Cheap Flights to Gloucester from $42

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How Much Does it Cost To Fly To Gloucester?

The cheapest prices found with in the last 7 days for return flights were $92 and $42 for one-way flights to Gloucester for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Dec 8 - Fri, Dec 12
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$92 Roundtrip, found 2 hours ago
$92
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Raleigh - Durham Intl. to Logan Intl., returning Fri, Dec 12, priced at $92 found 2 hours ago
OriginDestinationTravel DatesFlights From*
LAXBostonSeptember 29 to October 2$209
PDXBostonNovember 12 to November 19$236
CANBostonOctober 8 to October 19$846
HKGBostonOctober 21 to October 27$891
PVGBostonOctober 21 to November 19$906
PEKBostonOctober 27 to November 11$948
FOCBostonSeptember 23 to November 14$1,004
XIYBostonSeptember 23 to September 27$1,144
SZXBostonSeptember 26 to September 30$1,389
CTUBostonOctober 6 to March 27$1,654
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXBostonSeptember 20 to October 4$282
PDXBostonSeptember 21 to September 25$610
CANBostonSeptember 19 to September 25$712
HKGBostonSeptember 20 to October 2$940
PVGBostonSeptember 20 to September 27$1,010
XIYBostonSeptember 19 to September 23$1,123
PEKBostonSeptember 19 to September 29$1,304
CTUBostonSeptember 20 to September 25$1,561
*Prices include taxes and fees

Gloucester Flight Information

Traveling to
Gloucester
Lowest Price
$92
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Gloucester

Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
$159 nightly
The price is $178 total per night from Oct 8 to Oct 9
$178 total
Oct 8 - Oct 9
Total with taxes and fees
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
Convenient location
"Staff at check in was very friendly. There was a long hair on the sink. (Definitely not mine) The bed was ok for one night but I woke up with back pain after the second night."

Reviewed on Sep 8, 2025

Opens in a new windowCastle Manor Inn
The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
$246 nightly
The price is $275 total per night from Sep 21 to Sep 22
$275 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (393 reviews)
Nice visit
"Nice size room, very clean, nice view. Little touches like beach towels, glass coffee cups and umbrellas. Accessible to everything and the private beach is a short walk away. The owners are so friendly and helpful."

Reviewed on Sep 9, 2025

Opens in a new windowThe Vista
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

2.5 out of 5
138 Eastern Avenue, Gloucester, MA
$155 nightly
The price is $173 total per night from Sep 17 to Sep 18
$173 total
Sep 17 - Sep 18
Total with taxes and fees
Book a stay at this business-friendly motel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (416 reviews)
Great Place to Stay
"Very clean! Staff is very friendly!"

Reviewed on Aug 30, 2025

Opens in a new windowSea Lion Motel and Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Gloucester

The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
$246 nightly
The price is $275 total per night from Sep 21 to Sep 22
$275 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (393 reviews)
Nice visit
"Nice size room, very clean, nice view. Little touches like beach towels, glass coffee cups and umbrellas. Accessible to everything and the private beach is a short walk away. The owners are so friendly and helpful."

Reviewed on Sep 9, 2025

Opens in a new windowThe Vista
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd, Gloucester, MA
$258 nightly
The price is $289 total per night from Sep 21 to Sep 22
$289 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (746 reviews)
"A beautiful setting right across from the ocean! Staff was helpful and professional. King Bed was comfortable but no linens provided for pull out couch bed. Robes were a nice touch. Bathroom small but clean. Hot tub and pool were nice. Breakfast was basic. Overall quiet and comfortable. I’d definitely ..."

Reviewed on Sep 7, 2025

Opens in a new windowOcean House Hotel at Bass Rocks
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road, Gloucester, MA
$230 nightly
The price is $257 total per night from Oct 7 to Oct 8
$257 total
Oct 7 - Oct 8
Total with taxes and fees
Stay at this 3-star beach motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (433 reviews)
"The only thing I didn’t like was there was not a gym on the property and you had to drive to one if you wished to use it . However , across the street from the hotel was a sidewalk perfect for jogging or walking by the ocean . It provided a beautiful view."

Reviewed on Sep 10, 2025

Opens in a new windowAtlantis Oceanfront Inn
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Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
$339 nightly
The price is $379 total per night from Oct 15 to Oct 16
$379 total
Oct 15 - Oct 16
Total with taxes and fees
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (881 reviews)
"The hotel is luxurious, very clean and has great design. Loved the room size, very specious, upscale, cosy and thoughtfully decorated. It has sandy beach by the property with chairs and umbrellas. Restaurant is facing the ocean and provides great view and relaxing atmosphere. Swimming pool on the ..."

Reviewed on Sep 1, 2025

Opens in a new windowBeauport Hotel Gloucester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Gloucester Flight and Hotel Packages

Gloucester flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Save 100% on your flight
Price was $931, price is now $669 per person
$669
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $2,637, price is now $1,813 per person
$1,813
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,463, price is now $1,016 per person
$1,016
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
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Need a Car For After Your Flight?

Mini Van

  • 7 people
  • Unlimited mileage
East Boston, Massachusetts, USA

$49

$152 total
found 7 hours ago
Mini Van undefined

Compact

  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA

$60

$184 total
found 7 hours ago
Compact undefined

Special

  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA

$60

$184 total
found 7 hours ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA

$61

$186 total
found 7 hours ago
Midsize undefined
Lowest prices found within the past 7 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Gloucester?
All ready to wander the world? Hoping to kick off your adventure in Gloucester? Some of the 20 airlines that fly here include:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into Gloucester?
Logan Intl. Airport is approximately 25 mi from downtown Gloucester. It's the only airport in the city, so you don't have to worry about your cab driver delivering you to the wrong one!
Where to stay in Gloucester
Few things are as enjoyable as sliding into bed after a huge day of seeing the sights. With an impressive 541 properties in Gloucester, you can take your pick of the cushiest of them.Looking for someplace to get some rest in Gloucester? The Beauport Hotel Gloucester and the Julietta House are some of our favorite properties in the area.
Places to visit in Gloucester
Don't forget to take your beach towel when you visit Good Harbor Beach. It's going to be a fun day in the sun. Seeking some more ideas? Plan a fun family outing at Wingaersheek Beach, where you can play in the water to your heart's desire! And that's not all. Do you ever imagine what life must have been like centuries ago? Visit Hammond Castle, a local historic castle, and take part in a guided tour.
How to get through airport security fast when traveling to Gloucester
Make your flight to Gloucester a little easier by following these clever security tips:

  • Keep your passport and boarding pass in an easily accessible place. They'll be the first things you'll be asked for by airport security personnel.
  • Be aware that belts with metal buckles can set off the body scanner's alarms. If you have one on, you may be told to step back and remove it before continuing.
  • Laptops and other electronic devices must be placed in separate bins to be X-rayed.
  • Toothpaste, lip balm and other toiletry items in cream, liquid or gel form need to be stored in containers no larger than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • Untie your shoelaces as you approach the body scanner. Depending on what sort of shoes you're wearing, security may tell you to remove them.
  • Pocketknives and corkscrews are prohibited from entering the plane. Stash them away in your checked luggage to avoid leaving them at the airport security checkpoint.

Plane Tickets To Gloucester

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Gloucester. Browse through our inventory to explore a wide range of cheap flights to Gloucester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Gloucester as you anxiously await to exit the plane and explore what Gloucester has to offer. Considering all the amazing local food and culture in Gloucester, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Gloucester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Gloucester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Gloucester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Gloucester today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.