Cheap Flights to Worcester County from $41 (2026/2027)

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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.

Thu, Jan 28 - Sun, Jan 31
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$82 Roundtrip, found 6 hours ago
$82
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Jan 28 from Raleigh - Durham Intl. to T.F. Green, returning Sun, Jan 31, priced at $82 found 6 hours ago
Sat, Aug 15 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 1 hour ago
$96
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Sat, Aug 15 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $96 found 1 hour ago
Thu, Dec 10 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 6 days ago
$112
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 10 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 13, priced at $112 found 6 days ago
Sat, Sep 19 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Bradley Intl., returning Tue, Sep 22, priced at $112 found 2 days ago
Sat, Jan 16 - Sat, Jan 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 16 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 23, priced at $117 found 2 days ago
Thu, Jan 21 - Sun, Jan 24
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 21 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Jan 24, priced at $117 found 1 day ago
Sat, Jan 23 - Mon, Jan 25
TPA
Tampa Intl.
PVD
T.F. Green
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Tampa Intl. to T.F. Green, returning Mon, Jan 25, priced at $122 found 2 days ago
Thu, Aug 27 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Aug 27, priced at $134 found 1 day ago
Sat, Nov 7 - Sat, Nov 7
MCO
Orlando Intl.
BOS
Logan Intl.
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 7, priced at $135 found 1 day ago
Wed, Sep 16 - Sat, Sep 26
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Sep 26, priced at $146 found 5 days ago
OriginDestinationTravel DatesFlights From*
SFBPortsmouthNovember 1 to November 8$77
FLLBostonOctober 31 to November 8$112
MCOLondonderrySeptember 16 to September 26$146
MCOLondonderrySeptember 16 to September 26$146
MCOWindsor LocksAugust 25 to August 31$164
MCOWindsor LocksAugust 25 to August 31$164
FLLWarwickSeptember 19 to September 23$173
MCOWarwickSeptember 14 to September 22$187
MCOWarwickSeptember 14 to September 22$187
FLLLondonderrySeptember 2 to September 8$222
FLLWorcesterSeptember 25 to September 27$253
MCOWorcesterSeptember 26 to September 26$257
MCOWorcesterSeptember 26 to September 26$257
PHLWorcesterSeptember 23 to September 29$289
SJUWorcesterSeptember 8 to September 17$430
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortsmouthJuly 25 to August 1$265
MCOWindsor LocksJuly 25 to July 28$354
MCOWindsor LocksJuly 25 to July 28$354
MCOWarwickJuly 25 to August 3$367
MCOWarwickJuly 25 to August 3$367
RSWBostonJuly 25 to July 28$447
RSWWorcesterJuly 25 to July 28$453
RSWWarwickJuly 25 to August 1$466
FLLBostonJuly 26 to July 28$504
MCOWorcesterJuly 25 to July 27$510
MCOWorcesterJuly 25 to July 27$510
MCOLondonderryJuly 25 to July 29$524
MCOLondonderryJuly 25 to July 29$524
SFOWindsor LocksJuly 25 to July 25$550
FLLLondonderryJuly 24 to July 25$557
*Prices include taxes and fees

Best Worcester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Oct 16 - Oct 19

3 night stay

Dallas (DFW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Non-stop • Coach
Price was $1,176, price is now $747 per person
$747
per person
found 1 day ago
Luxury Apartments by Hyatus at Boston Everett
5.0-star property

Luxury Apartments by Hyatus at Boston Everett

Oct 1 - Oct 4

3 night stay

Dallas (DFW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Non-stop • Coach
Price was $1,451, price is now $845 per person
$845
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Oct 7 - Oct 10

3 night stay

Dallas (DFW) to Boston (BOS)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,692, price is now $1,720 per person
$1,720
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! (1,010 reviews)
"Thanks"

Reviewed on Jul 20, 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 Old Sturbridge Village and Town Common are located nearby.
9/10 Wonderful! (1,727 reviews)
"needs updating, breakfast is great"

Reviewed on Jul 21, 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 Old Sturbridge Village and Central Mills Historic District are located nearby.
9.2/10 Wonderful! (1,609 reviews)
"The hotel stay was amazing, only complaint i have about my stay is that the beds are horrible. Tossed and turned all night."

Reviewed on Jul 21, 2026

Opens in a new windowWellsworth Hotel
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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 New England Sports Center and Lake Chauncy Public Beach are located nearby.
8.8/10 Excellent! (1,009 reviews)
"Very nice place"

Reviewed on Jul 20, 2026

Opens in a new windowDoubleTree by Hilton Hotel Boston - Westborough
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 $77 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, 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 $77. 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 $77 and $557 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.