Cheap Flights to Middlesex County from $61 (2026/2027)

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Marlborough

Flights
Marlborough

How Much Does it Cost To Fly To Middlesex County?

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

Thu, Nov 5 - Sun, Nov 15
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $128 found 3 days ago
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$137 Roundtrip, found 23 hours ago
$137
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Dec 16, priced at $137 found 23 hours ago
Sat, Dec 5 - Sat, Dec 12
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$142 Roundtrip, found 12 hours ago
$142
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Southwest Florida Intl. to Portsmouth Intl., returning Sat, Dec 12, priced at $142 found 12 hours ago
Wed, Jan 27 - Tue, Feb 2
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jan 27 from Southwest Florida Intl. to Manchester-Boston Regional, returning Tue, Feb 2, priced at $153 found 3 days ago
Tue, Nov 10 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
$159 Roundtrip, found 12 hours ago
$159
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at $159 found 12 hours ago
Thu, Dec 3 - Mon, Dec 7
RSW
Southwest Florida Intl.
PVD
T.F. Green
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 3 from Southwest Florida Intl. to T.F. Green, returning Mon, Dec 7, priced at $179 found 1 day ago
Wed, Nov 11 - Sat, Nov 14
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Southwest Florida Intl. to Logan Intl., returning Sat, Nov 14, priced at $179 found 2 hours ago
Thu, Jan 21 - Mon, Jan 25
RSW
Southwest Florida Intl.
PVD
T.F. Green
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Jan 21 from Southwest Florida Intl. to T.F. Green, returning Mon, Jan 25, priced at $180 found 3 days ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
4.5-star property

Battery Wharf Hotel, Boston Waterfront

Dec 18 - Dec 22

4 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,097, price is now $694 per person
$694
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Dec 18 - Dec 22

4 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,956, price is now $1,007 per person
$1,007
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Dec 16 - Dec 20

4 night stay

Atlanta (ATL) to Boston (BOS)

Delta • Coach

Boston (BOS) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,957, price is now $1,256 per person
$1,256
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Middlesex County 🏨

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
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 our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
9.6/10 Exceptional! (4,225 reviews)
"Check in was a terrible experience and nothing was done to compensate waiting 45 minutes."

Reviewed on Oct 9, 2026

Opens in a new windowEncore Boston Harbor
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
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 rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
8.2/10 Very Good! (982 reviews)
"It was decent for what you’re spending. But, there’s an off smell because of the carpet. And the beds definitely aren’t the best. You truly do sink in and they have real flat pillows. :/"

Reviewed on Oct 9, 2026

Opens in a new windowLakeside Inn
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
7.6/10 Good! (3,535 reviews)
"Old, tired, run down, dull, uninspiring. Needs a refresh. Expensive for what it is."

Reviewed on Oct 9, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Boston Somerville
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The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
40 Edwin H. Land Boulevard Cambridge MA
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
8.8/10 Excellent! (2,050 reviews)
"Just a quick overnight for a concert. Place was great."

Reviewed on Oct 9, 2026

Opens in a new windowThe Royal Sonesta Boston
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.

Frequently asked questions

How much is the cheapest flight to Middlesex County?
In the last seven days, the cheapest roundtrip flight to Middlesex County cost $128 on our site. Check out our incredible deals, book your tickets and start planning for your next exciting getaway. This price was available on Travelocity for flights to Middlesex County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Middlesex County?
With 15 airlines flying in and out of Middlesex County, finding your ideal flight should be a snap. If your destination is Marlborough, go for the popular carrier, Delta Air Lines. It operates about 3,059 services to this wonderful city a month.
What is the cheapest month to fly to Middlesex County?
If you're thinking of booking a vacation in Middlesex County, November is the cheapest period to take to the skies. This is according to Travelocity's direct return flight demand between January and December last year. Pick your travel dates and secure your seat today.
How can I check my flight status to Middlesex County?
Whether you'd like to check the status of your flight to Middlesex County or make some changes, you'll find all the details you need on our handy portal, Trips. Click on "Trips" at the top of our homepage, then sign in or open a new account. Another great way to manage and view your booking is with the Travelocity app. Get alerts about gate changes or flight delays and easily share updates with any friends or family flying with you.
How do I find the best deals on flights to Middlesex County?
It's better to book ahead, and if possible, avoid traveling during vacation periods. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for surrounding days. In the last seven days, the lowest price for a return flight to Middlesex County was $128. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Middlesex County with Travelocity?
If you're looking for cheap flights to Middlesex County, you'll come across some enticing deals with Travelocity. From cheap family flights on low-cost airlines to flexible airfares, we've got it all. Experience a stress-free trip with our 24/7 Virtual Agent online chat, Price Match Guarantee and free cancellations with most hotels and activities. Start planning your schedule and prepare to jet off to this exciting destination.
How much is a flight to Middlesex County on average?
Roundtrip flights to Middlesex County were priced between $128 and $180 in the last seven days. If you see a plane fare you like, act quickly. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Middlesex County?
This will mostly depend on where you're taking off from and which airline you choose. There's likely to be a variety of flights to Middlesex County, from premium fares to cheap flights for family vacations. On long-haul flights, your carrier will usually provide entertainment and warm meals as well as games to keep your little ones amused.