Cheap flights To Eastern Massachusetts (BOS) from $40

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Cheap Flights to Eastern Massachusetts from $40 One Way, $81 Round Trip

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

Tue, Jun 3 - Tue, Jun 3
MCO
Orlando Intl.
BOS
Logan Intl.
$81 Roundtrip, found 2 hours ago
$81
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Orlando Intl. to Logan Intl., returning Tue, Jun 3, priced at $81 found 2 hours ago
Wed, Jun 4 - Wed, Jun 11
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jun 11, priced at $82 found 1 day ago
Wed, May 21 - Wed, May 28
MCO
Orlando Intl.
BOS
Logan Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Orlando Intl. to Logan Intl., returning Wed, May 28, priced at $88 found 2 hours ago
Sat, May 24 - Tue, May 27
MCO
Orlando Intl.
BOS
Logan Intl.
$90 Roundtrip, found 5 hours ago
$90
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sat, May 24 from Orlando Intl. to Logan Intl., returning Tue, May 27, priced at $90 found 5 hours ago
Thu, May 22 - Wed, May 28
MCO
Orlando Intl.
BOS
Logan Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 22 from Orlando Intl. to Logan Intl., returning Wed, May 28, priced at $91 just found
Sat, May 31 - Wed, Jun 4
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, May 31 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jun 4, priced at $92 found 2 days ago
Wed, May 21 - Wed, May 28
MCO
Orlando Intl.
BOS
Logan Intl.
$94 Roundtrip, found 2 hours ago
$94
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Orlando Intl. to Logan Intl., returning Wed, May 28, priced at $94 found 2 hours ago
Wed, Jul 9 - Wed, Jul 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Portsmouth Intl., returning Wed, Jul 30, priced at $102 found 4 hours ago
Fri, May 30 - Fri, May 30
MCO
Orlando Intl.
BOS
Logan Intl.
$115 Roundtrip, found 6 hours ago
$115
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, May 30 from Orlando Intl. to Logan Intl., returning Fri, May 30, priced at $115 found 6 hours ago
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
PVD
T.F. Green
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to T.F. Green, returning Sun, Sep 28, priced at $132 found 10 hours ago

Eastern Massachusetts Flight Information

Traveling To
Eastern Massachusetts
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, Frontier Airlines, JetBlue Airways
Flight Price
$81
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Eastern Massachusetts economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Motor Inn
2.0-star property

Hampton Motor Inn

Jun 26 - Jun 27

1 night stay

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Coach

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Coach
per person
found 2 hours ago
Riverdale Inn
2.0-star property

Riverdale Inn

Jun 13 - Jun 15

2 night stay

Los Angeles (LAX) to Boston (BOS)

Breeze Airways • Coach

Boston (BOS) to Los Angeles (LAX)

Spirit Airlines • Coach
per person
found 6 hours ago
Quality Inn Chicopee - Springfield
2.5-star property

Quality Inn Chicopee - Springfield

Jun 13 - Jun 15

2 night stay

Los Angeles (LAX) to Boston (BOS)

Breeze Airways • Coach

Boston (BOS) to Los Angeles (LAX)

Spirit Airlines • Coach
per person
found 6 hours ago
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Eastern Massachusetts premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Dagny Boston
4.0-star property

The Dagny Boston

9.4/10 Exceptional! (5,574 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
per person
found 1 day ago
Really nice restaurant on-site. All staff were helpful and friendly.

Reviewed on Apr 28, 2025

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,004 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
High end, beautiful hotel.

Reviewed on Dec 3, 2024

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (384 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

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Eastern Massachusetts

If you are looking for discount prices on flights to Eastern Massachusetts then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Eastern Massachusetts flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Eastern Massachusetts is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Eastern Massachusetts flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Eastern Massachusetts has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Eastern Massachusetts flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Eastern Massachusetts, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Eastern Massachusetts flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Eastern Massachusetts?
With 20 airlines ready to help you get away to Eastern Massachusetts, finding the perfect flight will be a piece of cake. Lock in your ticket with one of these top carriers that operate at Logan Intl. Airport (BOS):

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

What is the best airport to fly to in Eastern Massachusetts?
Jet into Logan Intl. Airport (BOS), the main entry point to Eastern Massachusetts. Booking your flight to this region doesn’t get much easier.
How much is a flight to Eastern Massachusetts?
Travelers from far and wide landed round-trip bargains ranging from $81 to $132 this week to Eastern Massachusetts. Kicking off your journey from Orlando (MCO)? The cheapest one-way prices started at just $40.
How to book the cheapest flight to Eastern Massachusetts?
With Orbitz, you’ll find some of the most exciting flight deals around from a big range of airlines. But if you’re eager to increase your chances of snapping up cheap flights to Eastern Massachusetts, here are some suggestions to try out:

  • Depending on where you’re taking off from, select the ‘Nearby airports’ function (located under the departure and arrival options). In certain cases, alternative departure points offer cheaper airfares.
  • If your travel plans aren’t set in concrete, click on the ‘Show flexible dates’ link to check out the flight deals for a variety of departure dates. You may find a cheaper fare.
  • Select ‘Show options’ to fine tune your search results. You can pick 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.
  • If you’ve worked out your travel dates, get booking. Ticket prices usually get dearer as the departure date gets closer.
  • Consider bundling your flights, hotels and car rental into a package deal to save money.
  • Whenever possible, don’t fly in the most popular seasons. Airfares surge during school breaks, summer and other vacation periods like Easter and Christmas.

How long is a flight to Eastern Massachusetts?
Of course, flight times vary based on where you’re leaving from. But to give you some insight into the average duration, size up these top routes to Eastern Massachusetts:

  • 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 Eastern Massachusetts?
Book your seats to Eastern Massachusetts in January. This is the ideal time of the year for bargain fares, closely followed by February and August. Pick up cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Eastern Massachusetts?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Eastern Massachusetts. If you’re looking for unbeatable airfares, search across those days and you could land yourself a terrific flight deal.
What is the cheapest day of the week to fly to Eastern Massachusetts?
Think about leaving early in the week to score cheap flights to Eastern Massachusetts. Orbitz data from 2020 shows Monday is typically the most inexpensive day to set off, followed by Tuesday. Saturdays were shown to have the most expensive ticket fares. Presumably, this is because many travelers prefer to begin their break when the weekend rolls around.
What is the cheapest month to fly to Eastern Massachusetts?
To secure cheap flights to Eastern Massachusetts, you should pack your bags and fly out in August. Orbitz data shows that this is generally a great month to save loads on your airfare. If you’re thinking of jetting to Eastern Massachusetts during June, bear in mind that this is the most expensive time of year to travel.
Which airlines allow free cancellation?
If you suspect your travel plans could change, Orbitz will help you lock in a flexible fare. All you need to do is select “Filter by flexible change policies” when searching for your perfect flight. We’ll show you all the airlines that offer free cancellation and no change fees — all on top of irresistibly low prices.
What do I need for the flight to Eastern Massachusetts?
From onboard activities to travel essentials like noise-canceling headphones, there are a number of things a frequent flyer won’t leave home without. To ensure you’re prepared for your trip, check out this handy list:

  • Check that you’ve packed your travel paperwork and some identification. For international journeys, you’ll need to bring your passport. When you book your seats, always use the exact details indicated on your government-issued ID.
  • Pack your carry-on bag with activities and snacks and you’ll easily pass the time on your medium-haul flight. Where possible, connect to the airport’s Wi-Fi and save your favorite playlist or podcast to your device prior to take off.
  • No matter what the season is, plane cabins (and airports) are often a little chilly. Bring an extra layer with you on your journey to stay warm and comfy.

How many direct flights are there to Eastern Massachusetts?
Your next thrilling adventure is just one easy plane journey away, with 1,287 direct flights to Eastern Massachusetts every month. Search for your ideal flight with Orbitz and score a fantastic deal with JetBlue Airways, Delta Air Lines or American Airlines. Other leading airlines that offer nonstop services include Cape Air, United Airlines and Southwest Airlines.
How do I get cheap first-class/business deals to Eastern Massachusetts?
If you think a business or first-class fare is way out of your reach, you may want to think again. Here are some terrific tips to help you land a premium flight to Eastern Massachusetts for a whole lot less:

  • Be flexible with your travel dates and wait for huge sales on business or first-class airfares.
  • Search for a low-cost carrier that has seats in business class. They often come with extra space and a glass of Champagne — and a more affordable price.
  • Take advantage of your airline’s loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Eastern Massachusetts?
Tourists come from all over the map to check out Eastern Massachusetts in June, July and August. So if you want to discover this fantastic destination during the popular months, this is the time to go. As with most places in the Northern Hemisphere, the summer starts June 20 in Eastern Massachusetts, with average daily temperatures fluctuating between 65 ºF and 80 ºF.

Nearby

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.