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Cheap flights from Portland, Maine to Valparaiso from $249

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Valparaiso departing on 3/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
4:48 pm - 11:15 pm
PWM
-
VPS
7h 27m
2 stops
Delta Logo
1:53 pm - 11:24 pm
VPS
-
PWM
8h 31m
2 stops
$323Delta
Tue, Apr 7 - Tue, Apr 28
Southwest Logo
1:00 pm - 9:00 pm
PWM
-
VPS
9h 00m
2 stops
Southwest Logo
2:00 pm - 10:35 pm
VPS
-
PWM
7h 35m
1 stop
$404Southwest
Tue, Apr 7 - Tue, Apr 28
American Airlines Logo
7:15 am - 12:01 pm
PWM
-
VPS
5h 46m
1 stop
American Airlines Logo
1:30 pm - 9:46 pm
VPS
-
PWM
7h 16m
1 stop
$455American Airlines
Wed, May 27 - Sat, May 30
American Airlines Logo
10:57 am - 9:53 pm
PWM
-
VPS
11h 56m
2 stops
American Airlines Logo
1:30 pm - 9:46 pm
VPS
-
PWM
7h 16m
1 stop
$461American Airlines
Wed, May 27 - Sat, May 30
Southwest Logo
1:00 pm - 9:00 pm
PWM
-
VPS
9h 00m
2 stops
Southwest Logo
7:00 am - 11:10 pm
VPS
-
PWM
15h 10m
2 stops
$472Southwest
Wed, May 27 - Sat, May 30
Delta Logo
6:03 am - 2:10 pm
PWM
-
VPS
9h 07m
2 stops
Delta Logo
5:04 pm - 11:22 pm
VPS
-
PWM
5h 18m
1 stop
$476Delta
Thu, Mar 19 - Mon, Mar 23
Delta Logo
5:23 am - 11:59 am
PWM
-
VPS
7h 36m
1 stop
Delta Logo
5:04 pm - 11:22 pm
VPS
-
PWM
5h 18m
1 stop
$496Delta
Thu, Mar 19 - Mon, Mar 23
American Airlines Logo
6:01 am - 10:00 am
PWM
-
VPS
4h 59m
1 stop
American Airlines Logo
10:31 am - 11:54 pm
VPS
-
PWM
12h 23m
1 stop
$500American Airlines
Tue, Apr 7 - Tue, Apr 28
Delta Logo
4:43 pm - 11:19 pm
PWM
-
VPS
7h 36m
2 stops
Delta Logo
2:59 pm - 11:23 pm
VPS
-
PWM
7h 24m
1 stop
$517Delta
Mon, Apr 20 - Thu, Apr 23
Delta Logo
5:23 am - 11:59 am
PWM
-
VPS
7h 36m
1 stop
Delta Logo
2:59 pm - 11:22 pm
VPS
-
PWM
7h 23m
1 stop
$521Delta
Thu, Mar 26 - Mon, Mar 30

American Airlines flights from Portland, Maine to Valparaiso, Florida

Our best American Airlines deals on Portland, Maine to Valparaiso, Florida flight tickets
American Airlines
May 27
PWM7:15 amPortland
5h 46m
1 stop
VPS12:01 pmValparaiso Destin-Ft Walton Beach
May 30
VPS1:30 pmValparaiso Destin-Ft Walton Beach
7h 16m
1 stop
PWM9:46 pmPortland
$455
American Airlines
May 27
PWM10:57 amPortland
11h 56m
2 stops
VPS9:53 pmValparaiso Destin-Ft Walton Beach
May 30
VPS1:30 pmValparaiso Destin-Ft Walton Beach
7h 16m
1 stop
PWM9:46 pmPortland
$461
American Airlines
Apr 7
PWM6:01 amPortland
4h 59m
1 stop
VPS10:00 amValparaiso Destin-Ft Walton Beach
Apr 28
VPS10:31 amValparaiso Destin-Ft Walton Beach
12h 23m
1 stop
PWM11:54 pmPortland
$500

Southwest flights from Portland, Maine to Valparaiso, Florida

Our best Southwest deals on Portland, Maine to Valparaiso, Florida flight tickets
Southwest
Apr 7
PWM1:00 pmPortland
9h 00m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
Apr 28
VPS2:00 pmValparaiso Destin-Ft Walton Beach
7h 35m
1 stop
PWM10:35 pmPortland
$404
Southwest
May 27
PWM1:00 pmPortland
9h 00m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
May 30
VPS7:00 amValparaiso Destin-Ft Walton Beach
15h 10m
2 stops
PWM11:10 pmPortland
$472
Southwest
Mar 26
PWM5:30 amPortland
16h 35m
2 stops
VPS9:05 pmValparaiso Destin-Ft Walton Beach
Mar 30
VPS2:00 pmValparaiso Destin-Ft Walton Beach
9h 05m
1 stop
PWM12:05 amPortland
$556

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 March 1, 2026.
Use the filters below to find and compare flights from Portland, Maine to Valparaiso, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 4/7

4:48 pm-11:15 pm

2 stops7h 27m

Valparaiso Destin-Ft Walton Beach

Tue 4/28

1:53 pm-11:24 pm

2 stops8h 31m

$323

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 4/7

1:00 pm-9:00 pm

2 stops9h 00m

Valparaiso Destin-Ft Walton Beach

Tue 4/28

2:00 pm-10:35 pm

1 stop7h 35m

$404

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 5/27

7:15 am-12:01 pm

1 stop5h 46m

Valparaiso Destin-Ft Walton Beach

Sat 5/30

1:30 pm-9:46 pm

1 stop7h 16m

$455

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 5/27

10:57 am-9:53 pm

2 stops11h 56m

Valparaiso Destin-Ft Walton Beach

Sat 5/30

1:30 pm-9:46 pm

1 stop7h 16m

$461

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 5/27

1:00 pm-9:00 pm

2 stops9h 00m

Valparaiso Destin-Ft Walton Beach

Sat 5/30

7:00 am-11:10 pm

2 stops15h 10m

$472

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 3/19

6:03 am-2:10 pm

2 stops9h 07m

Valparaiso Destin-Ft Walton Beach

Mon 3/23

5:04 pm-11:22 pm

1 stop5h 18m

$476

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 3/19

5:23 am-11:59 am

1 stop7h 36m

Valparaiso Destin-Ft Walton Beach

Mon 3/23

5:04 pm-11:22 pm

1 stop5h 18m

$496

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 4/7

6:01 am-10:00 am

1 stop4h 59m

Valparaiso Destin-Ft Walton Beach

Tue 4/28

10:31 am-11:54 pm

1 stop12h 23m

$500

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Mon 4/20

4:43 pm-11:19 pm

2 stops7h 36m

Valparaiso Destin-Ft Walton Beach

Thu 4/23

2:59 pm-11:23 pm

1 stop7h 24m

$517

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 3/26

5:23 am-11:59 am

1 stop7h 36m

Valparaiso Destin-Ft Walton Beach

Mon 3/30

2:59 pm-11:22 pm

1 stop7h 23m

$521

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest day to depart on your flight to Valparaiso, Florida?

The cheapest day to depart on your flight to Valparaiso, Florida is on a Tuesday when prices can be found for as low as $237. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $378.

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

6h 39m

Direct flights

None
The fastest flight from Portland, Maine to Valparaiso, Florida takes 6h 39m
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

  • 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 6h 39m.

  • 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
7.9
8,244 reviews
Search Delta flights
American AirlinesPriceFrom $326Free CancellationRating
7.1
11,370 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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