Flights To Middlesex County - Cheap Flights Starting at CA $208

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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.

Thu, Sep 24 - Mon, Sep 28
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $343 Roundtrip, just found
CA $343
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Pearson Intl. to Logan Intl., returning Mon, Sep 28, priced at CA $343 just found
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
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 American Airlines flight, departing Tue, Sep 22 from Pearson Intl. to Logan Intl., returning Tue, Sep 29, priced at CA $350 found 3 hours ago
Thu, Sep 24 - Mon, Sep 28
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $364 Roundtrip, just found
CA $364
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Pearson Intl. to Logan Intl., returning Mon, Sep 28, priced at CA $364 just found
Tue, Sep 22 - Tue, Sep 29
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $370 Roundtrip, found 3 hours ago
CA $370
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Tue, Sep 22 from Pearson Intl. to Logan Intl., returning Tue, Sep 29, priced at CA $370 found 3 hours ago
Tue, Sep 22 - Tue, Sep 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $375 Roundtrip, found 10 hours ago
CA $375
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 22 from Pearson Intl. to Logan Intl., returning Tue, Sep 22, priced at CA $375 found 10 hours ago
Tue, Sep 22 - Tue, Sep 29
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $378 Roundtrip, found 3 hours ago
CA $378
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 $378 found 3 hours ago
Thu, Sep 17 - Sun, Sep 20
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $379 Roundtrip, just found
CA $379
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 17 from Pearson Intl. to Logan Intl., returning Sun, Sep 20, priced at CA $379 just found
Mon, Sep 14 - Mon, Sep 21
YOW
Macdonald-Cartier Intl.
BOS
Logan Intl.
CA $471 Roundtrip, found 3 hours ago
CA $471
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Mon, Sep 14 from Macdonald-Cartier Intl. to Logan Intl., returning Mon, Sep 21, priced at CA $471 found 3 hours ago
Mon, Sep 14 - Mon, Sep 21
YOW
Macdonald-Cartier Intl.
BOS
Logan Intl.
CA $513 Roundtrip, found 3 hours ago
CA $513
Roundtrip
found 3 hours ago
Select Air Transat flight, departing Mon, Sep 14 from Macdonald-Cartier Intl. to Logan Intl., returning Mon, Sep 21, priced at CA $513 found 3 hours ago
Wed, Oct 14 - Fri, Oct 16
YOW
Macdonald-Cartier Intl.
BOS
Logan Intl.
CA $702 Roundtrip, found 1 day ago
CA $702
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Oct 14 from Macdonald-Cartier Intl. to Logan Intl., returning Fri, Oct 16, priced at CA $702 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Oct 21 - Oct 23

2 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,366, price is now CA $810 per person
CA $810
per person
found 23 hours ago
Luxury Apartments by Hyatus at Boston Everett
5.0-star property

Luxury Apartments by Hyatus at Boston Everett

Oct 1 - Oct 4

3 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $2,057, price is now CA $1,374 per person
CA $1,374
per person
found 21 hours ago
Pier 7 Condominiums
2.0-star property

Pier 7 Condominiums

Sep 26 - Oct 2

6 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,359, price is now CA $936 per person
CA $936
per person
found 5 hours 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.
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! (2,636 reviews)
"This hôtel was perfect for us. Close to Fenway park 30 minutes walking. The meals were good."

Reviewed on Aug 23, 2026

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 $343 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 $343. 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 $343 and CA $702 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.