Cheap Flights to Middlesex County from $53 (2026/2027)

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Hudson historic town center aerial view including Unitarian Church Marlborough and Town Hall on Main Street in town of Hudson, Massachusetts MA, USA.

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.

Sat, Jan 9 - Sat, Jan 9
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 9 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 9, priced at $122 found 3 days ago
Wed, Jul 29 - Wed, Aug 19
MCO
Orlando Intl.
BOS
Logan Intl.
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Orlando Intl. to Logan Intl., returning Wed, Aug 19, priced at $164 found 4 days ago
Wed, Sep 16 - Wed, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Sep 30, priced at $170 found 4 days ago
Sat, Jun 6 - Tue, Jun 9
MCO
Orlando Intl.
PVD
T.F. Green
$173 Roundtrip, found 7 hours ago
$173
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to T.F. Green, returning Tue, Jun 9, priced at $173 found 7 hours ago
Wed, Dec 9 - Sat, Dec 12
FLL
Fort Lauderdale - Hollywood Intl.
PVD
T.F. Green
$189 Roundtrip, found 17 hours ago
$189
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Fort Lauderdale - Hollywood Intl. to T.F. Green, returning Sat, Dec 12, priced at $189 found 17 hours ago
Tue, Jun 9 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$193 Roundtrip, found 3 hours ago
$193
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 10, priced at $193 found 3 hours ago
Sat, Jun 6 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
ORH
Worcester Regional
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 6 from Fort Lauderdale - Hollywood Intl. to Worcester Regional, returning Wed, Jun 10, priced at $207 found 1 day ago
Tue, Jun 9 - Tue, Jun 9
MCO
Orlando Intl.
ORH
Worcester Regional
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Orlando Intl. to Worcester Regional, returning Tue, Jun 9, priced at $222 found 3 days ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common
2.5-star property

Hotel Ivy Boston Common

Aug 6 - Aug 9

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,041, price is now $638 per person
$638
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 6 - Aug 9

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,715, price is now $964 per person
$964
per person
found 1 day ago
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 3 - Aug 8

5 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,275, price is now $1,941 per person
$1,941
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! (3,772 reviews)
"Beautiful room!"

Reviewed on May 23, 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
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 and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
9/10 Wonderful! (2,326 reviews)
"Lovely hotel clean, staff was so great, helpful at every turn a so kind to my toddler"

Reviewed on May 23, 2026

Opens in a new windowHyatt Regency Boston/Cambridge
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.
8.6/10 Excellent! (1,762 reviews)
"Beautiful lobby. Room was great. Only complaint is the ice machine on my floor was not working."

Reviewed on May 22, 2026

Opens in a new windowThe Royal Sonesta Boston
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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! (3,345 reviews)
"Price was great. Everything else was just so-so. Room and hotel in general were pretty old. Breakfast was ok but fruit was old"

Reviewed on May 23, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Boston Somerville
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 $122 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, January 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 $122. 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 $122 and $222 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.