Cheap Flights to Gloucester , MA from CA $163

View CA $163 flight on Thu, May 28, 2026Opens in a new window

Popular airlines to Gloucester

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Gloucester?

Prices were available within the past 7 days and start at CA $163 for one-way flights and CA $312 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, Jun 3 - Sat, Jun 6
YYZ
Toronto
BOS
Boston
CA $312 Roundtrip, found 1 day ago
CA $312
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Jun 3 from Toronto to Boston, returning Sat, Jun 6, priced at CA $312 found 1 day ago
Air Canada
Sat, Jun 27 - Wed, Jul 1
YYZ
Toronto
BOS
Boston
CA $323 Roundtrip, found 6 hours ago
CA $323
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Sat, Jun 27 from Toronto to Boston, returning Wed, Jul 1, priced at CA $323 found 6 hours ago
United
Tue, Mar 10 - Fri, Mar 13
YYZ
Toronto
BOS
Boston
CA $351 Roundtrip, just found
CA $351
Roundtrip
just found
Select United flight, departing Tue, Mar 10 from Toronto to Boston, returning Fri, Mar 13, priced at CA $351 just found
American Airlines
Wed, Feb 25 - Mon, Mar 2
YYZ
Toronto
BOS
Boston
CA $352 Roundtrip, found 7 hours ago
CA $352
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Feb 25 from Toronto to Boston, returning Mon, Mar 2, priced at CA $352 found 7 hours ago
Air Transat
Thu, Apr 9 - Wed, Apr 15
YTZ
Toronto
BOS
Boston
CA $352 Roundtrip, found 4 hours ago
CA $352
Roundtrip
found 4 hours ago
Select Air Transat flight, departing Thu, Apr 9 from Toronto to Boston, returning Wed, Apr 15, priced at CA $352 found 4 hours ago

Alternative airports near Gloucester

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest option available. Average driving time to city centre is 45 minutes. Flights from CA $395
BOS
Logan Intl.
Cheapest
Average driving time to city centre45 min
Flights from CA $395

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

September is typically the cheapest month to fly

From CA $141 - CA $412 per traveller.

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!

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.

Flights to Gloucester information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
CA $125

Trending flights to Gloucester

Prices were available within the past 7 days and start at CA $163 for one-way flights and CA $312 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, Jun 3 - Sat, Jun 6
YYZ
Toronto
BOS
Boston
CA $312 Roundtrip, found 1 day ago
CA $312
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Jun 3 from Toronto to Boston, returning Sat, Jun 6, priced at CA $312 found 1 day ago

Explore a world of travel with Expedia

*Available to Expedia members.