Cheap flights To Chelmsford (BOS) from $25

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Cheap Flights to Chelmsford from $25 One Way, $49 Round Trip

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

Tue, Dec 9 - Tue, Dec 9
MCO
Orlando Intl.
BOS
Logan Intl.
$49 Roundtrip, found 4 hours ago
$49
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Orlando Intl. to Logan Intl., returning Tue, Dec 9, priced at $49 found 4 hours ago
Fri, Nov 14 - Mon, Nov 17
MCO
Orlando Intl.
BOS
Logan Intl.
$63 Roundtrip, found 3 hours ago
$63
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Nov 14 from Orlando Intl. to Logan Intl., returning Mon, Nov 17, priced at $63 found 3 hours ago
Thu, Jan 8 - Sun, Jan 11
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$64 Roundtrip, found 23 hours ago
$64
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Raleigh - Durham Intl. to Logan Intl., returning Sun, Jan 11, priced at $64 found 23 hours ago
Thu, Dec 4 - Tue, Dec 9
MCO
Orlando Intl.
BOS
Logan Intl.
$67 Roundtrip, found 6 hours ago
$67
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Dec 4 from Orlando Intl. to Logan Intl., returning Tue, Dec 9, priced at $67 found 6 hours ago
Sat, Dec 6 - Sun, Dec 7
MCO
Orlando Intl.
BOS
Logan Intl.
$67 Roundtrip, just found
$67
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Dec 6 from Orlando Intl. to Logan Intl., returning Sun, Dec 7, priced at $67 just found
Sun, Jan 18 - Sun, Jan 18
MCO
Orlando Intl.
BOS
Logan Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 18 from Orlando Intl. to Logan Intl., returning Sun, Jan 18, priced at $69 found 2 days ago
Thu, Jan 15 - Mon, Jan 19
MCO
Orlando Intl.
BOS
Logan Intl.
$70 Roundtrip, found 22 hours ago
$70
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Orlando Intl. to Logan Intl., returning Mon, Jan 19, priced at $70 found 22 hours ago
Fri, Nov 7 - Mon, Nov 17
MCO
Orlando Intl.
BOS
Logan Intl.
$75 Roundtrip, found 2 days ago
$75
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Nov 7 from Orlando Intl. to Logan Intl., returning Mon, Nov 17, priced at $75 found 2 days ago
Sat, Dec 6 - Sun, Dec 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 10 hours ago
$96
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Dec 6 from Orlando Intl. to Portsmouth Intl., returning Sun, Dec 14, priced at $96 found 10 hours ago
Thu, Dec 18 - Sun, Dec 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Dec 18 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 21, priced at $96 found 3 days ago

Chelmsford Flight Information

Traveling To
Chelmsford
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, JetBlue Airways, Frontier Airlines
Flight Price
$49
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Chelmsford economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
5.0-star property

The Langham, Boston

Dec 11 - Dec 14

3 night stay

Cleveland (CLE) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Cleveland (CLE)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,039, price is now $787 per person
$787
per person
found 5 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Dec 11 - Dec 14

3 night stay

Cleveland (CLE) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Cleveland (CLE)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,425, price is now $855 per person
$855
per person
found 5 hours ago
Raffles Boston
5.0-star property

Raffles Boston

Dec 11 - Dec 14

3 night stay

Cleveland (CLE) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Cleveland (CLE)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,464, price is now $1,037 per person
$1,037
per person
found 5 hours ago
Don't see what you're looking for?
See all available trips from Cleveland to Chelmsford
View all trips

Chelmsford first class flight packages

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

Boston Marriott Newton

8.2/10 Very Good! (1,010 reviews)

Dec 11 - Dec 15

4 night stay

Raleigh (RDU) to Boston (BOS)

United • Non-stop roundtrip • FirstClass
Price was $872, price is now $761 per person
$761
per person
found 1 day ago
This was perfect for my son's hop hop convention.

Reviewed on Feb 22, 2025

The Westin Boston Seaport District
4.0-star property

The Westin Boston Seaport District

9/10 Wonderful! (2,231 reviews)

Dec 11 - Dec 15

4 night stay

Raleigh (RDU) to Boston (BOS)

United • Non-stop roundtrip • FirstClass
Price was $1,036, price is now $935 per person
$935
per person
found 1 day ago
We had a wonderful experience at our recent stay at the Westin Seaport in Boston! I booked three rooms for our group and from the moment we checked in, we were treated wonderfully. The staff was incredibly friendly and attentive, the property was beautiful and the beds and pillows were some of the most comfy I’ve ever experienced in a hotel! The location was prime, easily walkable to many historic sites and delicious restaurants! Would highly recommend this hotel to anyone traveling to the area!

Reviewed on Sep 25, 2025

Renaissance® Boston Seaport District
4.0-star property

Renaissance® Boston Seaport District

9/10 Wonderful! (1,012 reviews)

Dec 11 - Dec 15

4 night stay

Raleigh (RDU) to Boston (BOS)

United • Non-stop roundtrip • FirstClass
Price was $993, price is now $915 per person
$915
per person
found 1 day ago
Great service. Clean room. I highly recommend.

Reviewed on Sep 7, 2025

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See all available trips from Raleigh to Chelmsford
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Chelmsford

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Chelmsford or any other low fare domestic or international air travel.

Innovative Orbitz Tools for the Trip Planner on the Move

Now it is even faster to find exclusive deals and book cheap Chelmsford flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Chelmsford's most popular attractions, best restaurants, and entertainment venues or check on your flights to Chelmsford and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Chelmsford Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Chelmsford. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Chelmsford flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Chelmsford to your mobile phone or email.

Frequently asked questions

Which airlines fly to Chelmsford?
You can pick from 20 airlines that fly into Logan Intl. Airport (BOS), the primary airport in the city. Among all those options, you're certain to walk away with an amazing deal. Here are a few of the major international airlines that'll get you to Chelmsford — and then exploring every part of this city:

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

What is the best airport to fly to in Chelmsford?
Fly into Manchester-Boston Regional Airport (MHT) and you'll be exploring this fantastic city soon enough. This airport is approximately 25 miles north of the center of town. But MHT isn't your only option. Logan Intl. Airport (BOS) is another port of entry to Chelmsford, so compare flight prices to score the best deal.
How much is a flight to Chelmsford?
Travelers from near and far picked up return-flight deals ranging between $49 and $96 this week. Starting your trip from Orlando (MCO)? The best one-way tickets were $25.
How to book the cheapest flight to Chelmsford?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following suggestions will help you land cheap flights to Chelmsford — and leave you with more money in your pocket:

  • Depending on where you're taking off from, click on the 'Nearby airports' function (located under the departure and arrival form fields). Sometimes, alternative departure points offer cheaper airfares.
  • If you're flexible with your schedule, click on the 'Show flexible dates' option. You'll see the flight deals for the days before and after your selected departure. Ticket prices often vary depending on what day it is.
  • To filter your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you know your travel dates, don't drag your feet booking a flight. Airfares usually increase as the departure date gets closer.
  • Think about combining your hotels, flights and car rentals into one convenient package deal to get more for your money.
  • Flying during the busy season can mean costly airfares. If possible, plan your trip outside of popular dates, such as Christmas, New Year's Eve and Easter.

How long is a flight to Chelmsford?
The United States is big, so that depends on which city you're taking off from. To make vacation planning a bit easier, we've selected three of the most common routes to Chelmsford and found their average flight times:

  • 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 Chelmsford?
Book in January, February or August for competitively priced tickets to Chelmsford. Once you've tracked down a bargain, buy it — cheap flights are known to appear and vanish in the click of a button.
What day of the week is the cheapest to book a flight to Chelmsford?
If you're after inexpensive airfares to Chelmsford, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Chelmsford?
If you're searching for cheap flights to Chelmsford, leave at the start of the week. Orbitz data from 2020 shows Monday is the most affordable day to set off, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your wallet a favor.
What is the cheapest month to fly to Chelmsford?
To land cheap flights to Chelmsford, you should take off in August. If getting a good deal on your plane ticket is your top priority, Orbitz data shows that this is generally the best month to take a trip. June is when airfares are at their highest.
Which airlines allow free cancellation?
Orbitz makes it a snap to find airlines that offer flexibility. Simply select "Filter by flexible change policies" when searching for your flights and bada bing, bada boom! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, an irresistible low price.
What do I need for the flight to Chelmsford?
Flying can be fun if you're well prepared! Make your flight a smooth one with the following useful hints:

  • Your travel documents are the most important things you'll need to have with you on your flight to Chelmsford. To avoid any hassles at check-in time, make sure that the information displayed on your ticket is correct and matches your government-issued ID.
  • Make time fly by even quicker on your short flight by packing the right things. Think yummy snacks, bottled water and entertainment. If you want your journey to Chelmsford to pass peacefully, squeeze some headphones or earplugs in your carry-on bag too.
  • Even if you're flying in the height of summer, bring a cardigan or sweater on board with you. Airplane cabins can get downright chilly.

How many direct flights are there to Chelmsford?
With 57 flights going straight to Chelmsford every month, it won't be too hard to find one that suits your vacation schedule. Various airlines fly nonstop to this location, including American Airlines, Southwest Airlines and Spirit Airlines.
How do I get cheap first-class/business deals to Chelmsford?
Smart travelers have a way of finding business or first-class flights to Chelmsford that don't cost a packet. Be like them with these helpful hints:

  • Being flexible isn't just for your yoga class. Leave some room to move around your travel dates so you can pick up more affordable airfares when a big sale drops.
  • Budget airlines offer business-class seating at a fraction of the usual cost. Give the full-service carriers a miss and fly with one these cheaper options.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

How to get into Chelmsford from the airport?
Driving is a good option. Enterprise, National Car Rental and Dollar are three car rental companies located at Manchester-Boston Regional Airport (MHT). After picking up a Manchester-Boston Regional Airport (MHT) car rental, you can make your way directly from MHT airport into downtown Chelmsford, a drive of 25 miles to the south. Alternatively, if you'd prefer to book your own ride from the city center, browse our Chelmsford car rentals.
What is the best time to go to Chelmsford?
Chelmsford is an awesome vacation destination year-round, but the most popular months to visit are May, August and September. If you're into warm weather, consider heading there in summertime. Like most destinations in the Northern Hemisphere, the summer season kicks off June 20. Temperatures normally hover between 60 ºF and 80 ºF during the day.
Travel tips for Chelmsford

  • Begin in the downtown area and take yourself on a walking tour of some of the city's famous attractions. Great Brook Farm State Park and Swanson Meadows Golf Course are favorites among travelers.
  • If you're looking for a fun day trip, there are more sights to see a quick commute from the center. Find out why Fenway Park and TD Garden are on the bucket lists of most Chelmsford visitors.
  • Get your butt in the driver's seat and find out what else makes Massachusetts a magnet for travelers. Arrange a car rental with Orbitz and enjoy the delights of two more can't miss 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.