Cheap Flights to Middlesex County from $41 (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.

Fri, Sep 18 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$92 Roundtrip, found 13 hours ago
$92
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Raleigh - Durham Intl. to T.F. Green, returning Sat, Sep 26, priced at $92 found 13 hours ago
Thu, Dec 3 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 6, priced at $117 found 1 day ago
Sat, Aug 29 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 29 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $122 found 4 days ago
Thu, Aug 13 - Sat, Aug 29
MCO
Orlando Intl.
BOS
Logan Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Orlando Intl. to Logan Intl., returning Sat, Aug 29, priced at $126 found 1 day ago
Tue, Dec 8 - Tue, Dec 15
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Dec 8 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Tue, Dec 15, priced at $132 found 6 days ago
Wed, Sep 30 - Sat, Oct 3
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$150 Roundtrip, found 8 hours ago
$150
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 3, priced at $150 found 8 hours ago
Wed, Jul 29 - Sat, Aug 15
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Aug 15, priced at $157 found 6 days ago
Thu, Sep 10 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Sep 10 from Raleigh - Durham Intl. to T.F. Green, returning Mon, Sep 14, priced at $159 found 5 hours ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Groton Inn
3.5-star property

The Groton Inn

Sep 24 - Sep 27

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $975, price is now $620 per person
$620
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Sep 24 - Sep 27

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,561, price is now $1,528 per person
$1,528
per person
found 1 day ago
Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

Jul 16 - Jul 20

4 night stay

Dallas (DAL) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,087, price is now $1,329 per person
$1,329
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Middlesex County 🏨

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! (2,425 reviews)
"The location was great and the staff were amazing. I enjoyed the free shuttle that takes you to local areas."

Reviewed on Jul 7, 2026

Opens in a new windowHyatt Regency Boston/Cambridge
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! (3,930 reviews)
"Hotel is nice, our room had things that were broken. Toilet did not flush. Shades would not close. The front desk charged me 2 times different prices for the same room. I’m still trying to get one charge credited back. Valet was terrible waited almost 30 min I. The front to get my car after handing ..."

Reviewed on Jul 7, 2026

Opens in a new windowEncore Boston Harbor
The Charles Hotel

The Charles Hotel

5 out of 5
One Bennett Street Cambridge MA
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
9.4/10 Exceptional! (1,006 reviews)
"Great location"

Reviewed on Jul 7, 2026

Opens in a new windowThe Charles Hotel
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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! (3,403 reviews)
"Good Breakfast and I will come back to stay this hotel"

Reviewed on Jul 7, 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 $92 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, September 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 $92. 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 $92 and $159 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.