$44 Cheap flights to Middlesex County

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Top places to visit in Middlesex County

A river with a wooden bridge, surrounded by dense green foliage.
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Lowell

Lowell
A town with a prominent white church steeple, a snow-covered landscape, and a mix of residential and commercial buildings.
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Chelmsford

Chelmsford
An aerial view of a beach surrounded by autumn-colored trees.
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Westford

Westford

Cheap flights to Middlesex County from $44 One Way, $113 Round Trip

$113 return flights and $44 one-way flights to Middlesex County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 24 - Sat, Oct 31
MCO
Orlando
PSM
Portsmouth
$113 Roundtrip, found 3 hours ago
$113
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando to Portsmouth, returning Sat, Oct 31, priced at $113 found 3 hours ago
Sat, Nov 14 - Sat, Nov 14
FLL
Fort Lauderdale
BOS
Boston
$113 Roundtrip, found 11 hours ago
$113
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Sat, Nov 14 from Fort Lauderdale to Boston, returning Sat, Nov 14, priced at $113 found 11 hours ago
Thu, Jan 28 - Sun, Feb 7
FLL
Fort Lauderdale
BOS
Boston
$120 Roundtrip, found 11 hours ago
$120
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Thu, Jan 28 from Fort Lauderdale to Boston, returning Sun, Feb 7, priced at $120 found 11 hours ago
Sat, Oct 17 - Sat, Oct 31
MCO
Orlando
BOS
Boston
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Orlando to Boston, returning Sat, Oct 31, priced at $126 found 1 day ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando
MHT
Manchester
$149 Roundtrip, found 3 days ago
$149
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando to Manchester, returning Sat, Oct 31, priced at $149 found 3 days ago
Mon, Dec 7 - Sat, Dec 12
MCO
Orlando
BOS
Boston
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Orlando to Boston, returning Sat, Dec 12, priced at $149 found 1 day ago
Fri, Jan 8 - Mon, Jan 11
FLL
Fort Lauderdale
PVD
Providence
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Jan 8 from Fort Lauderdale to Providence, returning Mon, Jan 11, priced at $154 found 6 days ago
Wed, Nov 4 - Wed, Nov 11
MCO
Orlando
BOS
Boston
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 4 from Orlando to Boston, returning Wed, Nov 11, priced at $159 found 3 days ago
Sat, Nov 7 - Tue, Nov 10
FLL
Fort Lauderdale
BOS
Boston
$159 Roundtrip, found 3 hours ago
$159
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Nov 7 from Fort Lauderdale to Boston, returning Tue, Nov 10, priced at $159 found 3 hours ago
Sat, Nov 7 - Tue, Nov 10
FLL
Fort Lauderdale
BOS
Boston
$159 Roundtrip, found 3 hours ago
$159
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Nov 7 from Fort Lauderdale to Boston, returning Tue, Nov 10, priced at $159 found 3 hours ago
Wed, Oct 14 - Sat, Oct 17
MCO
Orlando
BOS
Boston
$162 Roundtrip, found 1 hour ago
$162
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Oct 14 from Orlando to Boston, returning Sat, Oct 17, priced at $162 found 1 hour ago
Sat, Oct 31 - Sat, Oct 31
FLL
Fort Lauderdale
BOS
Boston
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Fort Lauderdale to Boston, returning Sat, Oct 31, priced at $176 found 1 day ago

Find The Perfect Hotel For After Your Flight

Score Epic Middlesex County Accommodation Deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$321 nightly
The price is $359 total per night from Oct 18 to Oct 19
$359 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9.6/10 Exceptional! (4,202 reviews)
"When I get there on Friday I came across a protest which I though it wouldn’t intervene since is outside well that’s a lie I can hear them from my room at all time of the hour, staff must not be happy because they were rude and most of them do not speak English. I had to call housecleaning to clean ..."

Reviewed on Sep 22, 2026

Opens in a new windowEncore Boston Harbor
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $315 total per night from Oct 4 to Oct 5
$315 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,646 reviews)
"I enjoyed my stay. The shuttle was really useful. The shuttle can also take you to cvs/wholefoods which can be very useful."

Reviewed on Sep 22, 2026

Opens in a new windowHyatt Regency Boston/Cambridge
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Sep 27 to Sep 28
$145 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (885 reviews)
"Breakfast seemed old or reheated food. No ice machines, you had to to front desk to get any. Nice view of the lake."

Reviewed on Sep 22, 2026

Opens in a new windowLakeside Inn
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Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $116 total per night from Oct 18 to Oct 19
$116 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Tewksbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,479 reviews)
"Room was clean and comfortable"

Reviewed on Sep 22, 2026

Opens in a new windowHilton Garden Inn Tewksbury Andover
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Chevrolet Spark

$81

$244 total
found 6 hours ago
Economy Chevrolet Spark

Special

Managers Special
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Managers Special

$81

$244 total
found 6 hours ago
Special Managers Special

Compact

Nissan Versa Note
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Nissan Versa Note

$82

$249 total
found 6 hours ago
Compact Nissan Versa Note

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Toyota Corolla

$85

$256 total
found 6 hours ago
Midsize Toyota Corolla
Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.

Middlesex County

Reach your destination without breaking your budget by booking your flights to Middlesex County 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 Middlesex County Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Middlesex County 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 Middlesex County. 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 Middlesex County, 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 Middlesex County 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

What is the best airport to fly to in Middlesex County?
Fly into Laurence G. Hanscom Field Airport (BED), the primary entry point to Middlesex County. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to Middlesex County?
Last week, prices fluctuated between $113 and $176 for a return trip to Middlesex County. One-way flights departing from Fort Lauderdale (FLL) dropped down to $44 during the same period.
How to book the cheapest flight to Middlesex County?
With some of the biggest and best flight deals around, you're guaranteed value for money with Orbitz. The following hints and tips will help you pick up cheap flights to Middlesex County — and leave you with cash to spare:

  • Depending on where you're departing from, click on the 'Nearby airports' function (located under the departure and arrival options). In some cases, alternative departure points offer cheaper airfares.
  • Also, click on the 'Show flexible dates' link to see the prices on days either side of your selected departure. It's possible to score cheaper flight deals if you're flexible with your plans.
  • Hit 'Show options' to filter your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Reserve your airfare as soon as you've decided on your travel dates. While it does happen now and then, airline tickets rarely fall in price as your departure date nears.
  • Save more on your vacation by combining your hotel, flights and car rental into a package with Orbitz. Your credit card will thank you.
  • Don't fly during peak seasons if you can. By avoiding summer, school vacations and other popular dates, you can save loads on your airfare.

What is the best time to book a flight to Middlesex County?
If possible, book your flights to Middlesex County in January. This is the best month to reserve low airfares, followed by February and August. With a bit of organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Middlesex County?
When it comes to cheap flights to Middlesex County, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Middlesex County?
You can land cheap flights to Middlesex County by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive ticket prices. Whether you prefer to save cash or fly out whenever is convenient, you'll always get a rewarding deal with Orbitz.
What is the cheapest month to fly to Middlesex County?
According to Orbitz data, you'll want to fly out in August. This is generally the best month to pick up cheap flights to Middlesex County. It's worth bearing in mind that the most expensive time to jet off is in June.
Which airlines allow free cancellation?
Plans change, and we think your ticket should be able to as well. That's why Orbitz makes it a cinch to search for fares with no change fees and free cancellation. Simply enter your departure and arrival destinations and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Middlesex County?
There is so much to sort out for any big journey, so it's good to get a bit of help before you set out. Here are a few tips to make sure you're ready for your flight:

  • Travel paperwork such as e-tickets and some identification will be required. To avoid any last-minute delays when you check in, ensure that your booking is under the same name, gender and birth date as listed on your government-issued ID.
  • A properly packed carry-on bag is just the ticket for flying in comfort. Given your flight to Middlesex County is no short hop, take enough snacks and things to keep you occupied. A book, magazine or e-reader will help the hours pass.
  • Never mind what the weather is outside, plane cabins can often get quite cold. Take an extra layer on your journey to stay cozy and warm.

How do I get cheap first-class/business deals to Middlesex County?
If you think a business or first-class airfare is out of your reach, think again. Here are just a few tips to help you book a premium flight to Middlesex County for a whole lot less:

  • Flexibility isn't just a yoga thing. Avoid locking in your travel dates so you can pick up cheaper airfares when they crop up.
  • Budget airlines offer first or business-class seats at more affordable prices. Give the full-service carriers a miss and look into these cheaper options.
  • Take advantage of your airline's loyalty program and upgrade your seat. You can also bid for an upgrade in online auctions.

What is the best time to go to Middlesex County?
If you'd like to experience the unique vibe of Middlesex County in the peak season, June, July and August are the best months to visit. June 20 heralds the onset of the summer season in the Northern Hemisphere and is an awesome time to travel if you savor being outside. Around this time of the year, average daily temperatures generally range from 60 ºF to 80 ºF.

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.