$221 Cheap Flights from New Haven (HVN) to Pensacola (PNS)

View $221 flight on Fri, Nov 14, 2025Opens in a new window

Popular airlines from New Haven, CT (HVN-Tweed - New Haven Regional) to Pensacola Intl. Airport (PNS)

Cheap Flights from New Haven to Pensacola (HVN-PNS)

Prices were available within the past 7 days and start at $221 for one-way flights and $550 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Jan 9 - Sun, Jan 11
HVN
New Haven
PNS
Pensacola
$550 Roundtrip, found 2 days ago
$550
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 9 from New Haven to Pensacola, returning Sun, Jan 11, priced at $550 found 2 days ago
Breeze Airways
Fri, Mar 27 - Mon, Apr 6
HVN
New Haven
PNS
Pensacola
$553 Roundtrip, found 5 days ago
$553
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Mar 27 from New Haven to Pensacola, returning Mon, Apr 6, priced at $553 found 5 days ago
Breeze Airways
Sun, Oct 26 - Sat, Nov 1
HVN
New Haven
PNS
Pensacola
$559 Roundtrip, found 4 days ago
$559
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Oct 26 from New Haven to Pensacola, returning Sat, Nov 1, priced at $559 found 4 days ago
Breeze Airways
Fri, Jan 2 - Sun, Jan 11
HVN
New Haven
PNS
Pensacola
$568 Roundtrip, found 5 days ago
$568
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jan 2 from New Haven to Pensacola, returning Sun, Jan 11, priced at $568 found 5 days ago
Breeze Airways
Fri, Jan 9 - Wed, Jan 14
HVN
New Haven
PNS
Pensacola
$571 Roundtrip, found 2 days ago
$571
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 9 from New Haven to Pensacola, returning Wed, Jan 14, priced at $571 found 2 days ago
Breeze Airways
Thu, Oct 23 - Wed, Oct 29
HVN
New Haven
PNS
Pensacola
$578 Roundtrip, found 2 days ago
$578
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Oct 23 from New Haven to Pensacola, returning Wed, Oct 29, priced at $578 found 2 days ago
Breeze Airways
Fri, Nov 14 - Wed, Nov 19
HVN
New Haven
PNS
Pensacola
$580 Roundtrip, found 13 hours ago
$580
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Nov 14 from New Haven to Pensacola, returning Wed, Nov 19, priced at $580 found 13 hours ago
Breeze Airways
Fri, Dec 5 - Wed, Dec 10
HVN
New Haven
PNS
Pensacola
$585 Roundtrip, found 4 days ago
$585
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Dec 5 from New Haven to Pensacola, returning Wed, Dec 10, priced at $585 found 4 days ago
Breeze Airways
Fri, Dec 5 - Thu, Dec 11
HVN
New Haven
PNS
Pensacola
$586 Roundtrip, found 4 days ago
$586
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Dec 5 from New Haven to Pensacola, returning Thu, Dec 11, priced at $586 found 4 days ago
Breeze Airways
Fri, Nov 7 - Wed, Nov 19
HVN
New Haven
PNS
Pensacola
$590 Roundtrip, found 5 days ago
$590
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Nov 7 from New Haven to Pensacola, returning Wed, Nov 19, priced at $590 found 5 days ago
Flights from New Haven (HVN) to Pensacola (PNS)
Origin airport
Tweed - New Haven Regional
Destination airport
Pensacola Intl.
Airlines serving
Breeze Airways
Roundtrip price
$549
Distance
1091 mi

New Haven to Pensacola Flights

The cheapest times to fly from New Haven to Pensacola

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from New Haven to Pensacola are during the month of January. You can find some of the cheapest flights from New Haven to Pensacola with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from New Haven to Pensacola

Sunday is one of the best days to book for cheap flights from New Haven to Pensacola: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from New Haven to Pensacola

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from New Haven to Pensacola in 2025. You can also book with separate airlines for your outbound and return journeys, from $221 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap New Haven to Pensacola flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your New Haven to Pensacola airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS) cost?
Secure a cheap one-way flight from $221 or cheap return flight from $550 from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS)?
Planning your trip for January is a good way to save, as it's the cheapest month for flights between HVN and PNS. You'll usually find the lowest prices during off-peak months.
What is the cheapest airline that flies from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS)?
To find the cheapest airline that'll fly you from HVN to PNS, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS)?
There aren't any daily nonstop flights from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from HVN to PNS?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS)?
Book a flight from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS) last-minute?
Holding off until right before your break to book your flight from HVN to PNS often results in higher prices. While it's possible to find some last-minute deals, they're not always guaranteed. Keep your travel schedule open to boost your chances of getting a bargain.
Is it cheaper to book a HVN to PNS flight and hotel package?
Compared with arranging hotels and flights separately, booking a HVN to PNS flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one convenient place will take the stress out of planning your trip. Simply secure your flights and select from our extensive range of stays, then tailor your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Tweed - New Haven Regional Airport (HVN) to Pensacola Intl. Airport (PNS)?
Typically, you can modify or cancel your HVN to PNS flight. However, additional charges may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like further details, head to our Customer Service portal.

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*Available to One Key members.