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

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Worcester

Flights
Worcester

How Much Does it Cost To Fly To Worcester County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 21 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $319 Roundtrip, found 1 hour ago
CA $319
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Jul 21 from Pearson Intl. to Logan Intl., returning Wed, Jul 22, priced at CA $319 found 1 hour ago
Tue, Jul 21 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $324 Roundtrip, found 1 hour ago
CA $324
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Jul 21 from Pearson Intl. to Logan Intl., returning Wed, Jul 22, priced at CA $324 found 1 hour ago
Tue, Jul 21 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $329 Roundtrip, found 1 hour ago
CA $329
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Jul 21 from Pearson Intl. to Logan Intl., returning Wed, Jul 22, priced at CA $329 found 1 hour ago
Tue, Sep 1 - Sat, Sep 5
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $333 Roundtrip, just found
CA $333
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Sep 1 from Billy Bishop Toronto City to Logan Intl., returning Sat, Sep 5, priced at CA $333 just found
Tue, Sep 1 - Thu, Sep 3
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $338 Roundtrip, found 7 hours ago
CA $338
Roundtrip
found 7 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 7 hours ago
Sun, Aug 16 - Tue, Aug 18
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $343 Roundtrip, found 2 hours ago
CA $343
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Aug 16 from Pearson Intl. to Logan Intl., returning Tue, Aug 18, priced at CA $343 found 2 hours ago
Thu, Sep 10 - Sat, Sep 12
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $354 Roundtrip, found 6 hours ago
CA $354
Roundtrip
found 6 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 6 hours ago
Sat, Sep 5 - Sun, Sep 6
YXX
Abbotsford Intl.
BOS
Logan Intl.
CA $397 Roundtrip, found 20 hours ago
CA $397
Roundtrip
found 20 hours ago
Select WestJet flight, departing Sat, Sep 5 from Abbotsford Intl. to Logan Intl., returning Sun, Sep 6, priced at CA $397 found 20 hours ago
Tue, Jul 21 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $404 Roundtrip, found 1 hour ago
CA $404
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jul 21 from Pearson Intl. to Logan Intl., returning Wed, Jul 22, priced at CA $404 found 1 hour ago
OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 27 to August 31CA $178
MCOWindsor LocksAugust 27 to August 31CA $178
FLLBostonSeptember 1 to September 8CA $228
MCOWarwickSeptember 24 to September 28CA $275
MCOWarwickSeptember 24 to September 28CA $275
FLLWindsor LocksAugust 28 to August 31CA $278
MCOPortsmouthOctober 1 to October 4CA $285
MCOPortsmouthOctober 1 to October 4CA $285
FLLWarwickSeptember 11 to September 14CA $289
RSWLondonderryAugust 22 to September 12CA $320
FLLWorcesterJuly 23 to July 27CA $338
MCOWorcesterAugust 19 to August 24CA $449
MCOWorcesterAugust 19 to August 24CA $449
MCOLondonderryAugust 1 to August 8CA $533
MCOLondonderryAugust 1 to August 8CA $533
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksJuly 12 to July 13CA $449
MCOWindsor LocksJuly 12 to July 13CA $449
PHLBostonJuly 11 to July 13CA $493
FLLBostonJuly 10 to July 20CA $582
MCOPortsmouthJuly 12 to July 26CA $642
MCOPortsmouthJuly 12 to July 26CA $642
FLLWarwickJuly 12 to July 14CA $690
SFOBostonJuly 12 to July 20CA $700
*Prices include taxes and fees
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 hour ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

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 $2,307, price is now CA $1,429 per person
CA $1,429
per person
found 2 hours ago
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
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Travelers ❤️ These Worcester County 🏨

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Great Wolf Lodge Waterpark and Wachusett Brewing Company are located nearby.
8.6/10 Excellent! (1,009 reviews)
"So beautiful I like it thank you 🌼"

Reviewed on Jul 6, 2026

Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Common and Sturbridge Common Historic District are located nearby.
9/10 Wonderful! (1,703 reviews)
"Lovely, historic inn with excellent food & service."

Reviewed on Jul 6, 2026

Opens in a new windowPublick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Central Mills Historic District and Southbridge Town Common are located nearby.
9.2/10 Wonderful! (1,577 reviews)
"Everyone so friendly"

Reviewed on Jul 7, 2026

Opens in a new windowWellsworth Hotel
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Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.
8/10 Very good! (1,004 reviews)
"Enjoyed our stay"

Reviewed on Jul 3, 2026

Opens in a new windowSonesta Select Boston Milford
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 Worcester County?
To give you a figure to work with, the cheapest roundtrip flight to Worcester County was CA $178 within the last seven days. An excellent way to nab a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Worcester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Worcester County?
Pack your bags and jet away with one of the 17 airlines that fly to Worcester County. Secure a seat with the renowned carrier, Delta Air Lines. It has approximately 3,059 flights a month to Milford, Worcester County's primary city, so finding the right fare should be a snap.
What is the cheapest month to fly to Worcester County?
If you have your heart set on a trip to Worcester County, July is the cheapest month to make your way there. This is according to Travelocity's direct return flight demand between January and December last year. Pick your travel dates and book your spot today.
How can I check my flight status to Worcester County?
Get useful updates about any changes to your flights and gate numbers with Trips. This handy customer portal can be found at the top of our homepage and is where you can view and manage your bookings. Create your account in a matter of moments and you're ready. The Travelocity app makes it possible for you to check the details of your flight to Worcester County while you're on the go — and even while you're offline. The app has all your booking needs covered. Whether you want to organize transportation to or from the airport or share your travel itinerary with any members of your family flying with you, the app is your one-stop travel shop.
How do I find the best deals on flights to Worcester County?
Be flexible with your dates and there's a good chance you'll find a sensational deal. After you've searched for flights on Travelocity, click "Flexible dates" above your results to compare prices with surrounding days. Also try to book ahead of schedule and avoid vacation periods. In the last seven days, the best price for a roundtrip flight to Worcester County was CA $178. 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 Worcester County with Travelocity?
From cheap flights to Worcester County to all-inclusive resorts and activities, Travelocity has got you covered for incredible adventures. With everything you need in one place, you can enjoy more time preparing for the cool things that are waiting for you in Worcester County and less time on the travel details. Plus with our Price Match Guarantee and free cancellation on most hotels, our mission is to make your next vacation a stress-free one.
What are the most popular flight routes to Worcester County?
To help you choose your flights to Worcester County, here's a list of some of the well-known routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 3,514 flights a month.
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 3,419 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 3,193 flights a month.

How much is a flight to Worcester County on average?
Airfares for roundtrip flights to Worcester County cost between CA $178 and CA $700 in the last seven days. The moment you see a good deal, snap it up and get ready to jet off on the vacation of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.