Cheap flights To Wolfeboro (PWM) from $64

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Cheap Flights to Wolfeboro from $64 One Way, $107 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Oct 5 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Oct 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 22, priced at $107 found 3 days ago
Sun, Oct 5 - Wed, Oct 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Oct 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 8, priced at $108 found 2 days ago
Mon, Oct 6 - Fri, Oct 17
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 6 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Oct 17, priced at $119 found 1 day ago
Sun, Oct 5 - Wed, Oct 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$129 Roundtrip, found 3 days ago
$129
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Oct 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 8, priced at $129 found 3 days ago
Tue, Oct 7 - Tue, Oct 7
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$133 Roundtrip, found 1 day ago
$133
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 7 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $133 found 1 day ago
Tue, Oct 7 - Wed, Oct 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 7 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 8, priced at $139 found 1 day ago
Thu, Oct 23 - Sat, Oct 25
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$139 Roundtrip, found 5 hours ago
$139
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Oct 23 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, Oct 25, priced at $139 found 5 hours ago
Mon, Nov 3 - Sat, Nov 15
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Nov 3 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Nov 15, priced at $141 found 6 days ago
Sat, Jan 31 - Fri, Feb 6
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Jan 31 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Feb 6, priced at $142 found 6 days ago
Wed, Oct 22 - Sat, Nov 15
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 14 hours ago
$143
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Nov 15, priced at $143 found 14 hours ago

Wolfeboro Flight Information

Traveling To
Wolfeboro
Destination Airport IATA Code
PWM
Number of Airlines Serving
Airlines
JetBlue Airways, Breeze Airways
Flight Price
$107
Earliest Departing Flight
Latest Departing Flight

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Wolfeboro economy flight packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
4.0-star property

Portland Harbor Hotel

Oct 28 - Nov 1

4 night stay

Charlotte (CLT) to Portland (PWM)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $891, price is now $632 per person
$632
per person
found 15 hours ago
The Weldon Hotel
4.5-star property

The Weldon Hotel

Oct 28 - Nov 1

4 night stay

Charlotte (CLT) to Portland (PWM)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,032, price is now $741 per person
$741
per person
found 15 hours ago
Inn By The Sea
4.0-star property

Inn By The Sea

Oct 28 - Nov 1

4 night stay

Charlotte (CLT) to Portland (PWM)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,631, price is now $1,181 per person
$1,181
per person
found 15 hours ago
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Wolfeboro premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn
3.0-star property

Best Western Freeport Inn

7.8/10 Good! (1,004 reviews)

Nov 3 - Nov 9

6 night stay

Charlotte (CLT) to Portland (PWM)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $878, price is now $857 per person
$857
per person
found 1 day ago
Property was clean and easy to get to. Several food options up the road from the hotel. I as looking forward to using the pool but it is an outdoor pool and it was too cold the day we had time. I do wish they included breakfast since most BW do but overall was a great stay

Reviewed on Aug 9, 2025

Casco Bay Inn
2.0-star property

Casco Bay Inn

8.2/10 Very Good! (1,029 reviews)

Nov 3 - Nov 9

6 night stay

Charlotte (CLT) to Portland (PWM)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,000, price is now $935 per person
$935
per person
found 1 day ago
Room needed updating with cracks in bathroom walls. Beds were very comfortable. Breakfast was adequate. Overall good value for price

Reviewed on Aug 29, 2025

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Wolfeboro

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Frequently asked questions

Which airlines fly to Wolfeboro?
With 20 airlines jetting in and out of Portland Intl. Jetport Airport (PWM), you'll be exploring this exciting destination in no time. Airfare prices depend on the location you're coming from and when you're heading off. You'll no doubt bag a rewarding deal to Wolfeboro with one of these popular domestic carriers:

  • Delta - 168 flights to Wolfeboro per month
  • American Airlines - 136 flights to Wolfeboro per month
  • United Airlines - 114 flights to Wolfeboro per month

How much is a flight to Wolfeboro?
If you're searching for flights back and forth, airfares ranged between $107 and $143 this past week. The lowest price to travel one-way was $64, departing from New York (JFK).
How to book the cheapest flight to Wolfeboro?
With Orbitz, you'll find some of the most impressive flight deals around from a wide range of airlines. But if you'd love to increase your likelihood of nabbing cheap flights to Wolfeboro, here are some tips to consider:

  • Depending on where you're departing from, choose the 'Nearby airports' function (located under the departure and arrival options). On occasion, other departure points offer better priced fares.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' option to view the flight deals for alternative departure dates. You may find an even better fare.
  • To optimize your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've settled on your travel dates, don't wait to book. Fares normally get dearer as the departure date gets closer.
  • Think about combining your flights, hotels and car rentals into an Orbitz package to stretch your budget even further.
  • Don't fly during peak seasons if possible. By avoiding school vacations and summer, you can save big on your airfares.

What is the best time to book a flight to Wolfeboro?
Generally speaking, the cheapest month to purchase a plane ticket is January. This is followed by February then August. When looking for a cheap flight to Wolfeboro, it always pays to be ready to book. Cheap deals appear suddenly and don't stick around!
What day of the week is the cheapest to book a flight to Wolfeboro?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to score cheap airfares to Wolfeboro.
What is the cheapest day of the week to fly to Wolfeboro?
Based on Orbitz data from 2020, Monday is generally the best day for cheap flights to Wolfeboro. Tuesday also offers more affordable fares, while Saturday has the highest ticket prices. Although flying out at the weekend may be more convenient, you'll have more money in your pocket to play with if you head out at the start of the week.
What is the cheapest month to fly to Wolfeboro?
Get set to jet for less in August. This is generally an excellent month to get on a plane if you're after cheap flights to Wolfeboro, Orbitz data shows. The costliest time to fly is June, so avoid this month if you're watching your pennies.
Which airlines allow free cancellation?
Things change, and your ticket should be able to do the same. That's why Orbitz makes it a snap to search for airlines with no change fees and free cancellation. Simply enter your departure and arrival destinations and then click on "Filter by flexible change policies." That's what we call peace of mind!
What do I need for the flight to Wolfeboro?
The trick to a stress-free flight is preparation. Here are a few tips that'll help get you ready for departure:

  • Your travel documents are the most important items you'll need to carry with you on your flight. To avoid any delays at check-in time, make sure that the name on your ticket is correct and matches your government-issued ID.
  • Take some activities to pass the time on your trip to Wolfeboro. Magazines, books and devices like e-readers and tablets are perfect. Remember to take a water bottle with you as well. Even on short flights, it's important to keep hydrated.
  • It can get cool on the plane. If you don't want to shiver your way through the flight, wear an extra layer.

How do I get cheap first-class/business deals to Wolfeboro?
Smart travelers know how to find business or first-class airfares to Wolfeboro that don't cost an arm and a leg. Take their lead with these useful tips:

  • Be more flexible with your travel dates and hold out for big sales on business or first-class airfares.
  • Plenty of budget airlines offer outstanding business or premium-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with points earned through loyalty programs.

What is the best time to go to Wolfeboro?
There's no good or bad time to go to Wolfeboro, but February, April and June are the most popular months. Like most of the Northern Hemisphere, summer begins June 20. If you'd like to spend your days in a light T-shirt than a winter coat, this time of the year may be ideal for you. Expect average daily highs of 75 ºF and nighttime lows around 55 ºF.
Travel tips for Wolfeboro

  • Pull on your comfy sneakers and tour this busy city on foot. There are tons of top attractions to get around to, such as Kingswood Golf Club and Cate Park.
  • If you're looking for an easy day trip, there are more sights to mark off a quick commute out of town. Discover why Cranmore Mountain Resort and Waterville Valley Resort are on the bucket lists of many Wolfeboro visitors.
  • Slip behind the steering wheel and discover what else makes Carroll County a huge hit with travelers. Reserve a car rental with Orbitz and experience all the action of two other unmissable cities — Jackson and Bartlett.

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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.