Flights To Worcester County - Cheap Flights Starting at

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Worcester

Flights
Worcester
OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 31 to September 1CA $193
MCOWindsor LocksAugust 31 to September 1CA $193
MCOPortsmouthJune 18 to June 20CA $272
MCOPortsmouthJune 18 to June 20CA $272
FLLWarwickAugust 28 to September 1CA $300
FLLWindsor LocksJuly 3 to July 6CA $305
MCOWarwickJuly 31 to August 5CA $324
MCOWarwickJuly 31 to August 5CA $324
MCOLondonderryJune 23 to June 30CA $334
MCOLondonderryJune 23 to June 30CA $334
FLLBostonAugust 25 to August 25CA $347
MCOWorcesterAugust 13 to August 17CA $403
MCOWorcesterAugust 13 to August 17CA $403
FLLWorcesterJune 19 to June 21CA $604
SJUWarwickAugust 21 to August 28CA $674
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksJune 6 to June 10CA $245
MCOWindsor LocksJune 6 to June 10CA $245
MCOPortsmouthJune 7 to June 11CA $368
MCOPortsmouthJune 7 to June 11CA $368
PHLBostonJune 6 to June 9CA $370
RSWBostonJune 5 to June 7CA $412
FLLWorcesterJune 5 to June 8CA $490
FLLBostonJune 6 to June 8CA $550
FLLWindsor LocksJune 7 to June 10CA $567
RSWWarwickJune 5 to June 7CA $575
SFOBostonJune 6 to June 10CA $630
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common
2.5-star property

Hotel Ivy Boston Common

Jun 25 - Jun 27

2 night stay

Montreal (YUL) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,393, price is now CA $890 per person
CA $890
per person
found 22 hours ago
Mandarin Oriental, Boston
5.0-star property

Mandarin Oriental, Boston

Aug 1 - Aug 7

6 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Price was CA $4,759, price is now CA $2,985 per person
CA $2,985
per person
found 1 day ago
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0-star property

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

Jul 21 - Jul 28

7 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $8,949, price is now CA $5,652 per person
CA $5,652
per person
just found
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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! (1,007 reviews)
"While I do appreciate a early checkin, there was a mixup and I got charged not only the fee I paid online, but the full fee and deposit along check-in (deposit was expected, full charge was not but was cleared up when I brought it up, did cause my bank to place a temporary hold and lock funds up, ..."

Reviewed on May 28, 2026

Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
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! (1,523 reviews)
"Great place clean"

Reviewed on May 28, 2026

Opens in a new windowWellsworth Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Chauncy Public Beach and Westborough Country Club are located nearby.
8.8/10 Excellent! (1,004 reviews)
"Breakfast was very good but too expensive. Continental breakfast should be complimentary."

Reviewed on May 27, 2026

Opens in a new windowDoubleTree by Hilton Hotel Boston - Westborough
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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! (1,655 reviews)
"Went there for a wedding, so only 1 night. Staff was great. It’s a historic inn, so older. Stayed in the motor lodge portion which also has an older feel. I think that is expected. Everything was clean and in good shape. Food was excellent"

Reviewed on May 29, 2026

Opens in a new windowPublick House Historic Inn and Country Motor Lodge
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 $193 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 $193. 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 $193 and CA $674 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.