ft Walton Beach

Sat 9/19

7:00 am-4:01 pm

2 stops8h 01m

$322

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Valparaiso from

How to get the cheapest flight ticket from Portland, Maine to Valparaiso, Florida

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland, Maine and Valparaiso, Florida?

What is the cheapest month to fly to Valparaiso, Florida?

If you aren’t able to travel during the month of March, then book flights to Valparaiso, Florida from Portland, Maine during January instead. Flights to Valparaiso, Florida in January, while not as cheap as those in March, still average around $0.

When to book flights from Portland, Maine to Valparaiso, Florida

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Valparaiso, Florida according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Valparaiso, Florida (PWM to VPS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Valparaiso, Florida

Fastest flight time

5h 38m

Direct flights

None
The fastest flight from Portland, Maine to Valparaiso, Florida takes 5h 38m
There are no direct flights from Portland, Maine to Valparaiso, Florida. There are no popular flight routes from Portland, Maine to Valparaiso, Florida.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Valparaiso, Florida

  • How far is Portland to Valparaiso Destin-Ft Walton Beach by plane?

    Portland and Valparaiso Destin-Ft Walton Beach are 1270.5 mi apart from one another. By plane, this route typically takes 5h 38m.

  • When did momondo last update prices for flights from Portland Airport to Valparaiso Destin-Ft Walton Beach Airport?

    Prices for flights from Portland Airport to Valparaiso Destin-Ft Walton Beach Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Valparaiso Destin-Ft Walton Beach Airport?

  • How old do you have to be to fly from Portland Airport to Valparaiso Destin-Ft Walton Beach Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Valparaiso Destin-Ft Walton Beach Airport.

  • What documentation or ID do you need to fly to Valparaiso Destin-Ft Walton Beach Airport?

    The travel and health documents required for your trip to Valparaiso Destin-Ft Walton Beach Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Valparaiso Destin-Ft Walton Beach Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Portland, Maine to Valparaiso, Florida?

Best airlines flying from Portland, Maine to Valparaiso, Florida

Compare and see reviews for airlines that fly from Portland, Maine to Valparaiso, Florida with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $231Free CancellationRating
7.8
8,395 reviews
Search Delta flights
American AirlinesPriceFrom $350Free CancellationRating
7.1
11,641 reviews
Search American Airlines flights

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Fort Walton Beach
Crestview
Niceville
Andalusia
DeFuniak Springs

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Valparaiso?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Valparaiso. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Valparaiso with flexible booking policies on momondo?

Flights from Portland to Valparaiso with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Valparaiso?

momondo provides multiple filters to help you find the best flight to Valparaiso from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Valparaiso right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Valparaiso, momondo offers a useful price alert feature which will track prices for flights to Valparaiso from Portland and alert you when they change.

An easier way to manage your Valparaiso, Florida trip

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