Search Cheap Flights to
Ashland

Photo by Swetha Srinivasan

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Ashland Flights as Low as $179

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

JetBlue Airways
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $179 found 4 days ago
Delta
Mon, Jun 2 - Mon, Jun 9
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Jun 2 from Southwest Florida Intl. to Logan Intl., returning Mon, Jun 9, priced at $179 found 4 days ago
JetBlue Airways
Sun, Jun 1 - Thu, Jun 12
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Jun 1 from Southwest Florida Intl. to Logan Intl., returning Thu, Jun 12, priced at $187 found 4 days ago
Delta
Fri, Jun 6 - Mon, Jun 9
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Jun 6 from Southwest Florida Intl. to Logan Intl., returning Mon, Jun 9, priced at $189 found 4 days ago
United
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$195 Roundtrip, found 17 hours ago
$195
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $195 found 17 hours ago
JetBlue Airways
Sun, Jun 1 - Sat, Jun 7
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Jun 1 from Southwest Florida Intl. to Logan Intl., returning Sat, Jun 7, priced at $197 found 4 days ago
American Airlines
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$200 Roundtrip, found 17 hours ago
$200
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $200 found 17 hours ago
United
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$200 Roundtrip, found 17 hours ago
$200
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $200 found 17 hours ago
United
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$205 Roundtrip, found 17 hours ago
$205
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $205 found 17 hours ago
JetBlue Airways
Sun, Jun 1 - Fri, Jun 13
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Jun 1 from Southwest Florida Intl. to Logan Intl., returning Fri, Jun 13, priced at $207 found 4 days ago
Delta
Fri, Jun 6 - Fri, Jun 13
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Jun 6 from Southwest Florida Intl. to Logan Intl., returning Fri, Jun 13, priced at $209 found 4 days ago
JetBlue Airways
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$211 Roundtrip, found 17 hours ago
$211
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $211 found 17 hours ago
JetBlue Airways
Wed, Jun 4 - Tue, Jun 10
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$216 Roundtrip, found 17 hours ago
$216
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Logan Intl., returning Tue, Jun 10, priced at $216 found 17 hours ago
JetBlue Airways
Sat, Jun 7 - Sat, Jun 7
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Jun 7 from Southwest Florida Intl. to Logan Intl., returning Sat, Jun 7, priced at $219 found 4 days ago
Breeze Airways
Thu, Apr 17 - Thu, Apr 24
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$237 Roundtrip, found 9 hours ago
$237
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Apr 17 from Southwest Florida Intl. to Portsmouth Intl., returning Thu, Apr 24, priced at $237 found 9 hours ago
Spirit Airlines
Sun, Apr 20 - Sat, Apr 26
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$266 Roundtrip, found 9 hours ago
$266
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Sun, Apr 20 from Southwest Florida Intl. to Logan Intl., returning Sat, Apr 26, priced at $266 found 9 hours ago

Cheap Flights to Ashland

Fall in love at first flight with your vacation to Ashland 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 Ashland on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Ashland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Ashland 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 Ashland?

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 Ashland are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Ashland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Ashland.

What airport is best to fly into Ashland?

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

How much are flights to Ashland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Ashland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $179, 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 Ashland?

The trick to saving a stack of cash on your flight to Ashland? 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 $179 right now, why wait?

Ashland Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$87

Last Minute Hotel Deals in Ashland

citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
The price is $214 per night from Apr 22 to Apr 23
$214
includes taxes & fees
Apr 22 - Apr 23
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.4/10 Exceptional! (987 reviews)
"Loved how clean and unique this property was. Great common space and breakfast option. Good for a solo or couple traveling. Bed was so comfortable and room vibe was so cozy. Room is small, but there is storage room and huge community space. Really enjoyed everything about our stay. Highly ..."

Reviewed on Apr 13, 2025

citizenM Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
The price is $204 per night from Apr 22 to Apr 23
$204
includes taxes & fees
Apr 22 - Apr 23
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,572 reviews)
"Arriving early, my room was ready; however, it was a room facing the busy street, with an entry facing common shared areas with high traffic. As a single woman, I did not want an area with limited privacy; worse yet, an area with internal and external access to many- as well as noisy. Ben, at check ..."

Reviewed on Apr 11, 2025

Copley Square Hotel, a FOUND Hotel
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
The price is $142 per night from Apr 27 to Apr 28
$142
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,785 reviews)
"Easy access. Friendly and helpful staff."

Reviewed on Apr 14, 2025

Four Points by Sheraton Boston Newton
The Westin Copley Place, Boston, a Marriott Hotel
The Westin Copley Place, Boston, a Marriott Hotel
4 out of 5
10 Huntington Ave, Boston, MA
The price is $357 per night from May 3 to May 4
$357
includes taxes & fees
May 3 - May 4
Stay at this 4-star eco-certified hotel in Boston. Enjoy 4 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (1,222 reviews)
"Great staff."

Reviewed on Apr 8, 2025

The Westin Copley Place, Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
4 out of 5
39 Dalton St, Boston, MA
The price is $260 per night from Apr 24 to Apr 25
$260
includes taxes & fees
Apr 24 - Apr 25
Book a stay at this eco-certified hotel in Boston. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the ...
8.2/10 Very Good! (1,766 reviews)
"Too bad we didn’t get to see the new lobby it seems very nice"

Reviewed on Apr 11, 2025

Sheraton Boston, a Marriott Hotel
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
The price is $262 per night from May 11 to May 12
$262
includes taxes & fees
May 11 - May 12
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,773 reviews)
"It was great to wake up to the river view and see all the activity on the water. Great access to riverfront trail"

Reviewed on Apr 14, 2025

Hyatt Regency Boston/Cambridge
Courtyard by Marriott Boston-Cambridge
Courtyard by Marriott Boston-Cambridge
3.5 out of 5
777 Memorial Dr, Cambridge, MA
The price is $276 per night from Apr 23 to Apr 24
$276
includes taxes & fees
Apr 23 - Apr 24
Stay at this 3.5-star eco-certified hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,003 reviews)
Love it here!
"Thank you so much for a lovely stay! My friends and I will definitely be back soon!"

Reviewed on Apr 12, 2025

Courtyard by Marriott Boston-Cambridge
Boston Marriott Copley Place
Boston Marriott Copley Place
4 out of 5
110 Huntington Ave, Boston, MA
The price is $341 per night from Apr 16 to Apr 17
$341
includes taxes & fees
Apr 16 - Apr 17
Stay at this 4-star business-friendly hotel in Boston. Enjoy 3 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,514 reviews)
"Liked the property but didn’t like the undisclosed “destination fee”"

Reviewed on Apr 9, 2025

Boston Marriott Copley Place
See all 1,803 properties in Ashland
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.