Flights To Worcester County - Cheap Flights Starting at CA $219

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.

Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $346 Roundtrip, found 6 hours ago
CA $346
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $346 found 6 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $351 Roundtrip, found 6 hours ago
CA $351
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $351 found 6 hours ago
Thu, Nov 26 - Sat, Nov 28
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $354 Roundtrip, found 5 hours ago
CA $354
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Sat, Nov 28, priced at CA $354 found 5 hours ago
Thu, Nov 26 - Sat, Nov 28
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $354 Roundtrip, found 5 hours ago
CA $354
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Sat, Nov 28, priced at CA $354 found 5 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $378 Roundtrip, found 6 hours ago
CA $378
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $378 found 6 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $383 Roundtrip, found 6 hours ago
CA $383
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $383 found 6 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $386 Roundtrip, found 6 hours ago
CA $386
Roundtrip
found 6 hours ago
Select United flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $386 found 6 hours ago
Fri, Dec 11 - Mon, Dec 14
YVR
Vancouver Intl.
BOS
Logan Intl.
CA $403 Roundtrip, found 8 hours ago
CA $403
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Dec 11 from Vancouver Intl. to Logan Intl., returning Mon, Dec 14, priced at CA $403 found 8 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $409 Roundtrip, found 6 hours ago
CA $409
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $409 found 6 hours ago
OriginDestinationTravel datesFlights from*
MCOBostonNovember 7 to November 14CA $227
MCOBostonNovember 7 to November 14CA $227
FLLBostonNovember 4 to November 11CA $227
MCOWindsor LocksNovember 3 to November 4CA $289
MCOWarwickOctober 27 to November 3CA $304
MCOWarwickOctober 27 to November 3CA $304
FLLWindsor LocksNovember 12 to November 15CA $319
RSWWarwickJanuary 21 to January 24CA $319
FLLWarwickOctober 28 to November 2CA $321
MCOLondonderryDecember 10 to January 12CA $435
MCOLondonderryDecember 10 to January 12CA $435
MCOWorcesterOctober 24 to October 31CA $614
MCOWorcesterOctober 24 to October 31CA $614
FLLWorcesterNovember 14 to November 27CA $618
RSWLondonderryNovember 8 to November 24CA $931
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOPortsmouthOctober 17 to October 24CA $335
MCOPortsmouthOctober 17 to October 24CA $335
MCOLondonderryOctober 17 to October 24CA $486
MCOLondonderryOctober 17 to October 24CA $486
MCOWindsor LocksOctober 17 to October 18CA $487
MCOWindsor LocksOctober 17 to October 18CA $487
FLLWindsor LocksOctober 17 to October 19CA $489
FLLWarwickOctober 17 to October 19CA $501
SJUWindsor LocksOctober 17 to October 24CA $515
SFOBostonOctober 17 to October 21CA $558
FLLBostonOctober 16 to October 18CA $766
FLLWorcesterOctober 16 to October 28CA $798
PHLBostonOctober 16 to October 18CA $898
*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

Jan 1 - Jan 3

2 night stay

Ottawa (YOW) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,801, price is now CA $1,278 per person
CA $1,278
per person
found 1 day ago
The Whitney Hotel
4.0-star property

The Whitney Hotel

Nov 5 - Nov 9

4 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,839, price is now CA $1,951 per person
CA $1,951
per person
found 12 hours ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Nov 12 - Nov 15

3 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,753, price is now CA $1,963 per person
CA $1,963
per person
found 22 hours ago
Don't see what you're looking for?
See all available trips from Ottawa to Worcester County
View all trips

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! (1,005 reviews)
"Great property and great staff"

Reviewed on Oct 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.
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.
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
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 The Tasting Room - An Italian Wine Shop and Hopkinton Center for the Arts are located nearby.
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 $227 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, 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 $227. 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 $227 and CA $931 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.