Flights To Middlesex County - Cheap Flights Starting at CA $78

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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 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $168 Roundtrip, found 4 days ago
CA $168
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $168 found 4 days ago
Wed, Nov 4 - Sat, Nov 14
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $219 Roundtrip, found 4 days ago
CA $219
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Nov 4 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 14, priced at CA $219 found 4 days ago
Wed, Oct 7 - Sat, Oct 10
MCO
Orlando Intl.
BOS
Logan Intl.
CA $295 Roundtrip, found 6 days ago
CA $295
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Oct 7 from Orlando Intl. to Logan Intl., returning Sat, Oct 10, priced at CA $295 found 6 days ago
Fri, Sep 11 - Sun, Sep 13
MCO
Orlando Intl.
PVD
T.F. Green
CA $309 Roundtrip, found 2 days ago
CA $309
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Orlando Intl. to T.F. Green, returning Sun, Sep 13, priced at CA $309 found 2 days ago
Thu, Sep 24 - Sat, Sep 26
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $342 Roundtrip, just found
CA $342
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Pearson Intl. to Logan Intl., returning Sat, Sep 26, priced at CA $342 just found
Sat, Oct 10 - Sun, Oct 11
MCO
Orlando Intl.
BOS
Logan Intl.
CA $345 Roundtrip, found 1 day ago
CA $345
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 10 from Orlando Intl. to Logan Intl., returning Sun, Oct 11, priced at CA $345 found 1 day ago
Fri, Sep 18 - Mon, Sep 21
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $347 Roundtrip, found 3 hours ago
CA $347
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Sep 18 from Pearson Intl. to Logan Intl., returning Mon, Sep 21, priced at CA $347 found 3 hours ago
Tue, Sep 22 - Tue, Sep 29
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $350 Roundtrip, found 3 hours ago
CA $350
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Sep 22 from Pearson Intl. to Logan Intl., returning Tue, Sep 29, priced at CA $350 found 3 hours ago
Price found within the past 48 hours. Click for updated prices.
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 29 - Sep 2

4 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $3,249, price is now CA $2,101 per person
CA $2,101
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Oct 14 - Oct 18

4 night stay

Detroit (DTW) to Boston (BOS)

American Airlines • Non-stop roundtrip • Coach
Price was CA $4,221, price is now CA $2,600 per person
CA $2,600
per person
found 21 hours ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Oct 25 - Oct 28

3 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $3,622, price is now CA $2,391 per person
CA $2,391
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! (4,124 reviews)
"Terrific hotel, similar to Vegas without being IN VEGAS! Also, terrific water taxi to the north end."

Reviewed on Aug 25, 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.
Opens in a new windowHyatt Regency Boston/Cambridge
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Book a stay at this business-friendly hotel in Tewksbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Public Health Museum and Eastern Canal Park are located nearby.
Opens in a new windowHilton Garden Inn Tewksbury Andover
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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.
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 CA $168 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, 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 $168. 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 $168 and CA $350 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.