Cheap flights To Ossipee (FRY)

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

Ossipee Flight Information

Traveling To
Ossipee
Destination Airport IATA Code
FRY
Number of Airlines Serving
Airlines
Flight Price
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Ossipee economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel 1620 Plymouth Harbor
3.0-star property

Hotel 1620 Plymouth Harbor

May 21 - May 25

4 night stay

Tampa (TPA) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $890, price is now $606 per person
$606
per person
found 24 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

May 28 - Jun 1

4 night stay

Burbank (BUR) to Boston (BOS)

Delta • Non-stop • Coach

Boston (BOS) to Burbank (BUR)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,936, price is now $1,957 per person
$1,957
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

May 28 - Jun 1

4 night stay

Burbank (BUR) to Boston (BOS)

Delta • Non-stop • Coach

Boston (BOS) to Burbank (BUR)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,052, price is now $2,197 per person
$2,197
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Tampa to Ossipee
View all trips

Ossipee first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cambridge Common House
3.5-star property

Cambridge Common House

No reviews

May 18 - May 22

4 night stay

Chicago (MDW) to Boston (BOS)

Delta • Non-stop roundtrip • FirstClass
Price was $1,849, price is now $1,570 per person
$1,570
per person
found 16 hours ago
Omni Parker House
4.5-star property

Omni Parker House

9/10 Wonderful! (3,359 reviews)

May 18 - May 22

4 night stay

Chicago (MDW) to Boston (BOS)

Delta • Non-stop roundtrip • FirstClass
Price was $2,082, price is now $1,789 per person
$1,789
per person
found 16 hours 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

Eurostars The Boxer
4.0-star property

Eurostars The Boxer

8.8/10 Excellent! (1,426 reviews)

May 18 - May 22

4 night stay

Chicago (MDW) to Boston (BOS)

Delta • Non-stop roundtrip • FirstClass
Price was $1,918, price is now $1,658 per person
$1,658
per person
found 16 hours ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!

Reviewed on May 6, 2025

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

Ossipee

Start your search for cheap flights to Ossipee on Orbitz. Orbitz is where you will discover guaranteed low prices on Ossipee flights, as well as all of the following conveniences:

Travel Updates on Your Mobile Device

Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Ossipee flights. You can also review and reserve hotel rooms for when your Ossipee flights land and see other special offers.

Low Prices Guaranteed on Flights to Ossipee

Orbitz offers large discounts on a wide range of Ossipee flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Ossipee while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Ossipee to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Ossipee. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Ossipee?
With airlines jetting in and out of Manchester-Boston Regional Airport (MHT), you'll be escaping to this fun destination before long. Ticket prices depend on the location you're coming from and when you're heading off. You're sure to bag a fantastic deal to Ossipee among these top domestic carriers:

  • American Airlines - 123 flights to Ossipee per month
  • Southwest Airlines - 96 flights to Ossipee per month
  • Spirit Airlines - 50 flights to Ossipee per month

How much is a flight to Ossipee?
Travelers from near and far picked up round-trip flight deals ranging from to this week. Departing from ()? The most affordable one-way fares started at just .
How to book the cheapest flight to Ossipee?
Snapping up cheap flights to Ossipee is as easy as booking with Orbitz. But if you'd like to make sure you're nabbing the best flight deals around, here are some tips your budget will love:

  • Taking off from or arriving at nearby airports may save you money. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to see what your options are.
  • Similarly, click on the 'Show flexible dates' link to bring up the prices on days either side of your chosen departure. You may be able to pick up cheaper flight deals if you're flexible with your plans.
  • Hit 'Show options' to narrow down your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • The early bird catches the most rewarding savings, so purchase your seats once you've settled on your travel dates. The cheapest fares sell out first and prices rise as the departure date gets closer.
  • Make greater savings on your vacation by combining your flights, hotels and car rentals into a package deal. Your bank account will thank you.
  • If you can, don't travel during the busy season. Airfares often surge during school breaks, summer and other vacation periods like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Ossipee?
Generally speaking, the cheapest month to book your journey is in January. This is followed by February and August. When searching for a cheap flight to Ossipee, it always pays to be ready to book. Cheap deals pop up quickly and don't wait around!
What day of the week is the cheapest to book a flight to Ossipee?
When it comes to cheap flights to Ossipee, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Ossipee?
You can land cheap flights to Ossipee by taking off on a Monday, according to Orbitz data from 2020. Tuesday is also more affordable, while Saturday has the most expensive ticket prices. Whether you prefer to save cash or take off on whichever day is convenient, you'll always find a terrific deal with Orbitz.
What is the cheapest month to fly to Ossipee?
Consider traveling during August if you're on a tight budget. Orbitz data has found that it's generally the best month for cheap flights to Ossipee. June is when fares are at their most expensive.
Which airlines allow free cancellation?
When searching for your Ossipee flights on Orbitz, click on "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. Breathe easy knowing that if your travel dates change, your ticket can too.
What do I need for the flight to Ossipee?
Flying can be fun with a bit of pre-planning! Make your flight a total breeze with these handy hints:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some sort of government-issued photo identification. If you're traveling internationally, make sure your passport is valid.
  • Make time fly by even faster on your short hop by packing the right things. Think a water bottle, snacks and entertainment. If you'd like your trip to Ossipee to pass nice and quietly, throw some headphones or earplugs in your carry-on bag too.
  • It can get cool on the plane. If you don't like the thought of shivering your way through the flight, bring a sweater.

How do I get cheap first-class/business deals to Ossipee?
There are ways of booking business or first-class airfares to Ossipee that won't burn a hole through your budget. Bag a seat at the front of the plane for less with these great tips:

  • Be more flexible with your travel dates and hold out for sales on first or business-class airfares.
  • A lot of low-cost carriers nowadays offer quality business or premium-class seating without the pricey fees.
  • Bid for an upgrade in online auctions (if available) or upgrade through your flight loyalty scheme.

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.