Flights To Middlesex County - Cheap Flights Starting at CA $91

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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, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $241 Roundtrip, found 1 hour ago
CA $241
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $241 found 1 hour ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $245 Roundtrip, found 20 hours ago
CA $245
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at CA $245 found 20 hours ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $255 Roundtrip, found 1 hour ago
CA $255
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $255 found 1 hour ago
Tue, Dec 8 - Tue, Dec 15
TPA
Tampa Intl.
PVD
T.F. Green
CA $277 Roundtrip, found 1 day ago
CA $277
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Dec 8 from Tampa Intl. to T.F. Green, returning Tue, Dec 15, priced at CA $277 found 1 day ago
Wed, Oct 21 - Sat, Oct 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $281 Roundtrip, found 22 hours ago
CA $281
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Wed, Oct 21 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 31, priced at CA $281 found 22 hours ago
Tue, Oct 27 - Tue, Nov 3
MCO
Orlando Intl.
PVD
T.F. Green
CA $304 Roundtrip, found 3 days ago
CA $304
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Orlando Intl. to T.F. Green, returning Tue, Nov 3, priced at CA $304 found 3 days ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $312 Roundtrip, found 1 hour ago
CA $312
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $312 found 1 hour ago
Sat, Nov 14 - Tue, Nov 17
TPA
Tampa Intl.
BOS
Logan Intl.
CA $341 Roundtrip, found 4 hours ago
CA $341
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sat, Nov 14 from Tampa Intl. to Logan Intl., returning Tue, Nov 17, priced at CA $341 found 4 hours ago
Tue, Dec 1 - Wed, Dec 9
YVR
Vancouver Intl.
BOS
Logan Intl.
CA $403 Roundtrip, found 8 hours ago
CA $403
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Dec 1 from Vancouver Intl. to Logan Intl., returning Wed, Dec 9, priced at CA $403 found 8 hours ago
Fri, Oct 30 - Fri, Nov 6
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $432 Roundtrip, found 7 hours ago
CA $432
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Oct 30 from Pearson Intl. to Logan Intl., returning Fri, Nov 6, priced at CA $432 found 7 hours ago
Tue, Oct 20 - Tue, Oct 27
YYZ
Pearson Intl.
PVD
T.F. Green
CA $527 Roundtrip, found 1 day ago
CA $527
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 20 from Pearson Intl. to T.F. Green, returning Tue, Oct 27, priced at CA $527 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Dec 12 - Dec 14

2 night stay

Toronto (YYZ) to Boston (BOS)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $1,623, price is now CA $974 per person
CA $974
per person
found 1 day ago
Hotel AKA Boston Common
4.0-star property

Hotel AKA Boston Common

Nov 2 - Nov 9

7 night stay

Calgary (YYC) to Boston (BOS)

Porter Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $3,333, price is now CA $2,416 per person
CA $2,416
per person
found 18 hours ago
Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

Nov 9 - Nov 13

4 night stay

Calgary (YYC) to Boston (BOS)

Air Transat • Non-stop • Coach

Boston (BOS) to Calgary (YYC)

Delta • Non-stop • Coach
Save 100% on your flight
Price was CA $2,662, price is now CA $1,943 per person
CA $1,943
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! (4,242 reviews)
"Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive ..."

Reviewed on Oct 7, 2026

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! (970 reviews)
"As a place to stay that was relatively close to Salem, it certainly met our expectations. The lakeside view was a nice treat, the staff was commendable, and our room was perfectly comfortable. I will say, however, that I had never been to a hotel without a working elevator before, and while I did ..."

Reviewed on Oct 7, 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.
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 CA $241 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 CA $241. 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 $241 and CA $527 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.