Flights To Middlesex County - Cheap Flights Starting at CA $80

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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.

Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $209 Roundtrip, found 5 days ago
CA $209
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at CA $209 found 5 days ago
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $243 Roundtrip, found 3 days ago
CA $243
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Sun, Sep 20, priced at CA $243 found 3 days ago
Thu, Sep 24 - Wed, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $245 Roundtrip, found 3 days ago
CA $245
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Sep 30, priced at CA $245 found 3 days ago
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $274 Roundtrip, found 3 days ago
CA $274
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Sun, Sep 20, priced at CA $274 found 3 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $285 Roundtrip, found 5 days ago
CA $285
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at CA $285 found 5 days ago
Sat, Aug 15 - Thu, Aug 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $294 Roundtrip, found 3 days ago
CA $294
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Aug 15 from Orlando Intl. to Portsmouth Intl., returning Thu, Aug 20, priced at CA $294 found 3 days ago
Wed, Jun 17 - Mon, Jun 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $299 Roundtrip, found 4 days ago
CA $299
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Jun 17 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Jun 29, priced at CA $299 found 4 days ago
Sat, Sep 26 - Wed, Oct 14
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $300 Roundtrip, found 6 days ago
CA $300
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Sep 26 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Oct 14, priced at CA $300 found 6 days ago
Tue, Jul 7 - Tue, Jul 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $376 Roundtrip, found 15 hours ago
CA $376
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Jul 7 from Pearson Intl. to Logan Intl., returning Tue, Jul 7, priced at CA $376 found 15 hours ago
Sun, Aug 2 - Fri, Aug 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $395 Roundtrip, found 1 day ago
CA $395
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sun, Aug 2 from Pearson Intl. to Logan Intl., returning Fri, Aug 7, priced at CA $395 found 1 day ago
Tue, Jun 16 - Wed, Jun 17
YYZ
Pearson Intl.
PVD
T.F. Green
CA $457 Roundtrip, found 13 hours ago
CA $457
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jun 16 from Pearson Intl. to T.F. Green, returning Wed, Jun 17, priced at CA $457 found 13 hours ago
Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

Aug 20 - Aug 25

5 night stay

Toronto (YTZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $2,606, price is now CA $1,571 per person
CA $1,571
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jul 16 - Jul 20

4 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Price was CA $3,128, price is now CA $1,795 per person
CA $1,795
per person
found 1 day ago
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 3 - Aug 9

6 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,433, price is now CA $3,175 per person
CA $3,175
per person
found 1 day ago
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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 CA $209 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, 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 CA $209. 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 CA $209 and CA $457 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.