Search Cheap Flights to
Ashland

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Ashland Flights as Low as $102

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

Breeze Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 17 hours ago
$102
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Wed, Sep 17, priced at $102 found 17 hours ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 4 days ago
Breeze Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 17 hours ago
$112
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Wed, Sep 17, priced at $112 found 17 hours ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $117 found 4 days ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $127 found 2 days ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $132 found 1 day ago
Spirit Airlines
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$136 Roundtrip, found 5 hours ago
$136
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $136 found 5 hours ago
Delta
Mon, Nov 3 - Mon, Nov 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Nov 3 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 3, priced at $137 found 6 hours ago
JetBlue Airways
Mon, Aug 4 - Sun, Aug 10
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Aug 4 from Ronald Reagan Washington National to Logan Intl., returning Sun, Aug 10, priced at $155 found 6 days ago
Bargain Flight
Sat, Jul 26 - Wed, Jul 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Sat, Jul 26 from Ronald Reagan Washington National to Logan Intl., returning Wed, Jul 30, priced at $167 found 5 days ago
American Airlines
Sat, Aug 16 - Sun, Aug 24
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$180 Roundtrip, found 8 hours ago
$180
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Aug 16 from Ronald Reagan Washington National to Logan Intl., returning Sun, Aug 24, priced at $180 found 8 hours ago
Delta
Tue, Jul 29 - Tue, Aug 5
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 29 from Ronald Reagan Washington National to Worcester Regional, returning Tue, Aug 5, priced at $185 found 1 day ago
Frontier Airlines
Mon, Sep 22 - Mon, Sep 29
MCO
Orlando Intl.
BOS
Logan Intl.
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Sep 22 from Orlando Intl. to Logan Intl., returning Mon, Sep 29, priced at $237 found 8 hours ago
Delta
Tue, Oct 14 - Wed, Oct 15
BHM
Birmingham Intl.
BOS
Logan Intl.
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 14 from Birmingham Intl. to Logan Intl., returning Wed, Oct 15, priced at $277 found 5 days ago
JetBlue Airways
Mon, Jun 30 - Thu, Jul 3
MCO
Orlando Intl.
ORH
Worcester Regional
$289 Roundtrip, found 17 hours ago
$289
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Mon, Jun 30 from Orlando Intl. to Worcester Regional, returning Thu, Jul 3, priced at $289 found 17 hours ago
Delta
Tue, Jul 29 - Tue, Aug 5
BHM
Birmingham Intl.
ORH
Worcester Regional
$348 Roundtrip, found 1 day ago
$348
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 29 from Birmingham Intl. to Worcester Regional, returning Tue, Aug 5, priced at $348 found 1 day 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 September, 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 15 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 $102, 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 $102 right now, why wait?

Ashland Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Ashland

citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
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 ...
9.2/10 Wonderful! (1,285 reviews)
"Excellent location; nearby transit; decent breakfast buffet; clean room and very good bed"

Reviewed on Jun 22, 2025

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citizenM Boston Back Bay
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,116 reviews)
"Short business trip. Did a lot of writing/teleconferences from room and the Internet was good. Quiet (21st floor) and conveniently located. Used the heath club and the facilities were good."

Reviewed on Jun 20, 2025

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Hilton Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star 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! (3,719 reviews)
"Very conveniently located and very nice boutique hotel. Will stay again."

Reviewed on Jun 23, 2025

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Copley Square Hotel, a FOUND Hotel
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
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! (1,922 reviews)
"Front desk staff was very helpful and friendly and so was the shuttle service. I had one issue, housekeeping came earliest in the day but I slept in so they had no access. I left later in tue afterwards, removed the sign feom the door and saw the housekeeper outside my door, even said hello, but ..."

Reviewed on Jun 22, 2025

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Hyatt Regency Boston/Cambridge
Boston Marriott Copley Place
Boston Marriott Copley Place
4 out of 5
110 Huntington Ave, Boston, MA
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! (1,568 reviews)
"Friendly staff"

Reviewed on Jun 23, 2025

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Boston Marriott Copley Place
Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,009 reviews)
"Very friendly and helpful staff and comfortable room. However, the first room we were assigned had a strong cigarette smell. The front desk shifted our room and the new room was fine. There was a youth hockey team staying there and their adults were very poor chaperones. The teenage boys were loudly ..."

Reviewed on Jun 22, 2025

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Embassy Suites by Hilton Boston Waltham
The Arcadian Hotel
The Arcadian Hotel
3.5 out of 5
1200 Beacon St, Brookline, MA
Stay at this 3.5-star hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (3,122 reviews)
"Overnight with friends for a concert and baseball game."

Reviewed on Jun 22, 2025

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The Arcadian Hotel
Sheraton Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
4 out of 5
39 Dalton St, Boston, MA
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! (1,740 reviews)
"Nice room with a view of the summer solstice sunset. The pool was very welcome as we had very hot weather during our stay."

Reviewed on Jun 23, 2025

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Sheraton Boston, a Marriott Hotel
See all 1,833 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.