Cheap Flights to Worcester County from $46 (2026/2027)

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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.

OriginDestinationTravel DatesFlights From*
MCOPortsmouthSeptember 3 to September 6$148
MCOPortsmouthSeptember 3 to September 6$148
MCOWindsor LocksJune 6 to June 8$156
MCOWindsor LocksJune 6 to June 8$156
MCOLondonderryAugust 22 to August 30$184
MCOLondonderryAugust 22 to August 30$184
MCOWarwickAugust 17 to August 25$193
FLLWorcesterJune 6 to June 10$207
FLLWindsor LocksAugust 21 to August 23$208
FLLBostonJuly 2 to July 5$209
FLLWarwickSeptember 2 to September 9$216
MCOWorcesterJune 9 to June 9$222
MCOWorcesterJune 9 to June 9$222
FLLLondonderryJuly 21 to July 26$272
PHLLondonderryAugust 20 to August 25$451
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortsmouthMay 30 to May 31$209
MCOPortsmouthMay 30 to May 31$209
MCOWindsor LocksMay 29 to May 30$232
TTNBostonMay 30 to June 1$266
FLLBostonMay 30 to June 6$280
MCOWarwickMay 31 to June 4$299
MCOWarwickMay 31 to June 4$299
RSWWarwickMay 30 to June 3$313
MCOWorcesterMay 30 to June 13$341
MCOWorcesterMay 30 to June 13$341
FLLWarwickMay 29 to June 2$343
FLLWindsor LocksMay 31 to June 6$397
TTNWarwickMay 29 to May 30$443
FLLWorcesterMay 29 to June 1$482
PHLWindsor LocksMay 29 to May 31$802
*Prices include taxes and fees

Best Worcester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Block Island Beach House
Boston Harbor Hotel
Beachside Village Resort
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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! (1,000 reviews)
"Wonderful experience I will be back again for sure"

Reviewed on May 20, 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! (1,513 reviews)
"The staff was great. Nice room"

Reviewed on May 20, 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! (1,005 reviews)
"We enjoyed all of our stay. The bartender stayed late and allowed our group to have a few drinks - we appreciated that very much! The only thing that I didn’t agree with, was the coat of my continental breakfast. I had a bagel with cream cheese (that I toasted myself) and a black coffee….$14.00!!! ..."

Reviewed on May 22, 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! (1,648 reviews)
"Clean room, helpful staff and ample parking"

Reviewed on May 21, 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 $92 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 20 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, September 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 $92. 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 $92 and $802 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.
How long is the average flight to Worcester County?
Check out these major routes for an idea of how long you'll be in your seat during a direct flight to Worcester County:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 23 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 51 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 2 hours and 56 minutes

What can I expect on a flight to Worcester County?
If you're about to jump on a long-haul flight to Worcester County, you can normally expect drinks, meals and entertainment on board. Airlines strive to make longer flights as comfortable as they can. Shorter journeys — along with flights offered by low-cost airlines — may not come with such inclusions. If you're looking for cheap flights for family vacations with a low-priced carrier, be prepared to pay extra for entertainment and food.