Search Cheap Flights to
Sterling

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Sterling Flights as Low as $48

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

Spirit Airlines
Tue, May 6 - Tue, May 13
MCO
Orlando Intl.
BOS
Logan Intl.
$48 Roundtrip, found 5 days ago
$48
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, May 6 from Orlando Intl. to Logan Intl., returning Tue, May 13, priced at $48 found 5 days ago
Spirit Airlines
Tue, Jun 3 - Wed, Jun 4
MCO
Orlando Intl.
BOS
Logan Intl.
$60 Roundtrip, found 4 hours ago
$60
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Orlando Intl. to Logan Intl., returning Wed, Jun 4, priced at $60 found 4 hours ago
Spirit Airlines
Wed, Jun 4 - Mon, Jun 9
MCO
Orlando Intl.
BOS
Logan Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Orlando Intl. to Logan Intl., returning Mon, Jun 9, priced at $69 found 2 days ago
Frontier Airlines
Tue, May 20 - Thu, May 22
MCO
Orlando Intl.
BOS
Logan Intl.
$73 Roundtrip, found 21 hours ago
$73
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando Intl. to Logan Intl., returning Thu, May 22, priced at $73 found 21 hours ago
Frontier Airlines
Tue, May 20 - Mon, May 26
MCO
Orlando Intl.
BOS
Logan Intl.
$78 Roundtrip, found 21 hours ago
$78
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando Intl. to Logan Intl., returning Mon, May 26, priced at $78 found 21 hours ago
Spirit Airlines
Tue, May 6 - Tue, May 13
MCO
Orlando Intl.
BOS
Logan Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, May 6 from Orlando Intl. to Logan Intl., returning Tue, May 13, priced at $84 found 5 days ago
Spirit Airlines
Tue, May 6 - Tue, May 13
MCO
Orlando Intl.
BOS
Logan Intl.
$88 Roundtrip, found 5 days ago
$88
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, May 6 from Orlando Intl. to Logan Intl., returning Tue, May 13, priced at $88 found 5 days ago
Frontier Airlines
Tue, May 20 - Sun, May 25
MCO
Orlando Intl.
BOS
Logan Intl.
$89 Roundtrip, found 21 hours ago
$89
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando Intl. to Logan Intl., returning Sun, May 25, priced at $89 found 21 hours ago
Spirit Airlines
Thu, May 22 - Sun, May 25
MCO
Orlando Intl.
BOS
Logan Intl.
$94 Roundtrip, found 21 hours ago
$94
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Thu, May 22 from Orlando Intl. to Logan Intl., returning Sun, May 25, priced at $94 found 21 hours ago
Frontier Airlines
Tue, Mar 11 - Mon, Mar 17
MCO
Orlando Intl.
BOS
Logan Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 11 from Orlando Intl. to Logan Intl., returning Mon, Mar 17, priced at $97 found 1 day ago
Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $102 found 4 hours ago
Bargain Flight
Fri, Mar 7 - Tue, Mar 11
MCO
Orlando Intl.
BOS
Logan Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Mar 7 from Orlando Intl. to Logan Intl., returning Tue, Mar 11, priced at $187 found 1 day ago
JetBlue Airways
Thu, Jun 5 - Mon, Jun 9
MCO
Orlando Intl.
BOS
Logan Intl.
$187 Roundtrip, found 4 hours ago
$187
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Jun 5 from Orlando Intl. to Logan Intl., returning Mon, Jun 9, priced at $187 found 4 hours ago
American Airlines
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
BOS
Logan Intl.
$203 Roundtrip, found 4 hours ago
$203
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jun 4 from Orlando Intl. to Logan Intl., returning Sat, Jun 7, priced at $203 found 4 hours ago
United
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
BOS
Logan Intl.
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Jun 4 from Orlando Intl. to Logan Intl., returning Sat, Jun 7, priced at $207 found 4 hours ago
JetBlue Airways
Sat, Mar 8 - Mon, Mar 10
MCO
Orlando Intl.
ORH
Worcester Regional
$415 Roundtrip, found 3 days ago
$415
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Mar 8 from Orlando Intl. to Worcester Regional, returning Mon, Mar 10, priced at $415 found 3 days ago

Cheap Flights to Sterling

Fall in love at first flight with your vacation to Sterling by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Sterling on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Sterling, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Sterling

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sterling with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ORH airport.

What is the cheapest month to fly to Sterling?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Sterling are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sterling?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Sterling.

What airport is best to fly into Sterling?

When you’re planning your trip to Sterling, convenience is the name of the game. Luckily, Sterling Worcester Regional Airport is nearby so you can deplane and get going on checking off everything on your Sterling must-do list.

How much are flights to Sterling?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sterling on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $48, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Sterling?

The trick to saving a stack of cash on your flight to Sterling? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $48 right now, why wait?

Sterling Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$136

Last Minute Hotel Deals in Sterling

Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 out of 5
59 Laurelwood Road, Sterling, MA
The price is $185 per night from Mar 9 to Mar 10
$185
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3.5-star hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland ...
8.6/10 Excellent! (124 reviews)
"Good price very clean will stay there again"

Reviewed on Dec 17, 2024

Chocksett Inn and Restaurant
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
The price is $238 per night from Mar 12 to Mar 13
$238
includes taxes & fees
Mar 12 - Mar 13
Stay at this 3.5-star family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (906 reviews)
"We had a great stay, will definitely be back"

Reviewed on Mar 5, 2025

Great Wolf Lodge Boston / Fitchburg, MA
Comfort Inn Auburn - Worcester
Comfort Inn Auburn - Worcester
2.5 out of 5
426 Southbridge St, Auburn, MA
The price is $104 per night from Mar 13 to Mar 14
$104
includes taxes & fees
Mar 13 - Mar 14
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (886 reviews)
"The night staff were efficient and friendly, the day staff were very helpful."

Reviewed on Feb 27, 2025

Comfort Inn Auburn - Worcester
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
The price is $156 per night from Mar 9 to Mar 10
$156
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,009 reviews)
"Very clean and staff very quick and respectful."

Reviewed on Mar 3, 2025

The Colonial Hotel
Hyatt Place Marlborough/Apex Center
Hyatt Place Marlborough/Apex Center
3 out of 5
169 Apex Drive, Marlborough, MA
The price is $139 per night from Mar 23 to Mar 24
$139
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,004 reviews)
"The evening manager for March 1 was amazing! Checked in multiple times and we had a great time using the lounge for an impromptu birthday dinner celebration. Great breakfast!"

Reviewed on Mar 2, 2025

Hyatt Place Marlborough/Apex Center
AC Hotel by Marriott Worcester
AC Hotel by Marriott Worcester
3.5 out of 5
125 Front St, Worcester, MA
The price is $184 per night from Mar 13 to Mar 14
$184
includes taxes & fees
Mar 13 - Mar 14
Stay at this 3.5-star business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,004 reviews)
"Stay here often. Nice. Clean , comfy"

Reviewed on Mar 2, 2025

AC Hotel by Marriott Worcester
Holiday Inn Express Hotel & Suites Auburn by IHG
Holiday Inn Express Hotel & Suites Auburn by IHG
2.5 out of 5
10-12 Johnson St, Auburn, MA
The price is $120 per night from Mar 11 to Mar 12
$120
includes taxes & fees
Mar 11 - Mar 12
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,004 reviews)
Great stay for a great price
"We were very impressed with the room for the price it was. We also really enjoyed the breakfast. It was the best hotel breakfast we had and were impressed with the many options. Check in was easy and the lady at the desk was very friendly and welcoming."

Reviewed on Mar 4, 2025

Holiday Inn Express Hotel & Suites Auburn by IHG
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4 out of 5
99 Erdman Way, Leominster, MA
The price is $171 per night from Mar 11 to Mar 12
$171
includes taxes & fees
Mar 11 - Mar 12
Stay at this 4-star business-friendly hotel in Leominster. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Decent stay, would stay again"

Reviewed on Feb 20, 2025

Doubletree by Hilton Hotel Leominster
See all 351 properties in Sterling
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.