Cheap flights To Wolfeboro (PWM) from $64

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Wolfeboro from $64 One Way, $134 Round Trip

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

Tue, Sep 29 - Tue, Oct 6
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 29 from Pittsburgh Intl. to Portland Intl. Jetport, returning Tue, Oct 6, priced at $134 found 2 days ago
Thu, Nov 5 - Sun, Nov 8
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 5 from Pittsburgh Intl. to Portland Intl. Jetport, returning Sun, Nov 8, priced at $142 found 6 hours ago
Tue, Sep 29 - Tue, Oct 6
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 29 from Pittsburgh Intl. to Portland Intl. Jetport, returning Tue, Oct 6, priced at $144 found 2 days ago
Tue, Sep 22 - Thu, Oct 1
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 11 hours ago
$147
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Sep 22 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $147 found 11 hours ago
Tue, Oct 6 - Thu, Oct 22
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Oct 6 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Oct 22, priced at $149 found 4 days ago
Thu, Oct 29 - Thu, Nov 5
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Oct 29 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Nov 5, priced at $152 found 5 days ago
Thu, Nov 19 - Sun, Nov 22
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Pittsburgh Intl. to Portland Intl. Jetport, returning Sun, Nov 22, priced at $152 found 3 days ago
Sun, Oct 25 - Thu, Oct 29
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Oct 25 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Oct 29, priced at $154 found 6 days ago
Wed, Nov 11 - Sun, Nov 15
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 6 hours ago
$155
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Wed, Nov 11 from Logan Intl. to Lebanon Municipal, returning Sun, Nov 15, priced at $155 found 6 hours ago
Tue, Sep 22 - Thu, Oct 1
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Sep 22 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Oct 1, priced at $159 found 11 hours ago

Wolfeboro Flight Information

Traveling To
Wolfeboro
Destination Airport IATA Code
PWM
Number of Airlines Serving
Airlines
Breeze Airways, Cape Air
Flight Price
$134
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Wolfeboro economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
2.5-star property

The Meadowmere Resort

Oct 22 - Oct 27

5 night stay

Austin (AUS) to Portland (PWM)

American Airlines • Non-stop roundtrip • Coach
Price was $1,419, price is now $998 per person
$998
per person
found 1 day ago
Blind Tiger Portland – Carleton Street
3.5-star property

Blind Tiger Portland – Carleton Street

Oct 25 - Oct 29

4 night stay

Austin (AUS) to Portland (PWM)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,539, price is now $1,201 per person
$1,201
per person
found 1 day ago
Blind Tiger Portland - Danforth Street.
3.5-star property

Blind Tiger Portland - Danforth Street.

Oct 22 - Oct 27

5 night stay

Austin (AUS) to Portland (PWM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,033, price is now $2,437 per person
$2,437
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Austin to Wolfeboro
View all trips

Wolfeboro first class flight packages

Price found within the past 48 hours. Click for updated prices.
AWOL Kennebunkport
3.0-star property

AWOL Kennebunkport

9.4/10 Exceptional! (253 reviews)

Oct 19 - Oct 27

8 night stay

Houston (IAH) to Portland (PWM)

American Airlines • Non-stop • FirstClass

Portland (PWM) to Houston (IAH)

Delta • Non-stop • FirstClass
Price was $3,447, price is now $2,675 per person
$2,675
per person
found 1 day ago
large rooms, helpful staff

Reviewed on Aug 31, 2026

Blind Tiger Portland - Danforth Street.
3.5-star property

Blind Tiger Portland - Danforth Street.

9.6/10 Exceptional! (191 reviews)

Oct 19 - Oct 27

8 night stay

Houston (IAH) to Portland (PWM)

American Airlines • Non-stop • FirstClass

Portland (PWM) to Houston (IAH)

Delta • Non-stop • FirstClass
Price was $5,229, price is now $3,755 per person
$3,755
per person
found 1 day ago
Enjoyable

Reviewed on Aug 28, 2026

Inn By The Sea
4.0-star property

Inn By The Sea

9.6/10 Exceptional! (328 reviews)

Oct 19 - Oct 27

8 night stay

Houston (IAH) to Portland (PWM)

American Airlines • Non-stop • FirstClass

Portland (PWM) to Houston (IAH)

Delta • Non-stop • FirstClass
Price was $3,937, price is now $3,074 per person
$3,074
per person
found 1 day ago
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.

Reviewed on Aug 13, 2026

Don't see what you're looking for?
See all available trips from Houston to Wolfeboro
View all trips

Wolfeboro

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Wolfeboro or any other low fare domestic or international air travel.

Innovative Orbitz Tools for the Trip Planner on the Move

Now it is even faster to find exclusive deals and book cheap Wolfeboro flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Wolfeboro's most popular attractions, best restaurants, and entertainment venues or check on your flights to Wolfeboro and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Wolfeboro Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Wolfeboro. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Wolfeboro flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Wolfeboro to your mobile phone or email.

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 $134 and $159 this past week. The lowest price to travel one-way was $64, departing from Pittsburgh (PIT).
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.

More to Explore

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.