Cheap flights To Gloucester (BOS) from $29

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Cheap Flights to Gloucester from $29 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Feb 19 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$58 Roundtrip, found 10 hours ago
$58
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Raleigh - Durham Intl. to Logan Intl., returning Sun, Feb 22, priced at $58 found 10 hours ago
Thu, Jan 8 - Mon, Jan 12
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Orlando Intl. to Logan Intl., returning Mon, Jan 12, priced at $59 found 1 hour ago
Sat, Jan 17 - Mon, Jan 19
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 2 hours ago
$59
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from Orlando Intl. to Logan Intl., returning Mon, Jan 19, priced at $59 found 2 hours ago
Thu, Jan 8 - Mon, Jan 12
MCO
Orlando Intl.
BOS
Logan Intl.
$65 Roundtrip, found 1 hour ago
$65
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jan 8 from Orlando Intl. to Logan Intl., returning Mon, Jan 12, priced at $65 found 1 hour ago
Thu, Jan 15 - Thu, Jan 15
MCO
Orlando Intl.
BOS
Logan Intl.
$66 Roundtrip, found 19 hours ago
$66
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, Jan 15 from Orlando Intl. to Logan Intl., returning Thu, Jan 15, priced at $66 found 19 hours ago
Thu, Feb 26 - Sat, Feb 28
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$70 Roundtrip, found 22 hours ago
$70
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Feb 28, priced at $70 found 22 hours ago
Thu, Jan 15 - Mon, Jan 19
MCO
Orlando Intl.
BOS
Logan Intl.
$70 Roundtrip, found 18 hours ago
$70
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Thu, Jan 15 from Orlando Intl. to Logan Intl., returning Mon, Jan 19, priced at $70 found 18 hours ago
Wed, Jan 28 - Sat, Jan 31
MCO
Orlando Intl.
BOS
Logan Intl.
$71 Roundtrip, found 1 hour ago
$71
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jan 28 from Orlando Intl. to Logan Intl., returning Sat, Jan 31, priced at $71 found 1 hour ago
Thu, Feb 12 - Mon, Feb 23
MCO
Orlando Intl.
BOS
Logan Intl.
$74 Roundtrip, found 4 days ago
$74
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando Intl. to Logan Intl., returning Mon, Feb 23, priced at $74 found 4 days ago
Thu, Jan 8 - Mon, Jan 12
MCO
Orlando Intl.
BOS
Logan Intl.
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jan 8 from Orlando Intl. to Logan Intl., returning Mon, Jan 12, priced at $76 found 1 hour ago

Gloucester Flight Information

Traveling To
Gloucester
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Gloucester economy flight packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa
3.0-star property

D. Hotel Suites & Spa

Jan 16 - Jan 19

3 night stay

San Juan (SJU) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to San Juan (SJU)

Frontier Airlines • Non-stop • Coach
Price was $481, price is now $345 per person
$345
per person
found 1 day ago
DoubleTree by Hilton Manchester Downtown
4.0-star property

DoubleTree by Hilton Manchester Downtown

Jan 26 - Jan 31

5 night stay

Miami (MIA) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $545, price is now $364 per person
$364
per person
found 20 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jan 16 - Jan 19

3 night stay

Los Angeles (LAX) to Boston (BOS)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,340, price is now $937 per person
$937
per person
found 1 day ago
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Gloucester premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

8.4/10 Very Good! (188 reviews)

Jan 24 - Jan 25

1 night stay

Seattle (SEA) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $807, price is now $635 per person
$635
per person
found 1 day ago
We enjoyed our stay in this spacious apartment. The owner was very generous, stocking the fridge and cabinets with breakfast items. There were plenty of towels and everything was very clean. There are nice laundry facilities available as well as cool AC. Just a note that this property is an apartment within a multiple unit building. It is more like an AirBNB than a hotel room. It was very affordable and nice for larger families or groups.

Reviewed on Jul 19, 2019

By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

9.2/10 Wonderful! (185 reviews)

Jan 27 - Feb 3

7 night stay

Los Angeles (LAX) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,689, price is now $1,302 per person
$1,302
per person
found 1 day ago
The property was quite large and roomy. We were there off-season but the property was excellently maintained. Would love to go back in the spring or fall.

Reviewed on Mar 24, 2019

Bluegreen Vacations The Soundings, an Ascend Collection Resort
3.0-star property

Bluegreen Vacations The Soundings, an Ascend Collection Resort

8.6/10 Excellent! (360 reviews)

Jan 27 - Feb 3

7 night stay

Los Angeles (LAX) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Price was $1,017, price is now $844 per person
$844
per person
found 1 day ago
The location was great. The staff was excellent . The rooms were updated and very capey

Reviewed on Sep 18, 2017

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Gloucester

If you are looking for affordable flights to Gloucester, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Gloucester now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Gloucester flights. With Orbitz, booking flights to Gloucester is easy and the lowest prices are guaranteed.

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Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Gloucester flights by visiting the Orbitz site or mobile application.

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Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Gloucester flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Gloucester flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

Frequently asked questions

Which airlines fly to Gloucester?
With 20 airlines operating services to Logan Intl. Airport (BOS), the gateway to Gloucester, you have loads of options. Land a fabulous deal among these popular international airlines that'll get you to this city:

  • JetBlue - 175 flights to Gloucester per month
  • Delta - 158 flights to Gloucester per month
  • Air Canada - 151 flights to Gloucester per month

What is the best airport to fly to in Gloucester?
Logan Intl. Airport (BOS). It's the city's main airport and is located around 25 miles southwest of the downtown area. You'll be unpacking your bags and discovering the best of Gloucester not long after touching down.
How much is a flight to Gloucester?
Prices for return flights to Gloucester this week ranged between $58 and $76. If you were traveling one-way out of Raleigh (RDU), you could have nabbed ticket prices from just $29.
How to book the cheapest flight to Gloucester?
With some of the most impressive flight deals around, you'll always bag a bargain with Orbitz. The following useful tips will help you pick up cheap flights to Gloucester — and leave you with more money in your pocket:

  • Departing from or landing at nearby airports may save you money. Type in your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to see what your options are.
  • Also, click on the 'Show flexible dates' option to view 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 dates.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • The early bird catches the best deals, so purchase your seats once you've settled on your travel dates. The cheapest airfares sell out first and prices increase as the departure date nears.
  • Think about bundling your hotels, flights and car rental into a package with Orbitz to make your dollar go further.
  • Flying during busier seasons often means expensive airfares. If possible, plan your trip outside of popular periods, such as Thanksgiving, New Year's Eve and Easter.

How long is a flight to Gloucester?
The duration of your flight will depend on where you're setting off from, whether that's the Northern states, the South or anywhere else. Listed below are some of the busiest routes to Gloucester and how long they take:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 44 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 34 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Logan Intl. Airport (BOS) - 1 hour and 17 minutes

What is the best time to book a flight to Gloucester?
Generally speaking, the cheapest time to book your airfare is in January. This is closely followed by February and August. When seeking a cheap flight to Gloucester, it's always good to be ready to book. Cheap deals appear in an instant and don't hang around!
What day of the week is the cheapest to book a flight to Gloucester?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to pick up cheap airfares to Gloucester.
What is the cheapest day of the week to fly to Gloucester?
Everyone enjoys a bargain, so we suggest setting off earlier in the week for cheap flights to Gloucester. Orbitz data from 2020 shows you can score the best deals on flights that take off on Mondays. Tuesdays are the next cheapest day, while Saturdays are likely to cost an arm and a leg. Many passengers prefer to travel on weekends, so leave those Saturdays for catching up with pals.
What is the cheapest month to fly to Gloucester?
Consider jetting off in August if you're on a tight budget. Orbitz data shows that this is generally the best month for cheap flights to Gloucester. June is when ticket prices are at their most expensive.
Which airlines allow free cancellation?
We know that plans can change and flexibility matters. That's why you can search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares more flexible than a lip balm left in the sun!
What do I need for the flight to Gloucester?
The trick to a comfortable flight is being well prepared. Here are some of our top tips that'll help get you ready for your adventure:

  • Before you board the plane, you'll need to present a valid form of government ID, such as your passport. You'll also need your boarding pass. If you're traveling with kids, check with your airline about which documents they may need.
  • Take some activities to keep you entertained on your journey to Gloucester. Magazines, books and devices like e-readers and tablets are good ideas. Remember to take a refillable water bottle too. Even on short flights, it's important to stay well-hydrated.
  • Even if you're flying when it's 90 degrees outside, carry a hoodie or sweater on board with you. Cabins are notorious for getting chilly!

How many direct flights are there to Gloucester?
Your exciting adventure is one easy plane trip away, with 1,287 direct flights to Gloucester every month. Search for a suitable flight with Orbitz and lock in a fantastic deal with JetBlue Airways, Delta Air Lines or American Airlines. Other popular airlines that provide nonstop services include Cape Air, United Airlines and Southwest Airlines.
How do I get cheap first-class/business deals to Gloucester?
Savvy travelers have a knack for finding business or first-class flights to Gloucester that don't cost an arm and a leg. Be like them with these useful tips:

  • Be more flexible with your travel dates and wait for sales on first or business-class airfares.
  • Many low-cost carriers have comfortable business or premium-class seating that doesn't cost an arm and a leg.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight rewards program.

How to get into Gloucester from the airport?
If you prefer the convenience of having your own wheels, reserve a Logan Intl. Airport (BOS) car rental with one of the reputable providers at Logan Intl. Airport (BOS). Enterprise and Advantage Rent-A-Car have some terrific vehicles to pick from. Once you've collected your wheels, the center of Gloucester is around 25 miles to the northeast. Or, you might prefer to take a taxi into town and rent a car from the downtown area after you've explored the area on foot? Gloucester car rentals always has plenty of great offers available.
What is the best time to go to Gloucester?
You'll have all the fun you can handle no matter what time of year you decide to go to Gloucester, but June, July and August are the liveliest months. Like to fill up your schedule with warm-weather experiences? Book your trip close to June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to hover between 65 ºF and 70 ºF during this time.
Travel tips for Gloucester

  • Slip into your most comfy sneakers and tour this city on foot. There are tons of top attractions to make your way to, such as Good Harbor Beach and Wingaersheek Beach.
  • You'll also want to check out the sights a short drive from Gloucester's center. Find your way to Fenway Park and TD Garden and experience a different side of this awesome destination.
  • Slip into the driver's seat and discover what else makes Massachusetts a magnet for travelers. Arrange a car rental with Orbitz and check out the wonders of two other fabulous cities — Springfield and Worcester.

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.