Cheap Flights to Worcester County from $50 (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.

Sat, Aug 8 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day 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 1 day 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 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 23 from Tampa Intl. to T.F. Green, returning Mon, Jan 25, priced at $122 found 1 day ago
Tue, Oct 20 - Tue, Oct 27
SFO
San Francisco Intl.
BDL
Bradley Intl.
$259 Roundtrip, found 5 days ago
$259
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Oct 20 from San Francisco Intl. to Bradley Intl., returning Tue, Oct 27, priced at $259 found 5 days ago
Wed, Oct 21 - Tue, Oct 27
SFO
San Francisco Intl.
BOS
Logan Intl.
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Oct 21 from San Francisco Intl. to Logan Intl., returning Tue, Oct 27, priced at $265 found 4 days ago
Fri, Nov 6 - Sat, Nov 14
SFO
San Francisco Intl.
PVD
T.F. Green
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Nov 6 from San Francisco Intl. to T.F. Green, returning Sat, Nov 14, priced at $269 found 4 days ago
Sun, Aug 16 - Sun, Aug 30
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$275 Roundtrip, found 1 hour ago
$275
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Aug 16 from Austin-Bergstrom Intl. to Logan Intl., returning Sun, Aug 30, priced at $275 found 1 hour ago
Tue, Oct 6 - Tue, Oct 20
AUS
Austin-Bergstrom Intl.
PVD
T.F. Green
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Oct 6 from Austin-Bergstrom Intl. to T.F. Green, returning Tue, Oct 20, priced at $279 found 2 days ago
Thu, Oct 15 - Mon, Oct 26
AUS
Austin-Bergstrom Intl.
BDL
Bradley Intl.
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Oct 15 from Austin-Bergstrom Intl. to Bradley Intl., returning Mon, Oct 26, priced at $279 found 3 days ago
Wed, Aug 5 - Sat, Aug 22
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$291 Roundtrip, just found
$291
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Aug 5 from Austin-Bergstrom Intl. to Logan Intl., returning Sat, Aug 22, priced at $291 just found
Thu, Aug 13 - Tue, Aug 18
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$298 Roundtrip, found 1 hour ago
$298
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Aug 13 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 18, priced at $298 found 1 hour ago
OriginDestinationTravel DatesFlights From*
SFBPortsmouthNovember 1 to November 8$77
FLLBostonOctober 24 to October 24$104
MCOPortsmouthSeptember 5 to September 5$125
MCOWindsor LocksAugust 26 to August 29$142
MCOWindsor LocksAugust 26 to August 29$142
MCOLondonderrySeptember 16 to September 26$146
MCOLondonderrySeptember 16 to September 26$146
FLLWindsor LocksSeptember 12 to September 16$164
MCOWarwickSeptember 14 to September 22$187
MCOWarwickSeptember 14 to September 22$187
FLLLondonderryAugust 29 to August 30$217
FLLWorcesterSeptember 17 to September 20$253
MCOWorcesterSeptember 26 to September 26$257
MCOWorcesterSeptember 26 to September 26$257
PHLWindsor LocksSeptember 10 to September 12$435
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOPortsmouthJuly 25 to August 1$265
MCOWindsor LocksJuly 25 to July 28$337
MCOWindsor LocksJuly 25 to July 28$337
FLLWarwickJuly 25 to July 27$372
MCOWarwickJuly 25 to July 28$376
MCOWarwickJuly 25 to July 28$376
FLLBostonJuly 26 to August 1$396
MCOLondonderryJuly 26 to July 29$411
MCOLondonderryJuly 26 to July 29$411
RSWWorcesterJuly 25 to July 28$453
MCOWorcesterJuly 25 to July 27$510
MCOWorcesterJuly 25 to July 27$510
TTNWarwickJuly 24 to July 25$514
FLLWorcesterJuly 24 to July 26$523
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 9 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 11 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 27 - Aug 31

4 night stay

Dallas (DAL) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,117, price is now $1,380 per person
$1,380
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Worcester County
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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! (1,009 reviews)
"It was great for the weekend tournament we were at for lacrosse! Had a lot to do for the kids!"

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! (1,722 reviews)
"Overall pretty good"

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 Central Mills Historic District and Southbridge Town Common are located nearby.
9.2/10 Wonderful! (1,605 reviews)
"The hotel is beautiful and staff were super helpful. Room was clean and the bed comfortable. They provided plenty of towels and the water was nice and hot. Only thing stopping 5 stars was the furniture in the room was very old/dated and they had a 32 inch tv housed in an armoire meant to hold one ..."

Reviewed on Jul 19, 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! (1,008 reviews)
"Dinner wasnt the best. Loud hallways."

Reviewed on Jul 19, 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, 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 $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.