Flights To Worcester County - Cheap Flights Starting at CA $234

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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.

Tue, Jul 7 - Tue, Jul 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $376 Roundtrip, found 10 hours ago
CA $376
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Jul 7 from Pearson Intl. to Logan Intl., returning Tue, Jul 7, priced at CA $376 found 10 hours ago
Tue, Jun 30 - Sat, Jul 4
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $384 Roundtrip, found 10 hours ago
CA $384
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Jun 30 from Pearson Intl. to Logan Intl., returning Sat, Jul 4, priced at CA $384 found 10 hours ago
Mon, Jul 20 - Mon, Aug 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $390 Roundtrip, found 3 days ago
CA $390
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Jul 20 from Pearson Intl. to Logan Intl., returning Mon, Aug 3, priced at CA $390 found 3 days ago
Sat, Jul 25 - Sun, Aug 16
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $390 Roundtrip, found 1 day ago
CA $390
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Jul 25 from Pearson Intl. to Logan Intl., returning Sun, Aug 16, priced at CA $390 found 1 day ago
Tue, Jun 30 - Sun, Jul 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $393 Roundtrip, found 10 hours ago
CA $393
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Tue, Jun 30 from Pearson Intl. to Logan Intl., returning Sun, Jul 5, priced at CA $393 found 10 hours ago
Sun, Aug 2 - Fri, Aug 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $395 Roundtrip, found 1 day ago
CA $395
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sun, Aug 2 from Pearson Intl. to Logan Intl., returning Fri, Aug 7, priced at CA $395 found 1 day ago
Tue, Jun 30 - Sun, Jul 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $397 Roundtrip, found 10 hours ago
CA $397
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Tue, Jun 30 from Pearson Intl. to Logan Intl., returning Sun, Jul 5, priced at CA $397 found 10 hours ago
Mon, Jul 20 - Thu, Jul 23
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Air Transat flight, departing Mon, Jul 20 from Pearson Intl. to Logan Intl., returning Thu, Jul 23, priced at CA $404 just found
OriginDestinationTravel datesFlights from*
MCOPortsmouthSeptember 3 to September 6CA $209
MCOPortsmouthSeptember 3 to September 6CA $209
MCOWindsor LocksJune 6 to June 10CA $212
MCOWindsor LocksJune 6 to June 10CA $212
FLLWorcesterJune 9 to June 12CA $298
MCOLondonderryJune 17 to June 29CA $299
MCOLondonderryJune 17 to June 29CA $299
FLLWarwickSeptember 4 to September 7CA $321
MCOWarwickAugust 17 to August 22CA $337
MCOWarwickAugust 17 to August 22CA $337
FLLBostonJuly 8 to July 14CA $354
RSWWarwickJune 16 to July 15CA $378
FLLWindsor LocksJune 17 to June 22CA $395
BOSWarwickJune 19 to June 22CA $469
SJUWindsor LocksJune 19 to June 24CA $723
*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
MCOWarwickMay 29 to May 31CA $341
MCOWarwickMay 29 to May 31CA $341
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 31 to June 6CA $630
FLLBostonMay 30 to June 1CA $700
MCOBostonMay 29 to June 1CA $739
MCOBostonMay 29 to June 1CA $739
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel
2.0-star property

Meco Hotel - Hostel

Aug 20 - Aug 25

5 night stay

Toronto (YTZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $2,606, price is now CA $1,571 per person
CA $1,571
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jul 16 - Jul 20

4 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Price was CA $3,128, price is now CA $1,795 per person
CA $1,795
per person
found 1 day ago
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 3 - Aug 9

6 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,433, price is now CA $3,175 per person
CA $3,175
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! (1,001 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! (1,513 reviews)
"The staff was great. Nice room"

Reviewed on May 20, 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! (1,005 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! (1,648 reviews)
"Clean room, helpful staff and ample parking"

Reviewed on May 21, 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 $209 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, July 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 $209. 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 $209 and CA $739 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.