Flights To Middlesex County - Cheap Flights Starting at CA $182

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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.

Sat, Aug 29 - Sat, Sep 5
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $302 Roundtrip, found 11 hours ago
CA $302
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Sat, Aug 29 from Billy Bishop Toronto City to Logan Intl., returning Sat, Sep 5, priced at CA $302 found 11 hours ago
Sat, Aug 29 - Sat, Sep 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $314 Roundtrip, found 11 hours ago
CA $314
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Sat, Aug 29 from Pearson Intl. to Logan Intl., returning Sat, Sep 5, priced at CA $314 found 11 hours ago
Mon, Sep 7 - Sat, Sep 12
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $319 Roundtrip, just found
CA $319
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Sep 7 from Pearson Intl. to Logan Intl., returning Sat, Sep 12, priced at CA $319 just found
Wed, Jul 22 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $320 Roundtrip, found 2 hours ago
CA $320
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Wed, Jul 22 from Pearson Intl. to Logan Intl., returning Wed, Jul 22, priced at CA $320 found 2 hours ago
Sat, Oct 10 - Wed, Oct 14
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $322 Roundtrip, found 1 hour ago
CA $322
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Oct 10 from Pearson Intl. to Logan Intl., returning Wed, Oct 14, priced at CA $322 found 1 hour ago
Sat, Oct 10 - Wed, Oct 14
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $322 Roundtrip, found 1 hour ago
CA $322
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Oct 10 from Pearson Intl. to Logan Intl., returning Wed, Oct 14, priced at CA $322 found 1 hour ago
Wed, Aug 26 - Sun, Aug 30
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Air Transat flight, departing Wed, Aug 26 from Pearson Intl. to Logan Intl., returning Sun, Aug 30, priced at CA $323 just found
Wed, Jul 22 - Sat, Jul 25
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $324 Roundtrip, found 1 hour ago
CA $324
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Wed, Jul 22 from Pearson Intl. to Logan Intl., returning Sat, Jul 25, priced at CA $324 found 1 hour ago
Wed, Jul 22 - Wed, Jul 29
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $329 Roundtrip, found 3 hours ago
CA $329
Roundtrip
found 3 hours ago
Select Air Transat flight, departing Wed, Jul 22 from Pearson Intl. to Logan Intl., returning Wed, Jul 29, priced at CA $329 found 3 hours ago
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
2.0-star property

Good Hotels Boston

Aug 20 - Aug 23

3 night stay

Detroit (DTW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Detroit (DTW)

American Airlines • Non-stop • Coach
Price was CA $1,501, price is now CA $980 per person
CA $980
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 20 - Aug 24

4 night stay

Buffalo (BUF) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,571, price is now CA $1,590 per person
CA $1,590
per person
found 1 day ago
Wayfinder Newport
4.0-star property

Wayfinder Newport

Jul 29 - Aug 5

7 night stay

Vancouver (YVR) to Providence (PVD)

WestJet • Roundtrip • Coach
Price was CA $5,016, price is now CA $3,182 per person
CA $3,182
per person
just found
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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! (2,425 reviews)
"The location was great and the staff were amazing. I enjoyed the free shuttle that takes you to local areas."

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! (3,933 reviews)
"It was all great we will return"

Reviewed on Jul 8, 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! (1,006 reviews)
"Great location"

Reviewed on Jul 7, 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! (3,404 reviews)
"The property was generally clean. The facilities are old and in need of an upgrade. The complimentary breakfast had a variety of choices although the scrambled eggs were cold with little flavor. The staff were friendly and helpful with requests."

Reviewed on Jul 8, 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 $302 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 17 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, August 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 $302. 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 $302 and CA $329 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.