Flights To Worcester County - Cheap Flights Starting at CA $211

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Worcester County's top cities

A modern building with a sign reading "THE HANOVER Theatre" and a decorative fountain in front.

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.

Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $346 Roundtrip, just found
CA $346
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Oct 28 from Pearson Intl. to Logan Intl., returning Sat, Oct 31, priced at CA $346 just found
Mon, Oct 26 - Wed, Oct 28
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $367 Roundtrip, just found
CA $367
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Oct 26 from Pearson Intl. to Logan Intl., returning Wed, Oct 28, priced at CA $367 just found
Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $388 Roundtrip, just found
CA $388
Roundtrip
just found
Select Air Transat flight, departing Wed, Oct 28 from Pearson Intl. to Logan Intl., returning Sat, Oct 31, priced at CA $388 just found
Tue, Oct 27 - Sat, Oct 31
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $397 Roundtrip, found 3 hours ago
CA $397
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Tue, Oct 27 from Pearson Intl. to Logan Intl., returning Sat, Oct 31, priced at CA $397 found 3 hours ago
Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $399 Roundtrip, just found
CA $399
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Oct 28 from Pearson Intl. to Logan Intl., returning Sat, Oct 31, priced at CA $399 just found
Wed, Oct 28 - Sat, Oct 31
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $399 Roundtrip, just found
CA $399
Roundtrip
just found
Select Air Transat flight, departing Wed, Oct 28 from Pearson Intl. to Logan Intl., returning Sat, Oct 31, priced at CA $399 just found
Thu, Oct 29 - Mon, Nov 2
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $401 Roundtrip, just found
CA $401
Roundtrip
just found
Select Delta flight, departing Thu, Oct 29 from Pearson Intl. to Logan Intl., returning Mon, Nov 2, priced at CA $401 just found
Thu, Oct 29 - Fri, Oct 30
YUL
Pierre Elliott Trudeau Intl.
BOS
Logan Intl.
CA $411 Roundtrip, found 19 hours ago
CA $411
Roundtrip
found 19 hours ago
Select Porter Airlines flight, departing Thu, Oct 29 from Pierre Elliott Trudeau Intl. to Logan Intl., returning Fri, Oct 30, priced at CA $411 found 19 hours ago
Wed, Oct 28 - Sun, Nov 1
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $434 Roundtrip, just found
CA $434
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 28 from Pearson Intl. to Logan Intl., returning Sun, Nov 1, priced at CA $434 just found
OriginDestinationTravel datesFlights from*
MCOPortsmouthNovember 7 to November 14CA $160
MCOPortsmouthNovember 7 to November 14CA $160
MCOWindsor LocksOctober 24 to October 29CA $240
MCOWindsor LocksOctober 24 to October 29CA $240
FLLWindsor LocksNovember 12 to November 16CA $277
MCOWarwickOctober 27 to November 3CA $304
MCOWarwickOctober 27 to November 3CA $304
FLLWarwickOctober 28 to November 2CA $321
MCOLondonderryDecember 6 to December 9CA $389
MCOLondonderryDecember 6 to December 9CA $389
BOSWindsor LocksOctober 20 to October 22CA $505
RSWWarwickOctober 21 to October 29CA $553
MCOWorcesterOctober 24 to October 31CA $568
MCOWorcesterOctober 24 to October 31CA $568
FLLWorcesterNovember 20 to November 22CA $625
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksOctober 10 to October 18CA $502
MCOWindsor LocksOctober 10 to October 18CA $502
SJUWindsor LocksOctober 9 to October 19CA $512
MCOPortsmouthOctober 10 to October 11CA $541
MCOPortsmouthOctober 10 to October 11CA $541
MCOWarwickOctober 9 to October 15CA $599
MCOWarwickOctober 9 to October 15CA $599
SJUBostonOctober 9 to October 19CA $636
FLLWindsor LocksOctober 10 to October 12CA $673
FLLBostonOctober 11 to October 21CA $706
SFOBostonOctober 10 to October 20CA $752
PHLBostonOctober 9 to October 12CA $804
BOSWindsor LocksOctober 10 to October 12CA $929
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

Nov 13 - Nov 16

3 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,612, price is now CA $1,164 per person
CA $1,164
per person
found 1 day ago
The Langham, Boston
5.0-star property

The Langham, Boston

Nov 13 - Nov 16

3 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,870, price is now CA $1,365 per person
CA $1,365
per person
found 1 day ago
Hotel Commonwealth
4.5-star property

Hotel Commonwealth

Oct 9 - Oct 12

3 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Price was CA $2,923, price is now CA $2,171 per person
CA $2,171
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Worcester County
View all trips

Travelers ❤️ These Worcester County 🏨

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.
9.2/10 Wonderful! (1,773 reviews)
"Although the it was busy and there were other guests and a wedding reception underway, it was quiet and restful. Highly recommend."

Reviewed on Oct 5, 2026

Opens in a new windowPublick House Historic Inn and Country Motor Lodge
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Westborough Country Club and Apex Entertainment Center are located nearby.
6.8/10 (1,005 reviews)
"We only stayed the one night, and left early in the morning, but the room was clean and comfortable."

Reviewed on Oct 5, 2026

Opens in a new windowExtended Stay America Suites Boston Westborough Computer Dr
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! (1,686 reviews)
"Nice"

Reviewed on Oct 5, 2026

Opens in a new windowWellsworth Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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)
"El agua del baño salio sicia la aviataion estaba con a rañas"

Reviewed on Oct 5, 2026

Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
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 $160 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 17 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, October 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 $160. 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 $160 and CA $929 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.