Cheap Flights to Worcester County from $53 (2026/2027)

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Worcester

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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, Jan 9 - Sat, Jan 9
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 9 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 9, priced at $122 found 3 days ago
Tue, Jun 9 - Wed, Jun 10
MCO
Orlando Intl.
BDL
Bradley Intl.
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jun 9 from Orlando Intl. to Bradley Intl., returning Wed, Jun 10, priced at $135 found 1 day ago
Wed, Jul 29 - Wed, Aug 19
MCO
Orlando Intl.
BOS
Logan Intl.
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Orlando Intl. to Logan Intl., returning Wed, Aug 19, priced at $164 found 4 days ago
Wed, Sep 16 - Wed, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Sep 30, priced at $170 found 4 days ago
Sat, Jun 6 - Tue, Jun 9
MCO
Orlando Intl.
PVD
T.F. Green
$173 Roundtrip, found 4 hours ago
$173
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to T.F. Green, returning Tue, Jun 9, priced at $173 found 4 hours ago
Thu, Sep 10 - Wed, Sep 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Sep 16, priced at $182 found 1 day ago
Wed, Dec 9 - Sat, Dec 12
FLL
Fort Lauderdale - Hollywood Intl.
PVD
T.F. Green
$189 Roundtrip, found 14 hours ago
$189
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Fort Lauderdale - Hollywood Intl. to T.F. Green, returning Sat, Dec 12, priced at $189 found 14 hours ago
Tue, Jun 9 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$193 Roundtrip, just found
$193
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jun 9 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 10, priced at $193 just found
OriginDestinationTravel DatesFlights From*
MCOWindsor LocksAugust 28 to August 31$144
MCOWindsor LocksAugust 28 to August 31$144
MCOPortsmouthSeptember 3 to September 6$148
MCOPortsmouthSeptember 3 to September 6$148
MCOLondonderryAugust 22 to August 30$184
MCOLondonderryAugust 22 to August 30$184
FLLBostonJune 9 to June 10$193
FLLWindsor LocksJuly 29 to September 16$199
FLLWorcesterJune 6 to June 10$207
FLLWarwickAugust 17 to August 18$211
MCOWorcesterJune 9 to June 9$222
MCOWorcesterJune 9 to June 9$222
SJULondonderryJuly 19 to July 24$521
SJUWorcesterAugust 3 to August 8$568
RSWWorcesterJuly 20 to July 25$656
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortsmouthMay 30 to May 31$209
MCOPortsmouthMay 30 to May 31$209
MCOWindsor LocksMay 30 to June 7$236
MCOWindsor LocksMay 30 to June 7$236
FLLBostonMay 31 to June 6$270
MCOWarwickMay 31 to June 4$299
MCOWarwickMay 31 to June 4$299
MCOWorcesterMay 30 to June 13$341
MCOWorcesterMay 30 to June 13$341
MCOLondonderryMay 31 to June 4$350
MCOLondonderryMay 31 to June 4$350
FLLWarwickMay 30 to June 2$371
FLLWindsor LocksMay 31 to June 6$397
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.
Hotel Ivy Boston Common
2.5-star property

Hotel Ivy Boston Common

Aug 6 - Aug 9

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,041, price is now $638 per person
$638
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 6 - Aug 9

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,715, price is now $964 per person
$964
per person
found 1 day ago
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 3 - Aug 8

5 night stay

Dallas (DFW) to Boston (BOS)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,275, price is now $1,941 per person
$1,941
per person
found 1 day ago
Don't see what you're looking for?
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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! (1,001 reviews)
"The room is nice. Size bathroom is clean. I did have problem with lotion dispenser, not working or not being filled. The property may need to increase spots for handicap people."

Reviewed on May 22, 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 $122 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, January 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 $122. 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 $122 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.