A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

$91 Cheap Flights to Gloucester, MA

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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 $91 for one-way flights and $141 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Delta
JetBlue Airways
United
American Airlines

Alternative airports near Gloucester

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

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

From $194 - $328 per traveler.

What you need to know for your flight to Gloucester

Flights to Gloucester at a glance

Traveling to Gloucester is easy; you can choose from a range of airlines, including both full-service and budget options. Compare journey times to find the cheapest flight to Gloucester that fits your schedule and budget while planning your visit to the city's renowned attractions and neighborhoods.

  • Major airports near Gloucester: Logan International Airport (BOS), Logan International Airport (BOS)
  • Closest (typical) airport to Gloucester: Logan International Airport, BOS (around 25 miles)
  • Flights per week: 7,700+ flights arriving across Gloucester airports
  • Number of airlines that fly to Gloucester: around 75+ carriers

Popular airport near Gloucester

Gloucester is a picturesque city ideal for beach getaways and outdoor adventures, attracting visitors for family fun, cultural experiences, and sports activities. Travelers can conveniently access Gloucester through nearby airports, including Logan International Airport, which serves as the primary gateway for flights to this charming destination.

  • Logan International Airport (BOS): Situated in Suffolk County, Massachusetts, approximately 25 miles from Gloucester, this airport provides access to a wide array of domestic and international flights, linking around 260 domestic cities with over 315 international destinations. Travelers can opt for enhanced travel experiences by upgrading to first class, premium economy, or business class seating, depending on the airline and route. Notable airlines operating here include Delta, JetBlue Airways, and American Airlines.

Top routes to Gloucester

  • Los Angeles (LAX) to Gloucester (BOS), with one-way tickets available from around $100
  • Chicago (ORD/MDW) to Gloucester (BOS), with one-way fares starting at around $50
  • Washington (IAD/DCA) to Gloucester (BOS), with one-way tickets available from around $70
  • Orlando (MCO) to Gloucester (BOS), with one-way fares starting at around $60
  • San Francisco (SFO) to Gloucester (BOS), with one-way flight options from around $110

Cheapest routes to Gloucester

  • Presque Isle (PQI) to Gloucester (BOS), with low-cost one-way tickets from around $40
  • Atlanta (ATL) to Gloucester (BOS), with low-cost one-way tickets from around $45
  • Chicago (ORD/MDW) to Gloucester (BOS), with low-cost one-way tickets from around $50
  • Syracuse (SYR) to Gloucester (BOS), with low-cost one-way tickets from around $50
  • Philadelphia (PHL) to Gloucester (BOS), with affordable one-way prices from around $55

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Gloucester

  • American Airlines: Operating flights to Logan International Airport (BOS), this airline represents about 25% of arrivals in Gloucester. Average one-way fares hover around $400, with available cabin services that may include premium economy, business, and first class, depending on the route.
  • Delta: Servicing Logan International Airport (BOS), Delta accounts for approximately 23% of arrivals to Gloucester. The average fare for a one-way ticket is roughly $430, with options for premium economy, business, and first class, based on the specific route.
  • JetBlue Airways: This airline flies to Logan International Airport (BOS) and makes up around 17% of Gloucester's arrivals. One-way fares are typically around $370, with premium cabin service options that may include premium economy and business, depending on the route.
  • United: Providing flights to Logan International Airport (BOS), United contributes approximately 13% of arrivals to Gloucester. The average one-way fare is about $380, with available cabin services that may feature premium economy, business, and first class, depending on the route.
  • Southwest Airlines: Operating flights to Logan International Airport (BOS), Southwest Airlines accounts for roughly 7% of Gloucester arrivals. Travelers can expect an average one-way fare of around $250.

Best time to fly to Gloucester

The most popular months for travelers to fly to Gloucester are January, March, and April, when peak temperatures in Gloucester can reach up to 45.1°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 64°F. For better deals, October usually offers the lowest average one-way fare around $224, roughly 8% cheaper than the yearly average. Looking for additional cheaper months to fly? November, September, and December offer average one-way fares of around $230, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January31.1°F (-0.5°C)Light RainMostly SunnyModerately High$279
February31.8°F (-0.1°C)Light RainMostly SunnyAverage$246
March36.7°F (2.6°C)Light RainMostly SunnyModerately High$258
April45.1°F (7.3°C)Light RainMostly SunnyModerately High$269
May54.3°F (12.4°C)Light RainMostly SunnyAverage$234
June62.4°F (16.9°C)Light RainMostly SunnyAverage$248
July69.6°F (20.9°C)Light RainMostly SunnyAverage$248
August69.4°F (20.8°C)Light RainMostly SunnyAverage$256
September64.0°F (17.8°C)Light RainMostly SunnyModerately Low$228
October55.2°F (12.9°C)Light RainMostly SunnyAverage$224
November45.1°F (7.3°C)Light RainMostly SunnyModerately Low$228
December37.4°F (3.0°C)Light RainMostly SunnyModerately Low$231

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Gloucester

Getting some of the best deals on flights to Gloucester is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Gloucester hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Gloucester flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Gloucester

Gloucester welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Gloucester efficiently:

  • Public transportation: From Logan International Airport, several key transport links are easily accessible. Airport Station, a metro station, is about 0.9 miles from the airport by car, while Chelsea Station, a train station, is located approximately 2.8 miles away by car. Additionally, Boston Seaport, a seaport, is around 3.1 miles from the airport, also reachable by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Gloucester, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Gloucester is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Gloucester on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Gloucester

  • Rockport: A charming coastal city, Rockport is located 4 miles drive away from Gloucester and is perfect for those seeking beautiful beaches and stunning scenery. Visitors can enjoy outdoor experiences at the recreational areas and catch live music concerts. Key attractions include Good Harbor Beach, ideal for a relaxing beach vacation, the historic Eastern Point Lighthouse, and picturesque Cape Ann, which offers breathtaking views and delightful beach outings.
  • Salem: Renowned for its rich history, Salem is located 14 miles drive away from Gloucester and is a must-visit for culture enthusiasts. The city features a vibrant outdoor scene and family-friendly experiences. Notable sites include the Salem Witch Museum, which delves into the infamous witch trials, the Peabody Essex Museum showcasing remarkable art collections, and the Salem Witch Trials Memorial, a poignant tribute to history. Visitors will find an array of shopping and dining options to enhance their experience.
  • Essex: Known for its scenic beauty and outdoor activities, Essex is located 6 miles drive away from Gloucester. This quaint town offers beautiful beaches and opportunities for exploration. Visitors can unwind at Good Harbor Beach, admire the historic Eastern Point Lighthouse, or tour Castle Hill on the Crane Estate, a stunning historic house. Essex is an ideal destination for those looking to immerse themselves in nature and enjoy the picturesque landscapes of the area.

Tips for short-haul flights to Gloucester

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often more economical. Maximize space by using mini toiletries, wearing your heaviest clothing, and planning your outfits wisely. This strategy also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to get to the airport at least 1.5 to 2 hours before departure, taking into account traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money at the airport.

Tips for long-haul flights to Gloucester

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, usually 24–48 hours before your flight. Some airlines may even allow seat selection before this timeframe.
  • Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours prior to departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, enjoy a coffee at a café, or unwind at your gate or in a departure lounge, if accessible. Free Wi-Fi is typically available throughout the airport.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and modifying your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time of your arrival to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Gloucester?
September is the cheapest month to travel to Gloucester. Demand is lower then, so fares are generally more affordable. Planning your trip outside of public and school holidays could also help you save.
Which US cities have the cheapest flights to Gloucester?
New York, Washington and Chicago generally have cheap flights to Gloucester. Bear in mind that prices may vary based on factors such as demand, time of year and number of stopovers.
Which US cities fly direct to Gloucester?
Take your pick of 67 US cities with direct flights to Gloucester. When booking on Expedia, click on the "Direct flights only" filter to compare nonstop options. Fly to Gloucester from any of these top cities:
  • New York
  • Washington
  • Chicago
  • Philadelphia
  • Charlotte
How to find a cheap flight to Gloucester?
Book your trip early for the best chance of scoring cheap flights to Gloucester. Also, consider traveling during off-season months like January and February. If you leave on a Thursday, you can save 16% on average compared to departing on a Sunday.* Save time searching every day and set up a price alert on the Expedia app. We'll send you a notification when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Gloucester?
Although booking in advance is generally the best way to save money, don't worry if your Gloucester getaway is last minute. You can still find cheap flights to Gloucester, especially if your plans have a little wiggle room. Try changing your dates, exploring different ticket types or departing from an alternative airport.
How far in advance should I book a flight to Gloucester?
Get the departure dates you want and a price that's easy on your pocket by booking your domestic flight to Gloucester up to 28 days in advance. Lock in tickets between two and four months ahead if you're flying to Gloucester from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Gloucester?
Sundays are usually the best day to book a cheap flight to Gloucester, where you can save 8% on average compared to Fridays. If you decide to buy tickets on a Friday, be ready to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Gloucester?
A total of 42 carriers connect 119 airports all over the world to Gloucester. Here are some of the popular airlines to Gloucester, where Logan Intl. Airport (BOS) is the major entry point:
  • Delta Air Lines
  • JetBlue Airways
  • American Airlines
  • United Airlines
Where do you fly into Gloucester?
If you're flying to Gloucester, the main airport to touch down at is Logan Intl. Airport (BOS). You can also jet into nearby hubs like Provincetown Municipal Airport (PVC), Manchester-Boston Regional Airport (MHT) or Beverly Municipal Airport (BVY). Another option to think about when you fly to Gloucester is Lawrence, MA (LWM-Lawrence Municipal).
How far is the airport from central Gloucester?
You'll be about 25 mi southwest of the center of Gloucester after arriving at Logan Intl. Airport (BOS).
Can I save money by booking a Gloucester trip package?
You could possibly save hundreds of dollars if you lock in a Gloucester flight and hotel package deal on Expedia. And you'll save yourself hassle by having all your travel arrangements in the same place. Try bundling hotels and flights with add-ons like tours and car rentals for your own personalized Gloucester break.
Can I change or cancel my flight to Gloucester?
You can typically cancel or change your flight to Gloucester within 24 hours of booking. However, be mindful that some fares are non-refundable. In those cases, you may be issued a credit toward a future trip in place of a direct refund. Make sure you check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to Gloucester with flexible change policies. To learn more, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Gloucester

The cheapest day to fly

Get started finding a cheap flight to Gloucester on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want 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.

The cheapest month to fly

September is the cheapest month to fly to Gloucester. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Gloucester. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Gloucester, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Gloucester

The lowest price for round-trip flights to Gloucester in 2026 starts from from $141, while one-way tickets start from from $91. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Gloucester. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Gloucester

Frontier Airlines, Delta, JetBlue Airways, United, American Airlines are just some of the airlines that can typically offer cheap tickets to Gloucester. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Gloucester and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Gloucester, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Gloucester. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Gloucester plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Gloucester

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Gloucester.

Stopover savings

The cheapest tickets to Gloucester are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Gloucester. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Gloucester for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Gloucester. Simply download the free Expedia app to your smart device and activate Gloucester flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Gloucester. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Gloucester

Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
$96

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