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Cheap flights from Portland, Maine to Valparaiso from $214

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 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
5:30 am - 11:17 amPWM-VPS
6h 47m1 stop
Delta Logo
2:00 pm - 10:29 pmVPS-PWM
7h 29m1 stop
$349Delta
Find Deal
Tue, Feb 3 - Wed, Feb 11
Delta Logo
6:00 am - 1:09 pmPWM-VPS
8h 09m2 stops
Delta Logo
2:00 pm - 10:29 pmVPS-PWM
7h 29m1 stop
$355Delta
Find Deal
Tue, Feb 3 - Wed, Feb 11
Southwest Logo
12:45 pm - 6:55 pmPWM-VPS
7h 10m2 stops
Southwest Logo
12:15 pm - 10:15 pmVPS-PWM
9h 00m2 stops
$360Southwest
Find Deal
Tue, Feb 3 - Wed, Feb 11
American Airlines Logo
6:00 am - 10:19 amPWM-VPS
5h 19m1 stop
American Airlines Logo
10:59 am - 4:39 pmVPS-PWM
4h 40m1 stop
$404American Airlines
Find Deal
Thu, Dec 18 - Sun, Dec 28
Delta Logo
5:30 am - 12:57 pmPWM-VPS
8h 27m1 stop
Delta Logo
1:40 pm - 9:59 pmVPS-PWM
7h 19m1 stop
$425Delta
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
6:00 am - 10:19 amPWM-VPS
5h 19m1 stop
American Airlines Logo
10:59 am - 4:39 pmVPS-PWM
4h 40m1 stop
$434American Airlines
Find Deal
Thu, Dec 18 - Sun, Dec 28
American Airlines Logo
6:00 am - 10:12 amPWM-VPS
5h 12m1 stop
American Airlines Logo
4:40 pm - 10:51 pmVPS-PWM
5h 11m1 stop
$455American Airlines
Find Deal
Sat, Dec 20 - Sat, Dec 20
American Airlines Logo
5:39 am - 3:53 pmPWM-VPS
11h 14m2 stops
American Airlines Logo
10:59 am - 4:39 pmVPS-PWM
4h 40m1 stop
$461American Airlines
Find Deal
Thu, Dec 18 - Sun, Dec 28
Southwest Logo
5:30 am - 5:25 pmPWM-VPS
12h 55m2 stops
Southwest Logo
2:00 pm - 12:20 amVPS-PWM
9h 20m2 stops
$537Southwest
Find Deal
Tue, Nov 25 - Sat, Dec 27
Southwest Logo
5:30 am - 1:15 pmPWM-VPS
8h 45m2 stops
Southwest Logo
2:00 pm - 12:20 amVPS-PWM
9h 20m2 stops
$556Southwest
Find Deal
Wed, Nov 19 - Sat, Nov 22

American Airlines flights from Portland, Maine to Valparaiso, Florida

Our best American Airlines deals on Portland, Maine to Valparaiso, Florida flight tickets
American Airlines
Dec 18
PWM6:00 amPortland
5h 19m
1 stop
VPS10:19 amValparaiso Destin-Ft Walton Beach
Dec 28
VPS10:59 amValparaiso Destin-Ft Walton Beach
4h 40m
1 stop
PWM4:39 pmPortland
$404
Find similar
American Airlines
Dec 18
PWM6:00 amPortland
5h 19m
1 stop
VPS10:19 amValparaiso Destin-Ft Walton Beach
Dec 28
VPS10:59 amValparaiso Destin-Ft Walton Beach
4h 40m
1 stop
PWM4:39 pmPortland
$434
Find similar
American Airlines
Dec 20
PWM6:00 amPortland
5h 12m
1 stop
VPS10:12 amValparaiso Destin-Ft Walton Beach
Dec 20
VPS4:40 pmValparaiso Destin-Ft Walton Beach
5h 11m
1 stop
PWM10:51 pmPortland
$455
Find similar

Delta flights from Portland, Maine to Valparaiso, Florida

Our best Delta deals on Portland, Maine to Valparaiso, Florida flight tickets
Delta
Feb 3
PWM5:30 amPortland
6h 47m
1 stop
VPS11:17 amValparaiso Destin-Ft Walton Beach
Feb 11
VPS2:00 pmValparaiso Destin-Ft Walton Beach
7h 29m
1 stop
PWM10:29 pmPortland
$349
Find similar
Delta
Feb 3
PWM6:00 amPortland
8h 09m
2 stops
VPS1:09 pmValparaiso Destin-Ft Walton Beach
Feb 11
VPS2:00 pmValparaiso Destin-Ft Walton Beach
7h 29m
1 stop
PWM10:29 pmPortland
$355
Find similar
Delta
Mar 31
PWM5:30 amPortland
8h 27m
1 stop
VPS12:57 pmValparaiso Destin-Ft Walton Beach
Apr 1
VPS1:40 pmValparaiso Destin-Ft Walton Beach
7h 19m
1 stop
PWM9:59 pmPortland
$425
Find similar

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 November 6, 2025.
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 2/3

5:30 am-11:17 am

1 stop6h 47m

Valparaiso Destin-Ft Walton Beach

Wed 2/11

2:00 pm-10:29 pm

1 stop7h 29m

$349

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 2/3

6:00 am-1:09 pm

2 stops8h 09m

Valparaiso Destin-Ft Walton Beach

Wed 2/11

2:00 pm-10:29 pm

1 stop7h 29m

$355

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 2/3

12:45 pm-6:55 pm

2 stops7h 10m

Valparaiso Destin-Ft Walton Beach

Wed 2/11

12:15 pm-10:15 pm

2 stops9h 00m

$360

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 12/18

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

10:59 am-4:39 pm

1 stop4h 40m

$404

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 3/31

5:30 am-12:57 pm

1 stop8h 27m

Valparaiso Destin-Ft Walton Beach

Wed 4/1

1:40 pm-9:59 pm

1 stop7h 19m

$425

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 12/18

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

10:59 am-4:39 pm

1 stop4h 40m

$434

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Sat 12/20

6:00 am-10:12 am

1 stop5h 12m

Valparaiso Destin-Ft Walton Beach

Sat 12/20

4:40 pm-10:51 pm

1 stop5h 11m

$455

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Thu 12/18

5:39 am-3:53 pm

2 stops11h 14m

Valparaiso Destin-Ft Walton Beach

Sun 12/28

10:59 am-4:39 pm

1 stop4h 40m

$461

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Tue 11/25

5:30 am-5:25 pm

2 stops12h 55m

Valparaiso Destin-Ft Walton Beach

Sat 12/27

2:00 pm-12:20 am

2 stops9h 20m

$537

PortlandValparaiso

PWM - VPS

PWMVPS

Portland

Wed 11/19

5:30 am-1:15 pm

2 stops8h 45m

Valparaiso Destin-Ft Walton Beach

Sat 11/22

2:00 pm-12:20 am

2 stops9h 20m

$556

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 typical price of a round-trip flight between Portland, Maine and Valparaiso, Florida?

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 $385. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday 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 $596.

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

Direct flights

None
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 5h 12m.

  • 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
8,004 reviews
Search Delta flights
American AirlinesPriceFrom $326Free CancellationRating
7.2
11,042 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
DeFuniak Springs
Andalusia

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.

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