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.

Fri, Jan 22 - Mon, Jan 25
CHS
Charleston Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 2 hours ago
$92
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Charleston Intl. to Bradley Intl., returning Mon, Jan 25, priced at $92 found 2 hours ago
Fri, Sep 25 - Sun, Sep 27
CHS
Charleston Intl.
PVD
T.F. Green
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Sep 25 from Charleston Intl. to T.F. Green, returning Sun, Sep 27, priced at $97 just found
Sat, Jan 9 - Sat, Jan 23
CHS
Charleston Intl.
MHT
Manchester-Boston Regional
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Jan 9 from Charleston Intl. to Manchester-Boston Regional, returning Sat, Jan 23, priced at $102 found 1 hour ago
Sat, Aug 8 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sat, Aug 8 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $102 found 2 days ago
Sat, Jan 16 - Sat, Jan 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 16 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 23, 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
Wed, Sep 16 - Sat, Sep 19
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Sep 19, priced at $127 found 5 days ago
Sat, Dec 5 - Sat, Dec 12
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 5 from Southwest Florida Intl. to Portsmouth Intl., returning Sat, Dec 12, priced at $132 found 1 day ago
Sat, Sep 5 - Sun, Sep 6
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Southwest Florida Intl. to Bradley Intl., returning Sun, Sep 6, priced at $145 found 2 days ago
Wed, Sep 23 - Tue, Sep 29
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 23 from Southwest Florida Intl. to Logan Intl., returning Tue, Sep 29, priced at $189 found 5 days ago
Mon, Dec 7 - Sun, Dec 13
RSW
Southwest Florida Intl.
PVD
T.F. Green
$192 Roundtrip, found 2 hours ago
$192
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Dec 7 from Southwest Florida Intl. to T.F. Green, returning Sun, Dec 13, priced at $192 found 2 hours ago
OriginDestinationTravel DatesFlights From*
SFBPortsmouthNovember 1 to November 8$77
FLLBostonOctober 17 to October 24$96
MCOPortsmouthSeptember 5 to September 5$125
MCOLondonderrySeptember 16 to September 26$146
MCOLondonderrySeptember 16 to September 26$146
FLLWarwickSeptember 25 to October 3$161
FLLWindsor LocksSeptember 12 to September 16$164
MCOWarwickSeptember 14 to September 22$187
FLLLondonderrySeptember 2 to September 8$222
FLLWorcesterSeptember 17 to September 20$253
MCOWorcesterSeptember 26 to September 26$257
MCOWorcesterSeptember 26 to September 26$257
PHLWorcesterSeptember 23 to September 29$289
RSWWorcesterAugust 22 to August 24$324
SJUWorcesterSeptember 8 to September 17$430
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortsmouthJuly 25 to August 1$265
FLLWarwickJuly 25 to July 28$333
MCOWindsor LocksJuly 25 to July 28$340
MCOWindsor LocksJuly 25 to July 28$340
RSWWindsor LocksJuly 25 to July 28$359
MCOWarwickJuly 25 to July 27$363
MCOWarwickJuly 25 to July 27$363
MCOLondonderryJuly 26 to July 29$411
MCOLondonderryJuly 26 to July 29$411
RSWWorcesterJuly 25 to July 28$453
FLLBostonJuly 24 to July 27$493
MCOWorcesterJuly 25 to July 27$510
MCOWorcesterJuly 25 to July 27$510
TTNWarwickJuly 24 to July 25$514
FLLWorcesterJuly 24 to August 3$518
*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 21 hours 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 23 hours ago
Market Square Inn
2.0-star property

Market Square Inn

Oct 10 - Oct 17

7 night stay

Dallas (DFW) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $11,753, price is now $7,618 per person
$7,618
per person
found 5 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! (1,010 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! (1,724 reviews)
"Awesome Well liked"

Reviewed on Jul 20, 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.
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 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, 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 $518 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.