$66 Cheap flights to Worcester County

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Top places to visit in Worcester County

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Worcester

Worcester

Cheap flights to Worcester County from $66 One Way, $108 Round Trip

$108 return flights and $66 one-way flights to Worcester County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 5 - Mon, Feb 8
MCO
Orlando
BOS
Boston
$108 Roundtrip, found 4 hours ago
$108
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Feb 5 from Orlando to Boston, returning Mon, Feb 8, priced at $108 found 4 hours ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando
PSM
Portsmouth
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando to Portsmouth, returning Sun, Dec 6, priced at $127 found 2 days ago
Wed, Jan 13 - Sat, Jan 30
MCO
Orlando
MHT
Manchester
$149 Roundtrip, found 4 hours ago
$149
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jan 13 from Orlando to Manchester, returning Sat, Jan 30, priced at $149 found 4 hours ago
Thu, Jan 21 - Mon, Jan 25
MCO
Orlando
BDL
Hartford
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to Hartford, returning Mon, Jan 25, priced at $157 found 2 days ago
Thu, Jan 21 - Tue, Jan 26
MCO
Orlando
PVD
Providence
$187 Roundtrip, found 4 hours ago
$187
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to Providence, returning Tue, Jan 26, priced at $187 found 4 hours ago
Sat, Jan 16 - Tue, Jan 19
MCO
Orlando
BOS
Boston
$189 Roundtrip, found 4 hours ago
$189
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sat, Jan 16 from Orlando to Boston, returning Tue, Jan 19, priced at $189 found 4 hours ago
Sat, Dec 5 - Wed, Dec 9
LAX
Los Angeles
BDL
Hartford
$250 Roundtrip, found 6 days ago
$250
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Dec 5 from Los Angeles to Hartford, returning Wed, Dec 9, priced at $250 found 6 days ago
Wed, Dec 16 - Thu, Dec 17
LAX
Los Angeles
BOS
Boston
$278 Roundtrip, found 2 days ago
$278
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 16 from Los Angeles to Boston, returning Thu, Dec 17, priced at $278 found 2 days ago
Wed, Dec 9 - Thu, Dec 10
LAX
Los Angeles
BOS
Boston
$281 Roundtrip, found 3 days ago
$281
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Dec 9 from Los Angeles to Boston, returning Thu, Dec 10, priced at $281 found 3 days ago
Sat, Jan 23 - Tue, Feb 2
LAX
Los Angeles
BOS
Boston
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jan 23 from Los Angeles to Boston, returning Tue, Feb 2, priced at $287 found 1 day ago
Sat, Jan 23 - Tue, Feb 2
LAX
Los Angeles
BOS
Boston
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jan 23 from Los Angeles to Boston, returning Tue, Feb 2, priced at $287 found 1 day ago
Sat, Jan 23 - Tue, Feb 2
LAX
Los Angeles
BOS
Boston
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jan 23 from Los Angeles to Boston, returning Tue, Feb 2, priced at $307 found 1 day ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOPortsmouthNovember 21 to November 21$271
RSWLondonderryNovember 22 to December 12$316
MCOWindsor LocksNovember 21 to November 25$338
MCOWindsor LocksNovember 21 to November 25$338
MCOWarwickNovember 20 to November 22$338
MCOWarwickNovember 20 to November 22$338
MCOWorcesterNovember 20 to November 22$357
RSWWindsor LocksNovember 20 to November 22$366
MCOLondonderryNovember 21 to December 2$375
MCOLondonderryNovember 21 to December 2$375
FLLBostonNovember 20 to November 22$387
FLLWarwickNovember 21 to November 27$411
FLLLondonderryNovember 22 to November 23$433
FLLWorcesterNovember 22 to November 27$485
RSWBostonNovember 21 to December 5$586
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Worcester County Accommodation Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Nov 20 to Nov 21
$101 total
Nov 20 - Nov 21
Total with taxes and fees
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 ...
7.6/10 Good! (1,000 reviews)
"This hotel looks as though it was recently taken over by a foreign entity. The hotel description indicated there was an on site restaurant/deli. There was an area in the reception area which looked like it might have been a food area but was completely roped off. The carpet in the hallways were in ..."

Reviewed on Nov 11, 2026

Opens in a new windowSonesta Select Boston Milford
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
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $92 total per night from Nov 15 to Nov 16
$92 total
Nov 15 - Nov 16
Total with taxes and fees
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 ...
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
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Nov 27 to Nov 28
$108 total
Nov 27 - Nov 28
Total with taxes and fees
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 ...
Opens in a new windowWellsworth Hotel
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DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Nov 22 to Nov 23
$118 total
Nov 22 - Nov 23
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,035 reviews)
"I feel like I'm part of a family when I am here."

Reviewed on Nov 12, 2026

Opens in a new windowDoubleTree by Hilton Hotel Boston - Westborough
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Worcester County

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First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Worcester County flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Worcester County and Worcester County flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Worcester County?
Check out the deals from the 24 airlines that offer flights to Worcester County. Whether you want to get comfortable in first class or save money in economy, they'll have a seat for you. Head for Logan Intl. Airport (BOS) with one of these trusted carriers:

  • JetBlue - 175 flights to Worcester County per month
  • Delta - 158 flights to Worcester County per month
  • Air Canada - 151 flights to Worcester County per month

How much is a flight to Worcester County?
If you're searching for a return flight, airfares ranged from $108 to $586 this week. The best one-way ticket prices were $66, originating from Orlando (MCO).
How to book the cheapest flight to Worcester County?
Snapping up cheap flights to Worcester County is as easy as booking with Orbitz. But if you'd love to make sure you're getting the best flight deals around, here are a few tips your budget will love:

  • Taking off from or landing at nearby airports may be cheaper. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' link. It'll bring up flight deals for the days around your chosen departure. Airfares often vary depending on what day of the week it is.
  • Select 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Lock in your airfare as soon as you know your travel dates. While you can get lucky on occasion, flights rarely fall in price as your departure date approaches.
  • Make serious savings on your getaway by combining your hotel, flights and car rental into an Orbitz package. Your budget will thank you for it.
  • If practical, avoid traveling in high seasons. Airfares significantly increase during summer, school breaks and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Worcester County?
Reserve your seats to Worcester County in January. This is a great month for bargain fares, followed by February and August. Find cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Worcester County?
To score a great flight deal, book on a Tuesday, Wednesday or Saturday. These are usually the cheapest days to purchase flights to Worcester County.
What is the cheapest day of the week to fly to Worcester County?
Think about departing early in the week if you want to get cheap flights to Worcester County. Orbitz data from 2020 shows Monday is typically the most affordable day to set off, followed by Tuesday. Saturdays were shown to have the highest ticket fares. Presumably, this is because most travelers choose to begin their vacation when the working week is over.
What is the cheapest month to fly to Worcester County?
Travel during August if you're on a budget. Orbitz data shows that this is generally the best month for cheap flights to Worcester County. June is when ticket prices are at their highest.
Which airlines allow free cancellation?
Plans change, and your ticket should be able to as well. That's why Orbitz makes it a breeze to search for flights with no change fees and free cancellation. Simply enter your departure and arrival points and then choose "Filter by flexible change policies." How's that for easy?
What do I need for the flight to Worcester County?
Whether you're a frequent flyer or it's your first time on a plane, you can never be too organized when traveling. Here are a few tips and things to take into account:

  • Travel paperwork such as e-tickets and identification are essential. To avoid any delays when checking in, make certain your booking is made with the exact name, gender and birth date as listed on your current ID.
  • A properly packed carry-on bag is just the ticket for flying in comfort. Given this journey to Worcester County is no short hop, take some snacks and things to keep you happy. Something to read will help you pass the time.
  • No matter what the weather is outside, plane cabins can get chilly. Bring a sweater on the flight with you to stay nice and warm.

How do I get cheap first-class/business deals to Worcester County?
Savvy travelers have honed the art of finding business or first-class fares to Worcester County without the astronomical price tag. Take their lead with these handy hints:

  • Being flexible doesn't just help with your yoga. Have some room to move around your travel dates so you can pick up cheaper airfares when they crop up.
  • Budget airlines offer first or business-class seats at a fraction of the usual cost. Ditch the full-service carriers and fly with one these cheaper options.
  • Take advantage of your airline's rewards program and upgrade your seat. You can also bid for an upgrade in an online auction if available.

What is the best time to go to Worcester County?
Worcester County is a lively place in May, July and August. If you plan to visit during these months, it would be wise to book well in advance to ensure you land the best deals. Curious to know what the summer's like in Worcester County? Average daily temperatures generally fluctuate between 60 ºF and 80 ºF. Like most of the Northern Hemisphere, summer begins June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.