Flights To Worcester County - Cheap Flights Starting at CA $222

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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.

Mon, Jun 8 - Mon, Jun 29
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $363 Roundtrip, found 6 days ago
CA $363
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Mon, Jun 8 from Billy Bishop Toronto City to Logan Intl., returning Mon, Jun 29, priced at CA $363 found 6 days ago
Sat, Jun 6 - Sun, Jun 21
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $374 Roundtrip, found 3 days ago
CA $374
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, Jun 6 from Billy Bishop Toronto City to Logan Intl., returning Sun, Jun 21, priced at CA $374 found 3 days ago
Tue, Jul 7 - Tue, Jul 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $376 Roundtrip, found 2 days ago
CA $376
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 7 from Pearson Intl. to Logan Intl., returning Tue, Jul 7, priced at CA $376 found 2 days ago
Tue, Jul 28 - Thu, Aug 6
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $378 Roundtrip, found 4 days ago
CA $378
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Tue, Jul 28 from Billy Bishop Toronto City to Logan Intl., returning Thu, Aug 6, priced at CA $378 found 4 days ago
Fri, Jul 10 - Thu, Jul 30
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $383 Roundtrip, found 13 hours ago
CA $383
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Fri, Jul 10 from Billy Bishop Toronto City to Logan Intl., returning Thu, Jul 30, priced at CA $383 found 13 hours ago
Fri, Jul 17 - Tue, Jul 21
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Air Transat flight, departing Fri, Jul 17 from Pearson Intl. to Logan Intl., returning Tue, Jul 21, priced at CA $404 just found
Fri, Oct 16 - Sat, Oct 17
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $436 Roundtrip, found 2 days ago
CA $436
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Oct 16 from Pearson Intl. to Logan Intl., returning Sat, Oct 17, priced at CA $436 found 2 days ago
Tue, Jul 21 - Tue, Jul 21
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $455 Roundtrip, found 1 day ago
CA $455
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 21 from Pearson Intl. to Logan Intl., returning Tue, Jul 21, priced at CA $455 found 1 day ago
OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 31 to September 1CA $193
MCOWindsor LocksAugust 31 to September 1CA $193
PHLBostonJune 12 to June 14CA $255
MCOPortsmouthJune 18 to June 20CA $272
MCOPortsmouthJune 18 to June 20CA $272
MCOWarwickJuly 23 to July 27CA $295
MCOWarwickJuly 23 to July 27CA $295
MCOLondonderryJune 17 to June 29CA $299
MCOLondonderryJune 17 to June 29CA $299
FLLWarwickSeptember 4 to September 7CA $321
RSWWarwickJune 16 to July 15CA $378
RSWWindsor LocksJuly 15 to July 26CA $389
MCOWorcesterAugust 13 to August 17CA $403
MCOWorcesterAugust 13 to August 17CA $403
FLLWorcesterJune 19 to June 21CA $604
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksMay 30 to June 6CA $246
MCOWindsor LocksMay 30 to June 6CA $246
RSWWindsor LocksMay 30 to May 31CA $308
MCOLondonderryMay 30 to June 6CA $312
MCOLondonderryMay 30 to June 6CA $312
MCOPortsmouthMay 31 to June 4CA $350
MCOPortsmouthMay 31 to June 4CA $350
MCOWarwickMay 31 to June 7CA $392
MCOWarwickMay 31 to June 7CA $392
RSWWarwickMay 30 to June 3CA $445
PHLBostonMay 29 to May 31CA $461
RSWBostonMay 29 to June 3CA $510
FLLWarwickMay 29 to May 30CA $558
SFOBostonMay 30 to June 12CA $651
FLLBostonMay 29 to June 1CA $747
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

Aug 21 - Aug 26

5 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $2,061, price is now CA $1,287 per person
CA $1,287
per person
found 1 day ago
Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

Jul 12 - Jul 16

4 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,665, price is now CA $1,525 per person
CA $1,525
per person
found 24 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 21 - Aug 24

3 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop • Coach

Boston (BOS) to Halifax (YHZ)

United • Non-stop • Coach
Price was CA $2,661, price is now CA $1,765 per person
CA $1,765
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! (1,002 reviews)
"The room is nice. Size bathroom is clean. I did have problem with lotion dispenser, not working or not being filled. The property may need to increase spots for handicap people."

Reviewed on May 22, 2026

Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
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! (1,518 reviews)
"There was no microwave and refrigerator was not functioning well. Apart from this no issues."

Reviewed on May 25, 2026

Opens in a new windowWellsworth Hotel
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 Lake Chauncy Public Beach and Westborough Country Club are located nearby.
8.8/10 Excellent! (1,008 reviews)
"We enjoyed all of our stay. The bartender stayed late and allowed our group to have a few drinks - we appreciated that very much! The only thing that I didn’t agree with, was the coat of my continental breakfast. I had a bagel with cream cheese (that I toasted myself) and a black coffee….$14.00!!! ..."

Reviewed on May 22, 2026

Opens in a new windowDoubleTree by Hilton Hotel Boston - Westborough
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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! (1,661 reviews)
"I have been traveling the east coast for years and in my travels I have stumbled across this beautiful gem. As I walk the main residence and dining halls I am transported back to when Lincoln and Jefferson walked. The dining room pairs ambiance with world class cuisines that remind the guest that ..."

Reviewed on May 25, 2026

Opens in a new windowPublick House Historic Inn and Country Motor Lodge
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 $193 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 15 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, June 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 $193. 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 $193 and CA $747 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.