A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

$39 Cheap Flights to Gloucester, VA

View $39 flight on Thu, Sep 24, 2026Opens in a new window

Popular airlines to Gloucester

How much is the cheapest flight to Gloucester?

Prices were available within the past 7 days and start at $39 for one-way flights and $78 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Delta
Breeze Airways
Southwest Airlines
JetBlue Airways

Alternative airports near Gloucester

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

What you need to know for your flight to Gloucester

Flights to Gloucester at a glance

Traveling to Gloucester is easy—choose from a range of full-service or budget airlines. Review flight schedules, compare journey times, and select the best option for your budget and itinerary as you plan to explore the city’s renowned attractions and neighborhoods.

  • Major airports near Gloucester: Norfolk International Airport (ORF), Richmond International Airport (RIC), Newport News - Williamsburg International Airport (PHF)
  • Closest airport to Gloucester: Newport News - Williamsburg International Airport, PHF (around 19 miles)
  • Flights per week: 5,100+ flights arriving across Gloucester airports
  • Number of airlines that fly to Gloucester: around 30+ carriers

Popular airports near Gloucester

Gloucester is a charming city perfect for outdoor enthusiasts and families seeking scenic vacations. Visitors are drawn to its beautiful beaches, adventurous activities, and rich culture. Travelers will find convenient access through three major airports near Gloucester, making it easy to reach this delightful destination.

  • Norfolk International Airport (ORF): Situated in Norfolk City County, Virginia, approximately 39 miles from Gloucester, this airport offers a mix of domestic and international flights, linking to over 195 domestic cities and 60+ international destinations. Travelers have the option to upgrade to first class or premium economy seating for enhanced comfort, depending on the airline and route. Major airlines include American Airlines, Delta, and Southwest Airlines.
  • Richmond International Airport (RIC): Found in Henrico County, Virginia, about 45 miles from Gloucester, this airport provides connections for both domestic and international travel, reaching around 180+ domestic cities and more than 65 international destinations. Passengers can opt for first class or premium economy seating, depending on the airline and specific routes. Notable carriers serving this airport are American Airlines, Delta, and JetBlue Airways.
  • Newport News - Williamsburg International Airport (PHF): Located in Newport News City County, Virginia, just around 19 miles from Gloucester, this airport primarily handles domestic flights, serving approximately 25+ cities throughout the United States. American Airlines is the main airline operating at this airport, catering to travelers with various service options.

Top routes to Gloucester

  • Orlando (MCO) to Gloucester (ORF/PHF/RIC), with one-way flight options from around $40
  • Boston (BOS) to Gloucester (ORF/PHF/RIC), with one-way tickets available from around $75
  • New York (JFK/LGA) to Gloucester (ORF/RIC), with one-way fares starting at around $90
  • Las Vegas (LAS) to Gloucester (ORF/RIC), with one-way flight options from around $110
  • Tampa (TPA) to Gloucester (ORF/PHF/RIC), with one-way tickets available from around $50

Cheapest routes to Gloucester

  • New Haven (HVN) to Gloucester (ORF/RIC), with affordable one-way prices from around $35
  • Baltimore (BWI) to Gloucester (ORF/RIC), with cheap one-way fares from around $40
  • Orlando (MCO) to Gloucester (ORF/PHF/RIC), with cheap one-way fares from around $40
  • Atlanta (ATL) to Gloucester (ORF/PHF/RIC), with cheap one-way fares from around $40
  • Hartford (BDL) to Gloucester (ORF/RIC), with low one-way fares from around $40

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

Top airlines with flights to Gloucester

  • American Airlines: This airline offers flights to Norfolk International Airport (ORF), Newport News - Williamsburg International Airport (PHF), and Richmond International Airport (RIC), making up roughly 38% of Gloucester's arrivals. Expect an average one-way fare of about $280, with premium service options that may include first class depending on the route.
  • Delta: Operating flights to both Norfolk International Airport (ORF) and Richmond International Airport (RIC), Delta represents around 26% of arrivals to Gloucester. The average one-way fare is around $290, and premium service options might include premium economy and first class, depending on the specific route.
  • United: With routes to Norfolk International Airport (ORF) and Richmond International Airport (RIC), United accounts for about 14% of Gloucester's arrivals. The average fare for a one-way ticket is approximately $300, and premium service may feature first class depending on the route.
  • Southwest Airlines: This airline serves Norfolk International Airport (ORF) and Richmond International Airport (RIC), contributing roughly 12% of the arrivals to Gloucester. Travelers can expect an average one-way fare of around $260.
  • Breeze: Breeze operates flights to Norfolk International Airport (ORF) and Richmond International Airport (RIC), accounting for about 3% of Gloucester's arrivals. The average one-way fare is quite affordable, at approximately $120.

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 Norfolk International Airport, several key transport links are easily accessible by car. Norfolk Seaport, a seaport, is located about 4 miles away, while Newtown Road Station, a metro station, is approximately 5.8 miles from the airport. Additionally, Norfolk Station, a train station, is about 7.1 miles away, providing convenient options for travelers.
  • 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 in and around Gloucester

  • Ware Neck: Nestled in the area of Gloucester, Ware Neck is a charming village perfect for travelers seeking outdoor adventures and romantic getaways. Visitors can enjoy the arcade adventure zone or stroll along the scenic boardwalk. Key points of interest include the serene Yorktown Beach, ideal for a relaxing beach vacation, the Gloucester Public Library, which offers cultural experiences for families, and the Gloucester Museum of History, showcasing the rich history of the region.
  • Mathews: Located 12 miles drive away from Gloucester, Mathews is a delightful city that invites outdoor enthusiasts and beach lovers to explore its picturesque scenery. The area features various recreational spots, amusement parks, and shopping centers. Travelers can visit the stunning Chesapeake Bay, perfect for outdoor activities and scenic views, or unwind at Bethel Beach, a beautiful destination for a beach vacation. The Bethel Beach Natural Area Preserve is also worth exploring for its natural beauty.
  • Cobbs Creek: Cobbs Creek is located 10 miles drive away from Gloucester and is an appealing city for those who appreciate outdoor activities and scenic beach views. The area boasts various recreational facilities, golf options, and a charming boardwalk. Highlights include the breathtaking Chesapeake Bay, which is great for outdoor adventures and beach experiences, as well as the Deltaville Marina, a hub for beach lovers and outdoor enthusiasts. Don’t miss the Gwynn's Island Museum, which offers insights into local archaeology and anthropology.

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—with budget airlines, traveling with just a carry-on often proves to be more cost-effective. Maximize space by using mini toiletries, wearing your bulkiest clothing, and efficiently planning your outfits. This strategy also helps you avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may not provide in-flight entertainment options. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself entertained. 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 arrive at least 1.5 to 2 hours prior to 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 while 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 often provide complimentary seat selection once online check-in opens, typically 24–48 hours prior to your flight. Some airlines may allow seat selection even earlier than this.
  • Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours before your departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, take a moment to explore the shops, grab a coffee, or unwind at your gate or in a departure lounge if you have access. Most airports offer free Wi-Fi that you can use to stay connected.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake on the flight according to the local time at your arrival destination 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. There's less demand then, so you're likely to score a great deal. Planning your trip outside of public holidays and school breaks can also help you save.
Which US cities have the cheapest flights to Gloucester?
Score cheap flights to Gloucester from Atlanta, New York and Charlotte. These cities usually offer the best fares to this popular destination. But bear in mind that demand, seasonality and stopovers also influence rates, so remain flexible and book when prices are right.
Which US cities fly direct to Gloucester?
Pick from 26 US cities providing direct flights to Gloucester. When you book on Expedia, check the "Direct flights only" filter to find nonstop routes. Fly to Gloucester from any of these cities:
  • Atlanta
  • New York
  • Charlotte
  • Chicago
  • Boston
How to find a cheap flight to Gloucester?
Book early for the best chance of scoring cheap flights to Gloucester. Also, consider traveling during off-peak months like January and February. If you fly on a Thursday, you'll save an average of 16% compared to those departing on a Sunday.* Save time checking every day and track your flight prices using the Expedia app. We'll notify you when fares change.*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?
It's possible to get cheap deals on last-minute departures to Gloucester, especially if your travel plans are flexible. Consider your options for flying from a different airport, tweaking your trip dates or selecting another airline to get a cheap flight to Gloucester.
How far in advance should I book a flight to Gloucester?
Find the travel dates you want and a fare that fits your budget by booking your domestic flight to Gloucester up to 28 days in advance. Lock in tickets two to four months ahead if you're headed 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?
Generally, you can get cheap flights to Gloucester on a Sunday. You'll save around 8% on average compared to booking on a Friday, which is often the most expensive day to buy tickets.**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?
There are 6 airlines connecting Gloucester with 25 airports around the globe. The chief entry point to this city is Richmond Intl. Airport (RIC). Book a fare with any of these well-known airlines to Gloucester:
  • American Airlines
  • Delta Air Lines
  • United Airlines
  • JetBlue Airways
Where do you fly into Gloucester?
If you're flying to Gloucester, the main hub to jet into is Newport News - Williamsburg Intl. Airport (PHF). Alternatively, you could fly to Gloucester via Norfolk Intl. Airport (ORF).
How far is the airport from central Gloucester?
Touching down at Newport News - Williamsburg Intl. Airport (PHF) puts you about 19 mi south of the center of Gloucester.
Can I save money by booking a Gloucester trip package?
Bundle your flight and hotel and you could save hundreds of dollars. Better yet, you can add extras like tours and car rentals to your Gloucester flight and hotel package deal. With Expedia, it's simple to book all your Gloucester travel arrangements in the same place.
Can I change or cancel my flight to Gloucester?
It's often possible to change or cancel your flight to Gloucester. Many airlines allow you to cancel your ticket for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may offer you credit for future flights rather than a direct refund. To secure cheap flights to Gloucester with flexible change policies, check "No cancel fee" or "Changes included" during your search. Want more details? Head to 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 $78, while one-way tickets start from from $39. 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, Breeze Airways, Southwest Airlines, Delta, JetBlue Airways 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
Norfolk Intl.
Destination airport IATA code
ORF
Destination city name
Norfolk
Roundtrip price
$78

Trending flights to Gloucester

Prices were available within the past 7 days and start at $39 for one-way flights and $78 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

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