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

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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.

Sat, Aug 29 - Sat, Sep 5
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $302 Roundtrip, found 14 hours ago
CA $302
Roundtrip
found 14 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 14 hours ago
Mon, Aug 10 - Mon, Aug 31
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $302 Roundtrip, just found
CA $302
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Aug 10 from Billy Bishop Toronto City to Logan Intl., returning Mon, Aug 31, priced at CA $302 just found
Sat, Aug 22 - Wed, Aug 26
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $307 Roundtrip, just found
CA $307
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Aug 22 from Billy Bishop Toronto City to Logan Intl., returning Wed, Aug 26, priced at CA $307 just found
Sat, Aug 29 - Sat, Sep 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $314 Roundtrip, found 14 hours ago
CA $314
Roundtrip
found 14 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 14 hours ago
Wed, Jul 22 - Wed, Jul 22
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $320 Roundtrip, found 5 hours ago
CA $320
Roundtrip
found 5 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 5 hours ago
Sat, Oct 10 - Wed, Oct 14
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $322 Roundtrip, found 4 hours ago
CA $322
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Oct 10 from Pearson Intl. to Logan Intl., returning Wed, Oct 14, priced at CA $322 found 4 hours ago
Tue, Aug 11 - Sat, Aug 15
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 11 from Pearson Intl. to Logan Intl., returning Sat, Aug 15, priced at CA $322 just found
Thu, Aug 13 - Tue, Aug 18
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Air Transat flight, departing Thu, Aug 13 from Pearson Intl. to Logan Intl., returning Tue, Aug 18, priced at CA $323 just found
OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 26 to September 1CA $185
MCOWindsor LocksAugust 26 to September 1CA $185
FLLBostonSeptember 19 to September 30CA $238
MCOWarwickSeptember 24 to September 28CA $275
MCOWarwickSeptember 24 to September 28CA $275
MCOPortsmouthOctober 1 to October 4CA $285
MCOPortsmouthOctober 1 to October 4CA $285
FLLWarwickSeptember 11 to September 14CA $289
MCOLondonderryJuly 22 to July 29CA $298
MCOLondonderryJuly 22 to July 29CA $298
SJUBostonOctober 19 to October 25CA $366
FLLWindsor LocksSeptember 15 to September 22CA $394
MCOWorcesterAugust 19 to August 24CA $449
MCOWorcesterAugust 19 to August 24CA $449
SJUWindsor LocksAugust 14 to August 19CA $486
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWarwickJuly 11 to July 14CA $442
MCOWarwickJuly 11 to July 14CA $442
PHLBostonJuly 10 to July 12CA $570
MCOPortsmouthJuly 12 to July 26CA $642
MCOPortsmouthJuly 12 to July 26CA $642
FLLWarwickJuly 12 to July 14CA $690
SFOBostonJuly 12 to July 20CA $700
FLLBostonJuly 10 to July 12CA $1,025
*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 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
found 3 hours 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! (1,017 reviews)
"I like everything I stayed another night ."

Reviewed on Jul 8, 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! (1,711 reviews)
"Very clean very peaceful stay"

Reviewed on Jul 8, 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! (1,587 reviews)
"Nice place with clean, comfortable rooms and very friendly staff!"

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! (1,005 reviews)
"Parking"

Reviewed on Jul 7, 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 $185 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 15 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, August 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 $185. 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 $185 and CA $1,025 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.