$102 Cheap flight deals from Pensacola (PNS) to Portsmouth (BOS)

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This Weekend's Flight Deals from Pensacola to Portsmouth

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Apr 17 - Fri, Apr 24
PNS
Pensacola Intl.
BOS
Logan Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Apr 17 from Pensacola Intl. to Logan Intl., returning Fri, Apr 24, priced at $237 found 3 days ago
Sat, Apr 18 - Mon, Apr 27
VPS
Northwest Florida Regional
BOS
Logan Intl.
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Apr 18 from Northwest Florida Regional to Logan Intl., returning Mon, Apr 27, priced at $297 found 4 days ago

Airfares from $102 One Way, $185 Round Trip from Pensacola to Portsmouth

Prices starting at $185 for return flights and $102 for one-way flights to Portsmouth were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 9 - Tue, May 19
PNS
Pensacola
BOS
Boston
$185 Roundtrip, just found
$185
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 9 from Pensacola to Boston, returning Tue, May 19, priced at $185 just found
Sat, May 23 - Tue, May 26
PNS
Pensacola
BOS
Boston
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 23 from Pensacola to Boston, returning Tue, May 26, priced at $191 found 3 days ago
Sat, May 23 - Wed, May 27
PNS
Pensacola
BOS
Boston
$196 Roundtrip, found 8 hours ago
$196
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, May 23 from Pensacola to Boston, returning Wed, May 27, priced at $196 found 8 hours ago
Wed, Jul 8 - Wed, Jul 22
VPS
Fort Walton Beach
BOS
Boston
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 8 from Fort Walton Beach to Boston, returning Wed, Jul 22, priced at $205 found 1 day ago
Thu, May 7 - Sun, May 10
VPS
Fort Walton Beach
BOS
Boston
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, May 7 from Fort Walton Beach to Boston, returning Sun, May 10, priced at $209 found 5 days ago

Portsmouth economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
4.0-star property

Eurostars The Boxer

8.8/10 Excellent! (1,426 reviews)

May 18 - May 22

4 night stay

Pensacola (PNS) to Boston (BOS)

Delta • Non-stop • Coach

Boston (BOS) to Pensacola (PNS)

Spirit Airlines • Non-stop • Coach
Price was $1,348, price is now $1,040 per person
$1,040
per person
found 1 day ago
well appointed room. thoughtful amenities. tv with netflix, toiletries, bathrobe, slippers and even an umbrella

Reviewed on Apr 14, 2026

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,000 reviews)

May 24 - May 28

4 night stay

Pensacola (PNS) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to Pensacola (PNS)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,145, price is now $1,430 per person
$1,430
per person
found 1 day ago
No complaints , everything . I would go back again and again.

Reviewed on Jan 12, 2026

Omni Parker House
4.5-star property

Omni Parker House

9/10 Wonderful! (3,359 reviews)

May 18 - May 22

4 night stay

Pensacola (PNS) to Boston (BOS)

Delta • Non-stop • Coach

Boston (BOS) to Pensacola (PNS)

Spirit Airlines • Non-stop • Coach
Price was $1,509, price is now $1,173 per person
$1,173
per person
found 1 day ago
The room was very small and the bathroom was smaller. It was fine because it was just one night and in the winter, so we got a great rate. We just kept saying thank goodness we didn't pay the high season rate. Location is amazing!

Reviewed on Mar 4, 2026

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More About Flying To Portsmouth from Pensacola

Route Information for Flights from Pensacola to Portsmouth

Origin Airport IATA Code
PNS
Destination Airport IATA Code
BOS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Pensacola to Portsmouth

Great Deals on Flights From Pensacola to Portsmouth

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Frequently asked questions

Are there non-stop flights from Pensacola to Portsmouth?
Choose your ideal travel dates, because there is. You can get from Pensacola to Portsmouth in one simple journey with Allegiant Air.
What is the shortest flight from Pensacola to Portsmouth?
The shortest flight time from Pensacola to Portsmouth is 3 hours and 36 minutes, which gives you ample time to indulge in a drink or lose yourself in a gripping novel.
What airlines fly from Pensacola to Portsmouth most frequently?
Lock in your Pensacola to Portsmouth journey with an Allegiant Air flight. With 8 per month, this airline operates the most flights between these two destinations.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.