Flights To Middlesex County - Cheap Flights Starting at CA $197

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An aerial view of a town with a central square, a church, and surrounding residential areas.

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 4 - Thu, Sep 10
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Sep 4 from Billy Bishop Toronto City to Logan Intl., returning Thu, Sep 10, priced at CA $333 just found
Tue, Sep 1 - Thu, Sep 3
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $338 Roundtrip, found 16 hours ago
CA $338
Roundtrip
found 16 hours ago
Select Porter Airlines flight, departing Tue, Sep 1 from Billy Bishop Toronto City to Logan Intl., returning Thu, Sep 3, priced at CA $338 found 16 hours ago
Fri, Aug 28 - Wed, Sep 2
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $338 Roundtrip, found 1 hour ago
CA $338
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Aug 28 from Pearson Intl. to Logan Intl., returning Wed, Sep 2, priced at CA $338 found 1 hour ago
Fri, Aug 28 - Wed, Sep 2
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $338 Roundtrip, found 1 hour ago
CA $338
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, Aug 28 from Pearson Intl. to Logan Intl., returning Wed, Sep 2, priced at CA $338 found 1 hour ago
Thu, Aug 27 - Wed, Sep 2
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $338 Roundtrip, just found
CA $338
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Aug 27 from Billy Bishop Toronto City to Logan Intl., returning Wed, Sep 2, priced at CA $338 just found
Thu, Aug 27 - Wed, Sep 2
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $343 Roundtrip, just found
CA $343
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Aug 27 from Billy Bishop Toronto City to Logan Intl., returning Wed, Sep 2, priced at CA $343 just found
Mon, Sep 14 - Fri, Sep 18
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $346 Roundtrip, just found
CA $346
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Sep 14 from Pearson Intl. to Logan Intl., returning Fri, Sep 18, priced at CA $346 just found
Thu, Sep 10 - Sat, Sep 12
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $354 Roundtrip, found 16 hours ago
CA $354
Roundtrip
found 16 hours ago
Select Air Transat flight, departing Thu, Sep 10 from Billy Bishop Toronto City to Logan Intl., returning Sat, Sep 12, priced at CA $354 found 16 hours ago
Price found within the past 48 hours. Click for updated prices.
The Charles Hotel
5.0-star property

The Charles Hotel

Aug 12 - Aug 16

4 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $2,028, price is now CA $1,328 per person
CA $1,328
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 28 - Aug 31

3 night stay

Buffalo (BUF) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,219, price is now CA $1,387 per person
CA $1,387
per person
found 1 day ago
The Preserve Sporting Club & Resort
4.0-star property

The Preserve Sporting Club & Resort

Aug 11 - Aug 17

6 night stay

Toronto (YYZ) to Providence (PVD)

American Airlines • Non-stop roundtrip • Coach
Price was CA $8,304, price is now CA $5,445 per person
CA $5,445
per person
found 1 day 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! (2,419 reviews)
"The staff at the Hyatt in Cambridge was outstanding! Everyone was friendly, cheerful, and efficient, and they truly went above and beyond to make our stay special. They were happy to accommodate additional requests for our room and provided excellent recommendations for local entertainment and travel. ..."

Reviewed on Jul 7, 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! (3,927 reviews)
"The room was so spacious and absolutely immaculate. One of my most favorite hotels!"

Reviewed on Jul 6, 2026

Opens in a new windowEncore Boston Harbor
The Charles Hotel

The Charles Hotel

5 out of 5
One Bennett Street Cambridge MA
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
9.4/10 Exceptional! (1,004 reviews)
"Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located."

Reviewed on Jul 5, 2026

Opens in a new windowThe Charles Hotel
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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! (3,401 reviews)
"Bien el hotel, pero los colchones están vencidos y las alfombras algo sucias."

Reviewed on Jul 6, 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 $333 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 CA $333. 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 $333 and CA $354 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.