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Cheap Flights to Gloucester , MA from CA $79

View CA $79 flight on Thu, Sep 17, 2026Opens in a new window

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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 $79 for one-way flights and CA $179 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Thu, Aug 27 - Sat, Sep 5
MCO
Orlando
PSM
Portsmouth
CA $179 Roundtrip, found 6 days ago
CA $179
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando to Portsmouth, returning Sat, Sep 5, priced at CA $179 found 6 days ago
JetBlue Airways
Wed, Aug 5 - Mon, Aug 10
RDU
Raleigh
BOS
Boston
CA $273 Roundtrip, found 6 days ago
CA $273
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Aug 5 from Raleigh to Boston, returning Mon, Aug 10, priced at CA $273 found 6 days ago
Delta
Wed, Sep 16 - Sat, Sep 19
MCO
Orlando
BOS
Boston
CA $279 Roundtrip, found 6 days ago
CA $279
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Sep 16 from Orlando to Boston, returning Sat, Sep 19, priced at CA $279 found 6 days ago
American Airlines
Wed, Aug 5 - Mon, Aug 10
RDU
Raleigh
BOS
Boston
CA $298 Roundtrip, found 6 days ago
CA $298
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Aug 5 from Raleigh to Boston, returning Mon, Aug 10, priced at CA $298 found 6 days ago
United
Wed, Sep 23 - Wed, Sep 30
RDU
Raleigh
BOS
Boston
CA $435 Roundtrip, found 14 hours ago
CA $435
Roundtrip
found 14 hours ago
Select United flight, departing Wed, Sep 23 from Raleigh to Boston, returning Wed, Sep 30, priced at CA $435 found 14 hours ago

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

Expedia.ca gives you the best tools to secure great deals on flights to Gloucester. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Gloucester. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Gloucester.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Gloucester flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Gloucester.

Looking to save even more? Get additional savings by bundling your Gloucester flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Gloucester trip!

Travel information

Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Destination city name
Portsmouth
Roundtrip price
CA $178

Trending flights to Gloucester

Prices were available within the past 7 days and start at CA $79 for one-way flights and CA $179 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Sep 4 - Sun, Sep 6
YTZ
Toronto
BOS
Boston
CA $312 Roundtrip, just found
CA $312
Roundtrip
just found
Select Air Canada flight, departing Fri, Sep 4 from Toronto to Boston, returning Sun, Sep 6, priced at CA $312 just found

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