Cheap flights To Chelmsford (BOS) from $51

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Cheap Flights to Chelmsford from $51 One Way, $136 Round Trip

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

Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$136 Roundtrip, found 5 days ago
$136
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $136 found 5 days ago
Wed, Jul 1 - Wed, Jul 1
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$137 Roundtrip, found 22 hours ago
$137
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Jul 1 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Wed, Jul 1, priced at $137 found 22 hours ago
Wed, Jul 8 - Tue, Jul 14
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$140 Roundtrip, found 5 hours ago
$140
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Wed, Jul 8 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jul 14, priced at $140 found 5 hours ago
Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $147 found 5 days ago
Wed, Jul 22 - Wed, Jul 29
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 22 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Wed, Jul 29, priced at $148 found 5 days ago
Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $151 found 5 days ago
Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $152 found 5 days ago
Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $154 found 3 days ago
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $157 found 6 days ago
Thu, May 28 - Thu, Jun 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Thu, Jun 4, priced at $157 found 5 days ago

Chelmsford Flight Information

Traveling To
Chelmsford
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Breeze Airways, Delta, Southwest Airlines, American Airlines
Flight Price
$136
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.
Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

Jul 10 - Jul 15

5 night stay

Cleveland (CLE) to Boston (BOS)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,859, price is now $1,081 per person
$1,081
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jul 17 - Jul 22

5 night stay

Cincinnati (CVG) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Cincinnati (CVG)

Frontier Airlines • Non-stop • Coach
Price was $3,020, price is now $1,546 per person
$1,546
per person
found 1 day ago
Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

Jul 10 - Jul 15

5 night stay

Cleveland (CLE) to Boston (BOS)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,305, price is now $1,272 per person
$1,272
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Cleveland to Chelmsford
View all trips

Chelmsford premium economy flight packages

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

The Langham, Boston

9.6/10 Exceptional! (1,008 reviews)

Jul 17 - Jul 20

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • PremiumEconomy

Boston (BOS) to Detroit (DTW)

Frontier Airlines • PremiumEconomy
Price was $1,474, price is now $1,079 per person
$1,079
per person
found 23 hours ago
No complaints , everything . I would go back again and again.

Reviewed on Jan 12, 2026

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,001 reviews)

Jul 17 - Jul 20

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • PremiumEconomy

Boston (BOS) to Detroit (DTW)

Frontier Airlines • PremiumEconomy
Price was $2,006, price is now $1,278 per person
$1,278
per person
found 23 hours ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

8.6/10 Excellent! (422 reviews)

Jul 17 - Jul 20

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • PremiumEconomy

Boston (BOS) to Detroit (DTW)

Frontier Airlines • PremiumEconomy
Price was $1,732, price is now $1,151 per person
$1,151
per person
found 23 hours ago
The staff member was super nice.

Reviewed on Nov 10, 2025

Don't see what you're looking for?
See all available trips from Detroit to Chelmsford
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Chelmsford first class flight packages

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

The Whitney Hotel

9.6/10 Exceptional! (553 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $5,068, price is now $3,878 per person
$3,878
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

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (264 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $6,902, price is now $5,029 per person
$5,029
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

The Newbury Boston
5.0-star property

The Newbury Boston

9.4/10 Exceptional! (638 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $5,965, price is now $4,576 per person
$4,576
per person
found 1 day ago
First time staying at the Newbury. What a pleasant experience😊 starting from the warm welcome from the bellman to the front desk staff Mario. He was so informative and thoughtful. Definitely will return to stay here again 👍

Reviewed on Jul 3, 2023

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

Chelmsford

Why search for low cost fares on your flights to Chelmsford when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Chelmsford

Orbitz offers massive discounts and substantial last-minute savings on your Chelmsford flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Chelmsford flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Chelmsford. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Chelmsford but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $136 and $157 this week. Starting your trip from Orlando (MCO)? The best one-way tickets were $51.
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.