Cheap flights To Chelmsford (BOS) from $38

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Chelmsford from $38 One Way, $87 Round Trip

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

Wed, Jun 3 - Fri, Jun 5
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$87 Roundtrip, found 6 days ago
$87
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Raleigh - Durham Intl. to Logan Intl., returning Fri, Jun 5, priced at $87 found 6 days ago
Thu, Mar 26 - Mon, Mar 30
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Mar 26 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Mar 30, priced at $98 found 1 day ago
Thu, Jun 4 - Sun, Jun 7
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 4 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Jun 7, priced at $102 found 6 days ago
Thu, Mar 26 - Thu, Mar 26
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Mar 26 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Mar 26, priced at $102 found 3 days ago
Wed, May 27 - Wed, Jun 3
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 27 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Jun 3, priced at $105 found 4 days ago
Thu, Apr 9 - Sun, Apr 12
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$105 Roundtrip, just found
$105
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Apr 9 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Apr 12, priced at $105 just found
Mon, May 4 - Wed, May 13
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$106 Roundtrip, found 13 hours ago
$106
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Mon, May 4 from Raleigh - Durham Intl. to Logan Intl., returning Wed, May 13, priced at $106 found 13 hours ago
Thu, Mar 26 - Sun, Mar 29
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Mar 26 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Mar 29, priced at $108 found 6 days ago
Mon, Apr 20 - Mon, Apr 27
MCO
Orlando Intl.
BOS
Logan Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Mon, Apr 27, priced at $110 found 6 days ago
Sat, Apr 18 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Apr 18 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $117 found 3 days ago

Chelmsford Flight Information

Traveling To
Chelmsford
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines, Spirit Airlines
Flight Price
$87
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 Cove at Yarmouth by Westgate Resorts
3.0-star property

The Cove at Yarmouth by Westgate Resorts

May 4 - May 7

3 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Chicago (ORD)

American Airlines • Coach
Price was $514, price is now $364 per person
$364
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Apr 21 - Apr 24

3 night stay

Washington (DCA) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,982, price is now $1,222 per person
$1,222
per person
found 1 day ago
Omni Parker House
4.5-star property

Omni Parker House

Apr 23 - Apr 27

4 night stay

Los Angeles (LAX) to Boston (BOS)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,036, price is now $768 per person
$768
per person
found 2 days ago
Don't see what you're looking for?
See all available trips from Chicago to Chelmsford
View all trips

Chelmsford first class flight packages

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

Eurostars The Boxer

8.6/10 Excellent! (1,395 reviews)

Apr 22 - Apr 26

4 night stay

San Francisco (SFO) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to San Francisco (SFO)

American Airlines • FirstClass
Price was $2,765, price is now $2,493 per person
$2,493
per person
found 21 hours ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!

Reviewed on May 6, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (238 reviews)

Apr 22 - Apr 26

4 night stay

San Francisco (SFO) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to San Francisco (SFO)

American Airlines • FirstClass
Price was $4,568, price is now $3,802 per person
$3,802
per person
found 21 hours ago
Excellent services.

Reviewed on Dec 29, 2024

Omni Boston Hotel at the Seaport
5.0-star property

Omni Boston Hotel at the Seaport

9.2/10 Wonderful! (4,521 reviews)

Apr 22 - Apr 26

4 night stay

San Francisco (SFO) to Boston (BOS)

Delta • FirstClass

Boston (BOS) to San Francisco (SFO)

American Airlines • FirstClass
Price was $3,733, price is now $3,262 per person
$3,262
per person
found 21 hours ago
Todo estuvo excelente encantada

Reviewed on Feb 20, 2026

Don't see what you're looking for?
See all available trips from San Francisco to Chelmsford
View all trips

Chelmsford

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

Orbitz becomes your Mobile friend

You can now book flights to Chelmsford on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Chelmsford flights.

Discounted tickets available for flights to Chelmsford

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Chelmsford flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Chelmsford flights

Discounted flights to Chelmsford ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Chelmsford. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Chelmsford flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $87 and $117 this week. Starting your trip from Orlando (MCO)? The best one-way tickets were $38.
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.