Cheap Flights to Middlesex County from $51 (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.

Sat, Oct 31 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at $112 found 1 day ago
Wed, Oct 28 - Sat, Oct 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 31, priced at $155 found 5 days ago
Fri, Sep 11 - Mon, Oct 5
MCO
Orlando Intl.
PVD
T.F. Green
$166 Roundtrip, found 5 days ago
$166
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Orlando Intl. to T.F. Green, returning Mon, Oct 5, priced at $166 found 5 days ago
Mon, Sep 28 - Wed, Sep 30
SFO
San Francisco Intl.
BOS
Logan Intl.
$284 Roundtrip, found 1 hour ago
$284
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Sep 28 from San Francisco Intl. to Logan Intl., returning Wed, Sep 30, priced at $284 found 1 hour ago
Mon, Sep 14 - Tue, Sep 15
SFO
San Francisco Intl.
BOS
Logan Intl.
$289 Roundtrip, just found
$289
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Sep 14 from San Francisco Intl. to Logan Intl., returning Tue, Sep 15, priced at $289 just found
Mon, Sep 28 - Fri, Oct 2
SFO
San Francisco Intl.
BOS
Logan Intl.
$295 Roundtrip, just found
$295
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Sep 28 from San Francisco Intl. to Logan Intl., returning Fri, Oct 2, priced at $295 just found
Mon, Sep 28 - Wed, Sep 30
SFO
San Francisco Intl.
BOS
Logan Intl.
$303 Roundtrip, found 1 hour ago
$303
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Sep 28 from San Francisco Intl. to Logan Intl., returning Wed, Sep 30, priced at $303 found 1 hour ago
Sat, Sep 26 - Fri, Oct 2
SFO
San Francisco Intl.
BOS
Logan Intl.
$308 Roundtrip, just found
$308
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Sep 26 from San Francisco Intl. to Logan Intl., returning Fri, Oct 2, priced at $308 just found
Tue, Nov 10 - Wed, Nov 11
SFO
San Francisco Intl.
BOS
Logan Intl.
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 10 from San Francisco Intl. to Logan Intl., returning Wed, Nov 11, priced at $317 found 1 day ago
Sat, Oct 24 - Tue, Nov 10
SFO
San Francisco Intl.
BOS
Logan Intl.
$317 Roundtrip, just found
$317
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 24 from San Francisco Intl. to Logan Intl., returning Tue, Nov 10, priced at $317 just found
Tue, Nov 10 - Wed, Nov 11
SFO
San Francisco Intl.
BOS
Logan Intl.
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 10 from San Francisco Intl. to Logan Intl., returning Wed, Nov 11, priced at $317 found 1 day ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Attitash Mountain Village
3.0-star property

Attitash Mountain Village

Sep 29 - Oct 2

3 night stay

Dallas (DFW) to Manchester (MHT)

American Airlines • Non-stop • Coach

Manchester (MHT) to Dallas (DFW)

Southwest Airlines • Non-stop • Coach
Price was $928, price is now $621 per person
$621
per person
found 1 day ago
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Nov 19 - Nov 22

3 night stay

Dallas (DFW) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,401, price is now $756 per person
$756
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Nov 21 - Nov 24

3 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Coach

Boston (BOS) to Dallas (DFW)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,724, price is now $1,065 per person
$1,065
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Middlesex County
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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! (4,117 reviews)
"This is a 5 star hotel. Everything is top shelf. We played slots. If your smart and know when to hit the collect button you will leave happy!"

Reviewed on Aug 24, 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! (2,646 reviews)
"This was my second time coming here, and I would definitely come again! The front desk lady named Mamello was really nice and welcoming, thank you for the great experience."

Reviewed on Aug 24, 2026

Opens in a new windowHyatt Regency Boston/Cambridge
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
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 clean rooms in our reviews. Popular attractions Public Health Museum and Eastern Canal Park are located nearby.
Opens in a new windowHilton Garden Inn Tewksbury Andover
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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.
Opens in a new windowLakeside Inn
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 $112 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 20 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, October 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 $112. 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 $112 and $317 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.