Cheap Flights to Middlesex County from $59 (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.

Wed, Nov 4 - Fri, Nov 6
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Nov 4 from Ronald Reagan Washington National to Logan Intl., returning Fri, Nov 6, priced at $117 just found
Tue, Nov 17 - Sat, Nov 21
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 10 hours ago
$117
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Nov 17 from Ronald Reagan Washington National to Logan Intl., returning Sat, Nov 21, priced at $117 found 10 hours ago
Thu, Nov 5 - Sun, Nov 15
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $128 found 4 days ago
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$142 Roundtrip, found 8 hours ago
$142
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Dec 16, priced at $142 found 8 hours ago
Wed, Nov 11 - Mon, Nov 16
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Nov 11 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 16, priced at $147 found 5 hours ago
Tue, Oct 27 - Wed, Oct 28
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 27 from Ronald Reagan Washington National to T.F. Green, returning Wed, Oct 28, priced at $162 found 3 days ago
Wed, Nov 11 - Sat, Nov 14
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$173 Roundtrip, found 19 hours ago
$173
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Ronald Reagan Washington National to T.F. Green, returning Sat, Nov 14, priced at $173 found 19 hours ago
Tue, Oct 27 - Tue, Nov 3
SAN
San Diego Intl.
PVD
T.F. Green
$174 Roundtrip, found 10 hours ago
$174
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Tue, Oct 27 from San Diego Intl. to T.F. Green, returning Tue, Nov 3, priced at $174 found 10 hours ago
Sat, Oct 31 - Wed, Nov 4
MCO
Orlando Intl.
BOS
Logan Intl.
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sat, Oct 31 from Orlando Intl. to Logan Intl., returning Wed, Nov 4, priced at $179 found 13 hours ago
Fri, Nov 6 - Tue, Nov 10
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$191 Roundtrip, found 15 hours ago
$191
Roundtrip
found 15 hours ago
Select United flight, departing Fri, Nov 6 from Ronald Reagan Washington National to Logan Intl., returning Tue, Nov 10, priced at $191 found 15 hours ago
Thu, Dec 17 - Tue, Jan 19
SAN
San Diego Intl.
BOS
Logan Intl.
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Dec 17 from San Diego Intl. to Logan Intl., returning Tue, Jan 19, priced at $215 found 4 days ago

Best Middlesex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Nov 8 - Nov 11

3 night stay

Dallas (DFW) to Boston (BOS)

Southwest Airlines • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Coach
Price was $1,324, price is now $560 per person
$560
per person
found 16 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Dec 15 - Dec 17

2 night stay

Atlanta (ATL) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,115, price is now $680 per person
$680
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Nov 13 - Nov 16

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,974, price is now $1,209 per person
$1,209
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.
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! (986 reviews)
"Vending machines were out of diet sodas :("

Reviewed on Oct 10, 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! (3,537 reviews)
"I will give one compliment to the staff before I complain- they were very friendly and helpful. But my room was pretty dirty - carpet stains, strange substance splashed on the wall, dog hair built up on the floor moulding, and the return vent for air conditioner caked with dust. The bed was the worst ..."

Reviewed on Oct 10, 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.
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 $117 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, 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 $117. 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 $117 and $215 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.