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Cheap Flights to Gloucester , MA from CA $71

View CA $71 flight on Sat, Nov 7, 2026Opens in a new window

Popular airlines to Gloucester

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How much is the cheapest flight to Gloucester?

Prices were available within the past 7 days and start at CA $71 for one-way flights and CA $141 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
American Airlines
JetBlue Airways
Delta
United

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

From CA $273 - CA $460 per traveller.

Frequently asked questions

What is the name of Gloucester's airport?
Gloucester has just one airport, Logan Intl. Airport (BOS).
How far is Logan Intl. Airport (BOS) from central Gloucester?
Logan Intl. Airport (BOS) is 40 kilometres from downtown Gloucester, so expect a decent commute into the city centre.
What airport is best to fly into Gloucester?
With only one main airport operating in Gloucester, it won't take you too long to get your hands on the best flight. You'll be jetting off to Logan Intl. Airport, which sits around 40 kilometres from the downtown area.
How many airlines fly to Gloucester?
There are 43 airlines that fly into Gloucester from 121 airports across the globe.
Which airlines fly to Gloucester?
Most often, travellers fly with Delta, JetBlue and American Airlines when going to Gloucester. The largest number of these flights depart from New York, with Delta operating this route the most frequently.
How many nonstop flights are there to Gloucester?
With approximately 3,070 nonstop flights operating each week, you'll be touching down in Gloucester before you can ask, "Are we there yet?"
Where are the most popular flights to Gloucester departing from?
Travellers often depart from New York, Washington and Chicago airports when going to Gloucester.
How long is the flight to Gloucester Airport?
If it's New York you're leaving behind, you'll be midair for around 1 hour and 19 minutes before you touchdown in Gloucester. Tarmac to tarmac from Washington takes around 1 hour and 36 minutes and from Chicago, the average flight time is 2 hours and 20 minutes.
How to book the cheapest flight to Gloucester?
Don't leave booking your flight to Gloucester until the last minute. That's one move well-versed travellers use to get the best deals. Booking well in advance means more options and cheaper flights. Another excellent way to grab the most affordable fare is to shop around. If your destination has a few airports, look into the cost of flying into a smaller terminal. Last of all, another easy way to save a few dollars is be ready to book at a moment's notice. If you see a terrific deal, don't think twice — snap it up while you can.
Do you have any tips for my flight to Gloucester?
We've got the lowdown on how to make your flight as stress-free as possible. Follow our tips and you'll be cruising through the airport and enjoying Gloucester in no time. What to pack in your hand luggage:
  • A plane trip can be a cruisy experience if you bring the right stuff. Firstly, you'll want a few basic toiletries, such as a toothbrush and lip balm, a clean pair of socks and a good novel. Secondly, make room in your carry-on bag for your electronic gadgets, chargers, your important medications and maybe a comfy neck pillow as well. Last, but definitely not least, remember to take your passport, travel documents and some money.
Do not pack the following items in your hand luggage:
  • Double-check that you don't have sharp objects (like a knife or scissors) hiding in one of the compartments of your carry-on luggage. Other restricted items include explosive or flammable substances, like aerosols and matches, and gels and liquids in containers with a capacity of more than 3.4 ounces (100 millilitres).
What to wear on a flight:
  • Comfort should be your number one priority when choosing what to wear on board. Loose, breathable clothing is a wise option, as are flat, closed-toe shoes.
  • Caused by sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers on long-distance flights. Reduce the risks by drinking water, keeping your legs and ankles moving and wearing compression tights or socks.
How to get through airport security fast when flying to Gloucester?
The answer is simple — be organized. We've rounded up some helpful hints for a stress-free trip through airport security. Watch out Gloucester, here you come:
  • Security personnel first need to make sure that you have a valid passport and travel documents before you're allowed to proceed any further. Have them within easy reach, ready for inspection.
  • Next up is the X-ray machine. Empty your pockets and remove anything metal that is likely to set off the scanner's alarm. This includes things like headphones or earphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • All your electronic gadgets, including your tablet and phone, are also required to be scanned.
  • Remove all gels and liquids from your carry-on bag. They often need to be sent through the X-ray machine separately. Each product should be no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-lock bag.
  • There's a good chance you'll be required to take your shoes off to be X-rayed, so wearing lightweight sneakers is always a good idea.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, pack them in your checked suitcase. They won't be allowed on board.

Book with confidence

Find Your Flights to Gloucester BOS

Cheap flights to Gloucester (BOS)

Get started finding a cheap flight to Gloucester on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Gloucester.

Roundtrip prices range from CA $141 - CA $439, and one-ways Gloucester start as low as CA $71.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Gloucester (BOS)

You have several options for which airline you choose to travel with to Gloucester. There are 10 airlines flying into BOS: Breeze Airways, JetBlue Airways, Delta, American Airlines, United. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Gloucester (BOS) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to BOS in December and in November for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Gloucester BOS

Travel information

Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Destination city name
Portsmouth
Roundtrip price
CA $141

Trending flights to Gloucester

Prices were available within the past 7 days and start at CA $71 for one-way flights and CA $141 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines

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