Flights To Worcester County - Cheap Flights Starting at CA $58

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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 19 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
CA $140 Roundtrip, found 2 hours ago
CA $140
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 6, priced at CA $140 found 2 hours ago
Sat, Nov 7 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $168 Roundtrip, found 19 hours ago
CA $168
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $168 found 19 hours ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $187 Roundtrip, found 3 days ago
CA $187
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at CA $187 found 3 days ago
Wed, Oct 28 - Sun, Nov 1
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
CA $195 Roundtrip, found 17 hours ago
CA $195
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Bradley Intl., returning Sun, Nov 1, priced at CA $195 found 17 hours ago
Fri, Oct 23 - Sun, Oct 25
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
CA $217 Roundtrip, found 1 day ago
CA $217
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 23 from Raleigh - Durham Intl. to T.F. Green, returning Sun, Oct 25, priced at CA $217 found 1 day ago
Wed, Nov 4 - Sat, Nov 14
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $219 Roundtrip, found 15 hours ago
CA $219
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 14, priced at CA $219 found 15 hours ago
Wed, Dec 9 - Sun, Dec 13
MCO
Orlando Intl.
PVD
T.F. Green
CA $268 Roundtrip, found 4 days ago
CA $268
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando Intl. to T.F. Green, returning Sun, Dec 13, priced at CA $268 found 4 days ago
Wed, Oct 7 - Sat, Oct 10
MCO
Orlando Intl.
BOS
Logan Intl.
CA $295 Roundtrip, found 3 days ago
CA $295
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 7 from Orlando Intl. to Logan Intl., returning Sat, Oct 10, priced at CA $295 found 3 days ago
Thu, Sep 24 - Sun, Sep 27
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $330 Roundtrip, just found
CA $330
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 24 from Billy Bishop Toronto City to Logan Intl., returning Sun, Sep 27, priced at CA $330 just found
Fri, Sep 18 - Fri, Sep 25
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $343 Roundtrip, just found
CA $343
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Sep 18 from Pearson Intl. to Logan Intl., returning Fri, Sep 25, priced at CA $343 just found
Sat, Sep 19 - Tue, Sep 22
YYZ
Pearson Intl.
PVD
T.F. Green
CA $445 Roundtrip, found 14 hours ago
CA $445
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to T.F. Green, returning Tue, Sep 22, priced at CA $445 found 14 hours ago
OriginDestinationTravel datesFlights from*
MCOPortsmouthNovember 7 to November 8CA $168
MCOPortsmouthNovember 7 to November 8CA $168
MCOWindsor LocksSeptember 11 to September 14CA $191
MCOLondonderryNovember 4 to November 14CA $219
FLLBostonSeptember 15 to September 19CA $236
FLLWindsor LocksOctober 2 to October 6CA $246
FLLWarwickSeptember 14 to September 16CA $257
MCOWarwickOctober 3 to October 5CA $272
MCOWarwickOctober 3 to October 5CA $272
FLLWorcesterOctober 22 to October 26CA $404
BOSWarwickOctober 20 to October 24CA $410
MCOWorcesterOctober 14 to October 18CA $530
MCOWorcesterOctober 14 to October 18CA $530
SJUWarwickNovember 26 to December 7CA $537
RSWLondonderryOctober 1 to October 8CA $569
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOPortsmouthAugust 30 to August 30CA $375
MCOPortsmouthAugust 30 to August 30CA $375
MCOWindsor LocksAugust 28 to August 31CA $383
MCOWindsor LocksAugust 28 to August 31CA $383
FLLWarwickAugust 28 to August 31CA $472
RSWBostonAugust 30 to September 8CA $504
MCOWarwickAugust 30 to September 3CA $525
MCOWarwickAugust 30 to September 3CA $525
SJUWindsor LocksAugust 28 to September 1CA $551
SFOBostonAugust 29 to September 9CA $619
PHLBostonAugust 28 to August 30CA $683
FLLBostonAugust 29 to August 31CA $810
FCOBostonAugust 30 to September 28CA $875
*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

Nov 11 - Nov 13

2 night stay

Montreal (YMQ) to Boston (BOS)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $1,804, price is now CA $1,246 per person
CA $1,246
per person
found 22 hours ago
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

Aug 27 - Sep 1

5 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $4,780, price is now CA $3,348 per person
CA $3,348
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Sep 4 - Sep 7

3 night stay

Montreal (YMQ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $3,051, price is now CA $2,191 per person
CA $2,191
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! (1,052 reviews)
"If you have kids that go to bed early then you definitely want to make sure that you don’t get a room that over looks the lobby area and the same thing goes for the people that have kids that like to sleep in. Is it loud until 11pm and then in the morning it’s loud again at 7am. Other than that it’s ..."

Reviewed on Aug 22, 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! (1,757 reviews)
"Only needed a night, was a great stay."

Reviewed on Aug 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! (1,654 reviews)
"The Wellsworth will be our stop each time we return from the South. Such friendly and helpful staff. Very quiet and comfortable."

Reviewed on Aug 20, 2026

Opens in a new windowWellsworth Hotel
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Omni Providence Hotel

Omni Providence Hotel

4 out of 5
1 W Exchange St Providence RI
Book a stay at this business-friendly hotel in Providence. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Providence Place Mall and Roger Williams Park Zoo are located nearby.
9/10 Wonderful! (3,211 reviews)
"Location was convenient and staff was nice. The shower didn’t look like anything special but was pleasantly surprised at the water pressure and temperature. Only thing that was rough was the pillows. I had 4 stack behind each other"

Reviewed on Aug 22, 2026

Opens in a new windowOmni Providence Hotel
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 $140 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 $140. 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 $140 and CA $875 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.