Flights To Worcester County - Cheap Flights Starting at CA $89

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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, Nov 5 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $275 Roundtrip, found 2 days ago
CA $275
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $275 found 2 days ago
Thu, Sep 24 - Mon, Sep 28
MCO
Orlando Intl.
PVD
T.F. Green
CA $275 Roundtrip, found 5 days ago
CA $275
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to T.F. Green, returning Mon, Sep 28, priced at CA $275 found 5 days ago
Thu, Nov 5 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $282 Roundtrip, found 2 days ago
CA $282
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $282 found 2 days ago
Thu, Oct 1 - Sun, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $285 Roundtrip, found 13 hours ago
CA $285
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Portsmouth Intl., returning Sun, Oct 4, priced at CA $285 found 13 hours ago
Fri, Sep 25 - Mon, Sep 28
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $287 Roundtrip, found 5 days ago
CA $287
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 25 from Orlando Intl. to Bradley Intl., returning Mon, Sep 28, priced at CA $287 found 5 days ago
Thu, Sep 24 - Mon, Sep 28
MCO
Orlando Intl.
PVD
T.F. Green
CA $289 Roundtrip, found 5 days ago
CA $289
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to T.F. Green, returning Mon, Sep 28, priced at CA $289 found 5 days ago
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $298 Roundtrip, found 22 hours ago
CA $298
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at CA $298 found 22 hours ago
Sat, Aug 29 - Sat, Sep 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $314 Roundtrip, found 10 hours ago
CA $314
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Sat, Aug 29 from Pearson Intl. to Logan Intl., returning Sat, Sep 5, priced at CA $314 found 10 hours ago
Tue, Aug 11 - Wed, Aug 19
MCO
Orlando Intl.
BOS
Logan Intl.
CA $326 Roundtrip, found 5 days ago
CA $326
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Orlando Intl. to Logan Intl., returning Wed, Aug 19, priced at CA $326 found 5 days ago
Thu, Aug 27 - Sun, Aug 30
YYZ
Pearson Intl.
PVD
T.F. Green
CA $400 Roundtrip, found 1 day ago
CA $400
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 27 from Pearson Intl. to T.F. Green, returning Sun, Aug 30, priced at CA $400 found 1 day ago
Fri, Sep 18 - Tue, Sep 22
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $481 Roundtrip, found 3 days ago
CA $481
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Sep 18 from Pearson Intl. to Worcester Regional, returning Tue, Sep 22, priced at CA $481 found 3 days ago
OriginDestinationTravel datesFlights from*
FLLBostonSeptember 19 to September 30CA $238
MCOWarwickSeptember 24 to September 28CA $275
MCOWarwickSeptember 24 to September 28CA $275
MCOPortsmouthOctober 1 to October 4CA $285
MCOPortsmouthOctober 1 to October 4CA $285
MCOWindsor LocksSeptember 25 to September 28CA $287
MCOWindsor LocksSeptember 25 to September 28CA $287
FLLWarwickSeptember 11 to September 14CA $289
MCOLondonderryJuly 22 to July 29CA $298
MCOLondonderryJuly 22 to July 29CA $298
FLLWindsor LocksSeptember 15 to September 22CA $394
MCOWorcesterAugust 19 to August 24CA $449
MCOWorcesterAugust 19 to August 24CA $449
SJUWindsor LocksAugust 14 to August 19CA $486
BOSWarwickAugust 14 to August 21CA $496
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWarwickJuly 11 to July 14CA $442
MCOWarwickJuly 11 to July 14CA $442
PHLBostonJuly 10 to July 12CA $570
MCOPortsmouthJuly 12 to July 26CA $642
MCOPortsmouthJuly 12 to July 26CA $642
FLLWarwickJuly 12 to July 14CA $690
SFOBostonJuly 12 to July 20CA $700
FLLBostonJuly 10 to July 12CA $1,025
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 20 - Aug 23

3 night stay

Buffalo (BUF) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,223, price is now CA $1,321 per person
CA $1,321
per person
found 1 day ago
Wayfinder Newport
4.0-star property

Wayfinder Newport

Jul 29 - Aug 3

5 night stay

Toronto (YYZ) to Providence (PVD)

Delta • Non-stop roundtrip • Coach
Price was CA $3,853, price is now CA $2,507 per person
CA $2,507
per person
found 21 hours ago
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0-star property

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

Aug 14 - Aug 19

5 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $7,549, price is now CA $4,962 per person
CA $4,962
per person
found 15 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! (1,017 reviews)
"I like everything I stayed another night ."

Reviewed on Jul 8, 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 Town Common and Sturbridge Common Historic District are located nearby.
9/10 Wonderful! (1,711 reviews)
"Very clean very peaceful stay"

Reviewed on Jul 8, 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! (1,586 reviews)
"Nice place with clean, comfortable rooms and very friendly staff!"

Reviewed on Jul 7, 2026

Opens in a new windowWellsworth Hotel
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Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.
8/10 Very good! (1,005 reviews)
"Parking"

Reviewed on Jul 7, 2026

Opens in a new windowSonesta Select Boston Milford
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 CA $238 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, November 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 CA $238. 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 CA $238 and CA $1,025 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.