Cheap flights To Sturbridge (CEF) from $45

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Cheap Flights to Sturbridge from $45 One Way, $93 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Feb 26 - Mon, Mar 2
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$93 Roundtrip, found 9 hours ago
$93
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Thu, Feb 26 from Southwest Florida Intl. to Logan Intl., returning Mon, Mar 2, priced at $93 found 9 hours ago
Wed, Feb 11 - Wed, Feb 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$94 Roundtrip, found 6 days ago
$94
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Feb 11 from O'Hare Intl. to Logan Intl., returning Wed, Feb 11, priced at $94 found 6 days ago
Tue, Mar 3 - Wed, Mar 4
PHL
Philadelphia Intl.
BOS
Logan Intl.
$99 Roundtrip, found 6 days ago
$99
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Mar 3 from Philadelphia Intl. to Logan Intl., returning Wed, Mar 4, priced at $99 found 6 days ago
Sat, Mar 7 - Wed, Mar 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select United flight, departing Sat, Mar 7 from O'Hare Intl. to Logan Intl., returning Wed, Mar 11, priced at $105 found 5 days ago
Tue, Feb 17 - Fri, Feb 20
PHL
Philadelphia Intl.
BOS
Logan Intl.
$120 Roundtrip, found 12 hours ago
$120
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Philadelphia Intl. to Logan Intl., returning Fri, Feb 20, priced at $120 found 12 hours ago
Wed, Feb 18 - Wed, Feb 25
ORD
O'Hare Intl.
BOS
Logan Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Feb 18 from O'Hare Intl. to Logan Intl., returning Wed, Feb 25, priced at $130 found 1 day ago
Sat, Apr 18 - Sat, May 2
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Apr 18 from Southwest Florida Intl. to Portsmouth Intl., returning Sat, May 2, priced at $132 found 2 days ago
Thu, Feb 19 - Thu, Feb 19
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Feb 19 from Ronald Reagan Washington National to Logan Intl., returning Thu, Feb 19, priced at $132 found 6 days ago
Sun, Feb 15 - Mon, Feb 23
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Feb 15 from Southwest Florida Intl. to Worcester Regional, returning Mon, Feb 23, priced at $138 found 6 days ago
Thu, Feb 5 - Fri, Feb 6
TTN
Mercer
BOS
Logan Intl.
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Feb 5 from Mercer to Logan Intl., returning Fri, Feb 6, priced at $139 found 6 days ago

Sturbridge Flight Information

Traveling To
Sturbridge
Destination Airport IATA Code
CEF
Number of Airlines Serving
Airlines
Spirit Airlines, American Airlines, Delta, JetBlue Airways, Breeze Airways, Frontier Airlines, United
Flight Price
$93
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Sturbridge economy flight packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Manchester Downtown
4.0-star property

DoubleTree by Hilton Manchester Downtown

Mar 13 - Mar 18

5 night stay

Orlando (MCO) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Orlando (MCO)

Breeze Airways • Non-stop • Coach
Price was $732, price is now $585 per person
$585
per person
found 1 day ago
The Coach House
3.0-star property

The Coach House

Mar 24 - Mar 28

4 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Chicago (ORD)

American Airlines • Coach
Price was $744, price is now $600 per person
$600
per person
found 21 hours ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Mar 17 - Mar 19

2 night stay

Los Angeles (LAX) to Boston (BOS)

American Airlines • Coach

Boston (BOS) to Los Angeles (LAX)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,298, price is now $886 per person
$886
per person
found 1 day ago
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See all available trips from Orlando to Sturbridge
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Sturbridge first class flight packages

Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End
3.0-star property

Staypineapple, A Delightful Hotel, South End

8.8/10 Excellent! (1,000 reviews)

Mar 14 - Mar 18

4 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,481, price is now $1,342 per person
$1,342
per person
found 1 day ago
Had everything we needed?

Reviewed on Sep 21, 2025

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (181 reviews)

Mar 14 - Mar 18

4 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,613, price is now $2,099 per person
$2,099
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,004 reviews)

Mar 14 - Mar 18

4 night stay

Orlando (MCO) to Boston (BOS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,563, price is now $2,147 per person
$2,147
per person
found 1 day ago
No complaints , everything . I would go back again and again.

Reviewed on Jan 12, 2026

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See all available trips from Orlando to Sturbridge
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Sturbridge

Start your search for cheap flights to Sturbridge on Orbitz. Orbitz is where you will discover guaranteed low prices on Sturbridge flights, as well as all of the following conveniences:

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Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Sturbridge flights. You can also review and reserve hotel rooms for when your Sturbridge flights land and see other special offers.

Low Prices Guaranteed on Flights to Sturbridge

Orbitz offers large discounts on a wide range of Sturbridge flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Sturbridge while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Sturbridge to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Sturbridge. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Sturbridge?
With 20 airlines providing services to Logan Intl. Airport (BOS), the gateway to Sturbridge, you have loads of choice. Score an impressive deal among these renowned international airlines that'll take you to this city:

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

How much is a flight to Sturbridge?
Return flights to Sturbridge this week fluctuated between $93 and $139. If you were flying one-way out of Fort Myers (RSW), you could have landed tickets from as low as $45.
How to book the cheapest flight to Sturbridge?
Picking up cheap flights to Sturbridge is as easy as booking with Orbitz. But if you'd love to make sure you're walking away with the best flight deals around, here are some suggestions to keep in mind:

  • Depending on your departure city, choose the 'Nearby airports' function (located under the departure and arrival form fields). In some cases, alternative departure points offer more value for money.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' option to compare flight deals across different departure dates. You may find an even better fare.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • Book as soon as you've sorted your travel dates. While it does happen on occasion, tickets rarely get more affordable as your date of departure nears.
  • Make serious savings on your vacation by bundling your flights, hotels and car rentals into one handy package. Your travel budget will thank you for it.
  • Don't travel during the busy season if possible. By avoiding summer, school vacations and other popular dates, you can save plenty on your airfare.

What is the best time to book a flight to Sturbridge?
Pick up a bargain and secure your seats to Sturbridge in January. If you've missed this month, fear not. February and August often have affordable airfares as well. Just be careful you don't snooze on a sale — cheap flights appear and vanish in the tap of a button!
What day of the week is the cheapest to book a flight to Sturbridge?
When it comes to cheap flights to Sturbridge, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Sturbridge?
Think about departing early in the week to score cheap flights to Sturbridge. Orbitz data from 2020 suggests Monday is normally the cheapest day to take off, followed by Tuesday. Saturday was found to have the highest airfares. This is probably because most passengers choose to begin their getaway when the working week is over.
What is the cheapest month to fly to Sturbridge?
Consider jetting off sometime in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Sturbridge. June is when prices hit their peak.
Which airlines allow free cancellation?
We understand that plans change and flexibility is important. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than candy on a dashboard in summer!
What do I need for the flight to Sturbridge?
Flying can be fun if you're well prepared! Make your trip a comfortable one with the following useful tips:

  • Your travel documents are the most important things you'll need to carry on your flight to Sturbridge. To avoid any confusion at the time of check-in, make sure that the personal info on your ticket corresponds with your government-issued photo ID.
  • Take some activities to keep you entertained on your journey to Sturbridge. Magazines, books and electronic devices like tablets and e-readers are good ideas. Be sure to take a bottle of water too. Even on short flights, it's important to remain well-hydrated.
  • Even if you're flying when it's 100 degrees outside, take a sweater or hoodie on board with you. Airplane cabins can get a bit chilly!

How do I get cheap first-class/business deals to Sturbridge?
There are ways of booking business or first-class tickets to Sturbridge that won't burn a hole through your budget. Find a seat at the front of the plane for less with these great tips:

  • 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 a big sale drops.
  • Search for a budget airline that offers seats in business class. They usually come with more space and a glass of Champagne — and a more appealing price.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a flight loyalty scheme.

What is the best time to go to Sturbridge?
There's no right or wrong time to visit Sturbridge, though May, August and September are the liveliest months. For most places in the Northern Hemisphere, summer starts June 20. If you'd sooner spend most of your days in a T-shirt than a heavy winter coat, this time of year would be perfect for you. Expect average daily highs of 80 ºF and nighttime lows around 60 ºF.
Travel tips for Sturbridge

  • Start your sightseeing in the downtown area and take a walking tour of the city's renowned attractions. Old Sturbridge Village and Brimfield Antique Show are a couple of favorites with visitors.
  • You'll find rewarding day trips a short commute from Sturbridge's hustle and bustle. Set out for Naismith Memorial Basketball Hall of Fame first and then make tracks to Volleyball Hall of Fame.
  • Get your bum in the driver's seat and discover what else makes Worcester County a magnet for adventurers. Reserve a car rental with Orbitz and enjoy the bright lights of two more must-do cities — Bolton and Athol.

More to Explore

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.