Cheap Flights to Middlesex County from $46 (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 - Sun, Sep 20
CHS
Charleston Intl.
PVD
T.F. Green
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 18 from Charleston Intl. to T.F. Green, returning Sun, Sep 20, priced at $97 found 1 day ago
Fri, Sep 25 - Sun, Sep 27
CHS
Charleston Intl.
PVD
T.F. Green
$107 Roundtrip, found 14 hours ago
$107
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Charleston Intl. to T.F. Green, returning Sun, Sep 27, priced at $107 found 14 hours ago
Wed, Sep 30 - Sat, Oct 3
CHS
Charleston Intl.
MHT
Manchester-Boston Regional
$112 Roundtrip, found 3 days ago
$112
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Charleston Intl. to Manchester-Boston Regional, returning Sat, Oct 3, priced at $112 found 3 days ago
Wed, Aug 5 - Sat, Aug 8
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$135 Roundtrip, found 15 hours ago
$135
Roundtrip
found 15 hours ago
Select Allegiant Air flight, departing Wed, Aug 5 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 8, priced at $135 found 15 hours ago
Wed, Aug 26 - Sat, Aug 29
TPA
Tampa Intl.
PVD
T.F. Green
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 26 from Tampa Intl. to T.F. Green, returning Sat, Aug 29, priced at $148 found 1 day ago
Wed, Aug 19 - Sun, Aug 23
CHS
Charleston Intl.
BOS
Logan Intl.
$177 Roundtrip, found 14 hours ago
$177
Roundtrip
found 14 hours ago
Select United flight, departing Wed, Aug 19 from Charleston Intl. to Logan Intl., returning Sun, Aug 23, priced at $177 found 14 hours ago
Mon, Aug 31 - Mon, Aug 31
TPA
Tampa Intl.
BOS
Logan Intl.
$187 Roundtrip, found 18 hours ago
$187
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Mon, Aug 31 from Tampa Intl. to Logan Intl., returning Mon, Aug 31, priced at $187 found 18 hours ago
Tue, Sep 15 - Wed, Sep 16
TPA
Tampa Intl.
BOS
Logan Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Sep 15 from Tampa Intl. to Logan Intl., returning Wed, Sep 16, priced at $197 found 2 days ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Village of Loon Mountain Fixed Rooms
2.0-star property

The Village of Loon Mountain Fixed Rooms

Oct 7 - Oct 11

4 night stay

Dallas (DFW) to Manchester (MHT)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,511, price is now $896 per person
$896
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Sep 20 - Sep 26

6 night stay

Nashville (BNA) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to Nashville (BNA)

Southwest Airlines • Non-stop • Coach
Price was $4,829, price is now $2,551 per person
$2,551
per person
found 22 hours ago
The Inn at Hastings Park, Relais & Chateaux - Boston
4.0-star property

The Inn at Hastings Park, Relais & Chateaux - Boston

Sep 20 - Sep 26

6 night stay

Nashville (BNA) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to Nashville (BNA)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,543, price is now $1,515 per person
$1,515
per person
found 22 hours ago
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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! (2,436 reviews)
"The property was located in a nice quiet area for a city hotel. The view was nice by the water and the balcony was comfortable for outdoors dining. The rooms was not as big as we expected, especially traveling with teens. The room was designed with a lot of wasted space. The room AC unit was not ..."

Reviewed on Jul 10, 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! (3,938 reviews)
"We stayed at the property for only one night for the World Cup, the place is clean, luxurious and the room overlooks the city and water. The casino is busy but we had a quiet evening."

Reviewed on Jul 9, 2026

Opens in a new windowEncore Boston Harbor
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street Newton MA
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
8.4/10 Very Good! (2,794 reviews)
"it was very clean and the staff was very helpful"

Reviewed on Jul 9, 2026

Opens in a new windowFour Points by Sheraton Boston Newton
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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.
7.6/10 Good! (2,395 reviews)
"Good staff and good restaurant with a pool."

Reviewed on Jul 10, 2026

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 $97 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 $97. 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 $97 and $197 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.