Cheap flights To Western Massachusetts (HFD) from $28

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Cheap Flights to Western Massachusetts from $28 One Way, $57 Round Trip

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

Fri, Feb 27 - Tue, Mar 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$57 Roundtrip, found 2 hours ago
$57
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Orlando Intl. to Bradley Intl., returning Tue, Mar 3, priced at $57 found 2 hours ago
Thu, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$57 Roundtrip, found 4 hours ago
$57
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Bradley Intl., returning Sun, Mar 1, priced at $57 found 4 hours ago
Thu, Mar 12 - Sun, Mar 15
MCO
Orlando Intl.
BDL
Bradley Intl.
$66 Roundtrip, found 5 days ago
$66
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Mar 12 from Orlando Intl. to Bradley Intl., returning Sun, Mar 15, priced at $66 found 5 days ago
Wed, Jun 3 - Tue, Jun 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Bradley Intl., returning Tue, Jun 9, priced at $102 found 1 day ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Albany Intl., returning Mon, Sep 14, priced at $134 found 3 days ago
Wed, May 6 - Sat, May 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, May 6 from Orlando Intl. to Bradley Intl., returning Sat, May 9, priced at $137 found 6 days ago
Sat, May 30 - Tue, Jun 2
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 30 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jun 2, priced at $137 found 1 day ago
Wed, Mar 11 - Tue, Mar 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$140 Roundtrip, found 1 hour ago
$140
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Mar 11 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Mar 17, priced at $140 found 1 hour ago
Wed, Mar 4 - Tue, Mar 10
MCO
Orlando Intl.
ORH
Worcester Regional
$141 Roundtrip, found 4 days ago
$141
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Mar 4 from Orlando Intl. to Worcester Regional, returning Tue, Mar 10, priced at $141 found 4 days ago
Wed, May 20 - Wed, May 27
FLL
Fort Lauderdale - Hollywood Intl.
ORH
Worcester Regional
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, May 20 from Fort Lauderdale - Hollywood Intl. to Worcester Regional, returning Wed, May 27, priced at $153 found 4 days ago

Western Massachusetts Flight Information

Traveling To
Western Massachusetts
Destination Airport IATA Code
HFD
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines, American Airlines
Flight Price
$57
Earliest Departing Flight
Latest Departing Flight

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Western Massachusetts economy flight packages

Price found within the past 48 hours. Click for updated prices.
Saratoga Casino Hotel
4.0-star property

Saratoga Casino Hotel

Apr 3 - Apr 5

2 night stay

New York (NYC) to Albany (ALB)

Delta • Roundtrip • Coach
Price was $433, price is now $341 per person
$341
per person
found 3 hours ago
The Landing Hotel at Rivers Casino & Resort
4.0-star property

The Landing Hotel at Rivers Casino & Resort

Mar 27 - Mar 29

2 night stay

Fort Lauderdale (FLL) to Albany (ALB)

Delta • Non-stop roundtrip • Coach
Price was $476, price is now $397 per person
$397
per person
found 16 hours ago
Quality Inn & Suites Glenmont - Albany South
2.5-star property

Quality Inn & Suites Glenmont - Albany South

Apr 3 - Apr 6

3 night stay

New York (NYC) to Albany (ALB)

Delta • Roundtrip • Coach
Price was $394, price is now $347 per person
$347
per person
found 1 day ago
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Western Massachusetts business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hunters Grille and Tap at The Grafton Inn
2.5-star property

Hunters Grille and Tap at The Grafton Inn

7.8/10 Good! (690 reviews)

Mar 16 - Mar 20

4 night stay

Charlotte (CLT) to Worcester (ORH)

Delta • Non-stop roundtrip • BusinessClass
Price was $1,211, price is now $869 per person
$869
per person
found 1 hour ago
I used to live in 2 Grafton Common, just across from the Inn 25 years back and I knew the Inn's location. It was a historical building, nice, lot of modern amenities yet in old style which I personally like. Clean and comfortable bed, spacious room, bathroom is ok. Appreciate the fridge and hair dryer. The only thing is that I spent 1 night there in the beginning of October and there was no room heater. It was not super-cold but as I went there from Arizona, to me it was cold. I noticed it in night but didn't call the host for it as it was not terrible cold or freezing. But my suggestion would be to put a room heater. The tea-coffee arrangement is nice. Finally I must appreciate the host's nice communication and appreciate that he did let me do early check-in. Grafton is a quaint small town with lots of trees in Common across from the Inn and I enjoyed it immensely.

Reviewed on Oct 16, 2023

The Colonial Hotel
3.0-star property

The Colonial Hotel

8.8/10 Excellent! (1,002 reviews)

Mar 16 - Mar 20

4 night stay

Charlotte (CLT) to Worcester (ORH)

Delta • Non-stop roundtrip • BusinessClass
Price was $1,299, price is now $937 per person
$937
per person
found 1 hour ago
We have stayed multiple times and will be back. Uts always nice and quiet with clean rooms. The only minor issues we have are there are no hooks to hang towels. They do have dinner at the on-site restaurant but a hit or miss.

Reviewed on Sep 1, 2025

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Western Massachusetts

Finding cheap flights to Western Massachusetts is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Western Massachusetts flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Western Massachusetts through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Western Massachusetts—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Western Massachusetts flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Western Massachusetts with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Western Massachusetts?
Look up the deals from the 20 airlines that offer flights to Western Massachusetts. Whether you want to get comfortable in the pointy end of the plane or save dollars in economy, there'll be a seat for you. Jet off to Logan Intl. Airport (BOS) with one of these major carriers:

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

What is the best airport to fly to in Western Massachusetts?
Fly into Logan Intl. Airport (BOS), the primary gateway to Western Massachusetts. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to Western Massachusetts?
Prices for return flights fell as low as $57 this week to Western Massachusetts, and reached a high of $153. A few lucky travelers journeying out of Orlando (MCO) managed to score one-way flights starting from just $28.
How to book the cheapest flight to Western Massachusetts?
With Orbitz, you'll uncover some of the most exciting flight deals around from a wide selection of airlines. But if you want to increase your likelihood of nabbing cheap flights to Western Massachusetts, here are some tips to try out:

  • Taking off from or landing at other airports can often be more cost-effective. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below to see what your options are.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' option to compare flight deals for a variety of departure dates. You may find a cheaper fare.
  • Select 'Show options' to filter your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Reserve your airfare as soon as you've figured out your travel dates. While it does happen occasionally, airline tickets rarely fall in price as your date of departure gets closer.
  • Think about bundling your hotels, flights and car rentals into a package with Orbitz to get more for your money.
  • Don't travel during the busy season if possible. By avoiding school vacations and summer, you can save a significant amount on your airfares.

How long is a flight to Western Massachusetts?
Where you're leaving from and whether you have a layover will help determine your flight time. However, these three common routes to Western Massachusetts will offer some insight:

  • 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 Western Massachusetts?
Generally speaking, January is the cheapest time to purchase your airfare. This is closely followed by February and August. Keep this in mind while you browse for a cheap flight to Western Massachusetts.
What day of the week is the cheapest to book a flight to Western Massachusetts?
You can get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days to pick up cheap airfares to Western Massachusetts.
What is the cheapest day of the week to fly to Western Massachusetts?
You can nab cheap flights to Western Massachusetts by flying out on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or start your trip on whichever day is convenient, you'll always find a great deal with Orbitz.
What is the cheapest month to fly to Western Massachusetts?
We won't keep you in suspense — according to Orbitz data, August is generally the most affordable month to fly. Ideal for those who need a weekend getaway or just a break from it all before the weather changes. The least affordable time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
When you search for flights on Orbitz, choose "Filter by flexible change policies." This filter will show you all the carriers offering free cancellation within 24 hours of booking and no change fees. That means you can breathe easy knowing that if your travel dates change, your flight can too.
What do I need for the flight to Western Massachusetts?
Whether you're a seasoned flyer or it's your first time in the air, it's always good to be organized when you travel. Here are some things to take into account:

  • Travel documentation such as e-tickets and identification are a must. To avoid any unnecessary delays when checking in, make certain your booking is made with the same name, birth date and gender as indicated on your government-issued ID.
  • A well-packed carry-on bag is a must-have for any medium-haul journey. With at least a few hours to kill, you'll want something to keep you occupied while in transit. We suggest a good book or magazine, and something to snack on.
  • Airplane cabins often get chilly. Even if you're traveling during the peak of summer, make sure you carry some extra layers of clothing to keep comfortable.

How many direct flights are there to Western Massachusetts?
With approximately 1,287 direct flights each month, you'll be jetting straight into Western Massachusetts and starting a new adventure before you know it. Some of the carriers that fly nonstop to Western Massachusetts include JetBlue Airways, Delta Air Lines and American Airlines. Cape Air, United Airlines and Southwest Airlines are some other reputable options.
How do I get cheap first-class/business deals to Western Massachusetts?
There are ways of booking first or business-class fares to Western Massachusetts that won't burn through your budget. Bag a seat at the front of the plane for less with these handy tips:

  • Flexibility is important. By being open to different travel dates, you'll have better odds of picking up a rewarding deal on business or first-class airfares.
  • Look for a low-cost carrier that has seats in business class. They usually come with more legroom and a glass of bubbly — and a more attractive price.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. You can also bid for an upgrade in online auctions.

What is the best time to go to Western Massachusetts?
There's no right or wrong time to vacation in Western Massachusetts, though March, July and August are the busiest months. Like most of the Northern Hemisphere, summer begins June 20. If you'd sooner get around in a short-sleeved top than a winter coat, this time of the year may be ideal for you. Expect average daily highs of 80 ºF and nightly lows around 55 ºF.

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.