Cheap flights To Chelmsford (BOS) from $25

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Cheap Flights to Chelmsford from $25 One Way, $56 Round Trip

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

Thu, Feb 19 - Sat, Feb 21
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$56 Roundtrip, found 3 hours ago
$56
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Feb 21, priced at $56 found 3 hours ago
Sat, Feb 14 - Sat, Feb 21
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$57 Roundtrip, found 11 hours ago
$57
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Feb 21, priced at $57 found 11 hours ago
Thu, Feb 12 - Mon, Feb 23
MCO
Orlando Intl.
BOS
Logan Intl.
$59 Roundtrip, found 17 hours ago
$59
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Thu, Feb 12 from Orlando Intl. to Logan Intl., returning Mon, Feb 23, priced at $59 found 17 hours ago
Mon, Mar 16 - Mon, Mar 23
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$62 Roundtrip, found 11 hours ago
$62
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Mar 16 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Mar 23, priced at $62 found 11 hours ago
Sat, Feb 14 - Wed, Feb 25
MCO
Orlando Intl.
BOS
Logan Intl.
$64 Roundtrip, found 8 hours ago
$64
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Orlando Intl. to Logan Intl., returning Wed, Feb 25, priced at $64 found 8 hours ago
Sun, Feb 15 - Tue, Feb 24
MCO
Orlando Intl.
BOS
Logan Intl.
$64 Roundtrip, found 4 days ago
$64
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Orlando Intl. to Logan Intl., returning Tue, Feb 24, priced at $64 found 4 days ago
Thu, Feb 26 - Thu, Mar 5
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$68 Roundtrip, found 17 hours ago
$68
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Mar 5, priced at $68 found 17 hours ago
Thu, Feb 12 - Mon, Feb 23
MCO
Orlando Intl.
BOS
Logan Intl.
$69 Roundtrip, found 17 hours ago
$69
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando Intl. to Logan Intl., returning Mon, Feb 23, priced at $69 found 17 hours ago
Sat, Feb 14 - Wed, Feb 18
TPA
Tampa Intl.
BOS
Logan Intl.
$95 Roundtrip, found 7 hours ago
$95
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sat, Feb 14 from Tampa Intl. to Logan Intl., returning Wed, Feb 18, priced at $95 found 7 hours ago
Thu, Apr 9 - Sun, Apr 12
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Apr 9 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Apr 12, priced at $102 found 3 hours ago

Chelmsford Flight Information

Traveling To
Chelmsford
Destination Airport IATA Code
BOS
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Breeze Airways
Flight Price
$56
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 Groton Inn
3.5-star property

The Groton Inn

Mar 4 - Mar 7

3 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to Orlando (MCO)

Breeze Airways • Non-stop • Coach
Save 100% on your flight
Price was $728, price is now $558 per person
$558
per person
found 8 hours ago
The Whitney Hotel
4.0-star property

The Whitney Hotel

Mar 26 - Mar 29

3 night stay

Baltimore (BWI) to Boston (BOS)

Delta • Coach

Boston (BOS) to Baltimore (BWI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $1,024, price is now $764 per person
$764
per person
found 11 hours ago
Raffles Boston
5.0-star property

Raffles Boston

Mar 26 - Mar 29

3 night stay

Baltimore (BWI) to Boston (BOS)

Delta • Coach

Boston (BOS) to Baltimore (BWI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $1,655, price is now $1,246 per person
$1,246
per person
found 11 hours ago
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See all available trips from Orlando to Chelmsford
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Chelmsford first class flight packages

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

The Charles Hotel

9.4/10 Exceptional! (1,003 reviews)

Mar 6 - Mar 8

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • FirstClass

Boston (BOS) to Chicago (ORD)

Spirit Airlines • FirstClass
Price was $877, price is now $695 per person
$695
per person
found 1 day ago
Great Cambridge hotel. Close to T stop and great location in Harvard Square. Lobby is a great place to read or get some work done. Rooms very comfortable.

Reviewed on Mar 31, 2025

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

9.8/10 Exceptional! (1,005 reviews)

Mar 6 - Mar 8

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • FirstClass

Boston (BOS) to Chicago (ORD)

Spirit Airlines • FirstClass
Price was $1,175, price is now $860 per person
$860
per person
found 1 day 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

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (482 reviews)

Mar 6 - Mar 8

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • FirstClass

Boston (BOS) to Chicago (ORD)

Spirit Airlines • FirstClass
Price was $893, price is now $727 per person
$727
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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See all available trips from Chicago to Chelmsford
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Chelmsford

Reach your destination without breaking your budget by booking your flights to Chelmsford using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Chelmsford Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Chelmsford flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Chelmsford. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Chelmsford, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Chelmsford flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $56 and $102 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.