Cheap Flight Deals to Ashland OR from CA $209

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How to find cheap flights to Ashland?

The cheapest prices found with in the last 7 days for return flights were CA $214 and CA $209 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SEAMedfordAugust 28 to September 3CA $214
LASMedfordJune 8 to June 19CA $310
SFOMedfordJune 18 to June 28CA $557
LAXMedfordJune 6 to June 14CA $707
*Prices include taxes and fees

Your guide to flights to Ashland, OR

Alaska Airlines fly to Ashland, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Ashland OR currently costs between CA $214 and CA $707. Prices vary, but for the best fares, travel in June when prices are at their lowest.  

Top tips for finding cheap flights to Ashland  

The cheapest flight for a round trip to Ashland is currently CA $214. When you search for flights to Ashland, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Ashland for nearby days.  The cheapest month to travel to Ashland is October from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Ashland 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Ashland with Travelocity 

We have top deals on plane tickets even for last minute flights to Ashland, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Ashland for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Ashland

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
1801 Siskiyou Blvd, Ashland, OR
The price is CA $136 per night from Jun. 3 to Jun. 4
CA $136
per night
Jun. 3 - Jun. 4
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in ...
7/10 Good! (997 reviews)
"Our room was spacious and well decorated. Everything was clean and comfortable. We enjoyed the hot pool. We couldn't find the ice machine. It appears that it was removed."

Reviewed on 29 Mar. 2024

Cedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
The price is CA $102 per night from May 30 to May 31
CA $102
per night
May 30 - May 31
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Helpful staff"

Reviewed on 28 May 2024

Timbers INN and Suites
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
The price is CA $116 per night from Jun. 2 to Jun. 3
CA $116
per night
Jun. 2 - Jun. 3
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery ...
6.4/10 (392 reviews)
"We like the price, it’s within walking distance of 3 restaurants, and easy access to the freeway. It’s a quiet place. The bed and towels are always clean but the floors need more attention."

Reviewed on 28 May 2024

Relax Inn At Ashland
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Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is CA $156 per night from May 30 to May 31
CA $156
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"Very helpful"

Reviewed on 26 May 2024

Flagship Inn of 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.

Luxury Hotels in Ashland

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is CA $244 per night from Jun. 2 to Jun. 3
CA $244
per night
Jun. 2 - Jun. 3
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
Good enough
"I used to love staying here. While it is still a good place to stay, the breakfast isn't nearly as good as it used to be and the room I stayed in smelled like Febreeze had been used to cover up a pet smell. (I was assigned to a pet-friendly room because I booked on Expedia.) Overall, it was still ..."

Reviewed on 24 May 2024

Plaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
The price is CA $318 per night from Jun. 4 to Jun. 5
CA $318
per night
Jun. 4 - Jun. 5
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,009 reviews)
"Just a one night stay, but the historical nature of the building (despite small rooms) was wonderful. The guests were so kind to my puppy! Great hotel"

Reviewed on 26 May 2024

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is CA $203 per night from May 30 to May 31
CA $203
per night
May 30 - May 31
Book a stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,533 reviews)
"Great property is very large and our five couple group was spread out. Front desk would not connect us to other rooms unless we knew their room numbers. If we knew that we would have called them directly!"

Reviewed on 26 May 2024

Ashland Hills Hotel & Suites
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Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
The price is CA $178 per night from Jun. 9 to Jun. 10
CA $178
per night
Jun. 9 - Jun. 10
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,005 reviews)
Funky fun place to stay off the I-5
"This hotel is fantastic! Rustic looking with a stuffed buffalo head on the wall of the lobby, we werent sure what we were getting into. Turns out it was sheer awesomeness. Comfy beds, a fireplace where you can build a toasty fire while sitting in your own private hot tub. In the morning you can enjoy ..."

Reviewed on 24 May 2024

Callahan's Mountain Lodge
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.

Family Friendly Hotels in Ashland

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is CA $203 per night from May 30 to May 31
CA $203
per night
May 30 - May 31
Book a stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,533 reviews)
"Great property is very large and our five couple group was spread out. Front desk would not connect us to other rooms unless we knew their room numbers. If we knew that we would have called them directly!"

Reviewed on 26 May 2024

Ashland Hills Hotel & Suites
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is CA $244 per night from Jun. 2 to Jun. 3
CA $244
per night
Jun. 2 - Jun. 3
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
Good enough
"I used to love staying here. While it is still a good place to stay, the breakfast isn't nearly as good as it used to be and the room I stayed in smelled like Febreeze had been used to cover up a pet smell. (I was assigned to a pet-friendly room because I booked on Expedia.) Overall, it was still ..."

Reviewed on 24 May 2024

Plaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
1801 Siskiyou Blvd, Ashland, OR
The price is CA $136 per night from Jun. 3 to Jun. 4
CA $136
per night
Jun. 3 - Jun. 4
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in ...
7/10 Good! (997 reviews)
"Our room was spacious and well decorated. Everything was clean and comfortable. We enjoyed the hot pool. We couldn't find the ice machine. It appears that it was removed."

Reviewed on 29 Mar. 2024

Cedarwood Inn of Ashland
Save an average of 15% on thousands of hotels when you're signed in
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St, Ashland, OR
The price is CA $203 per night from May 30 to May 31
CA $203
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
"Helpful staff. No hassles here."

Reviewed on 19 May 2024

Best Western Windsor Inn
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.

Best Ashland Flight and Hotel Packages

Ashland flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Rogue Regency Inn and Suites
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Frequently asked questions

Which airlines fly to Ashland?
Chosen the dates for your big adventure to Ashland? With 7 air companies servicing this city, you’re bound to find a flight that suits your travel plans. Here are some of the most popular carriers:

  • Alaska Airlines
  • United Airlines
  • Delta Air Lines

What airport is best to fly into Ashland?
Booking your getaway to Ashland is straightforward, as it’s serviced by just one airport. You’ll find Medford Airport approximately 23 kilometers from the downtown hustle and bustle.
Where to stay in Ashland
Studied up on Ashland, planned your vacation outfits but haven’t yet locked in your accommodations? Travelocity is here to help. Select from 387 centrally located properties and start packing those bags!The The Pioneer ~ Closest to OSF! and the The Pioneer House -North Suite (Upstairs) - Closest to OSF! are our suggested accommodation options. Make a reservation and then you can get down to the good stuff — booking your thrilling travel activities.
Places to visit in Ashland
0 Like some more ideas? 0 And that’s not all there is. 0
How to get through airport security fast when traveling to Ashland
These practical tips and pointers about airport security procedures will save you plenty of time on your way to Ashland:

  • Airport security personnel will expect to see your travel ID and boarding pass upon arrival. Keep them in a convenient place, so they’re ready for inspection.
  • Remove your shoes, belt and jewellery before arriving at the airport security checkpoint. Items such as these are not allowed in the body scanner.
  • Laptops, digital cameras and other electronic devices must be placed in a tub to be X-rayed.
  • Flying with a new perfume or cologne? As long as it’s no greater than 3.4 ounces (100 milliliters) and it’s stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Construction boots and other cumbersome shoes are likely to be X-rayed by security personnel. We suggest wearing lightweight sneakers instead.
  • Pack any multi-tools or other pointy items inside your checked luggage. Airport security won’t permit these on the aircraft.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Flights To Ashland

For a vacation filled with the sights and sounds of the largest regional repertory theater in the United States, check out flights to Ashland, Oregon. From February to October, the heart of the city throbs with the Oregon Shakespeare Festival, making it a destination for theater and music lovers. Ashland vacation packages are a frugal choice when booking travel to arts events in the area. The nearby Medford International Airport (MFR) takes you to the heart of the Rogue Valley; only a few miles north of Ashland.

Transportation from MFR

Hotels near Medford International Airport are a convenient base to explore the rich Rogue Valley and its attractions. While bus transportation is available, a rental car is the easiest way to get around the valley as you travel the 16.2 miles south on I-5 to Ashland or head north to the nearby cities of Rogue River or Grants Pass. In addition to the world-renowned Shakespeare Festival, Ashland is the home of Southern Oregon University and the National Fish and Wildlife Forensics Laboratory, where experts help solve crimes against wildlife. Summer rafting on the Rogue River and winter skiing at Mt. Ashland make Ashland and the Rogue Valley a year-round destination. Ashland hotels are only a few miles down the mountain from the skiing and snowboarding in winter, but be prepared with chains for snowy roads.

Visit Ashland

In addition to the Oregon Shakespeare Festival, Ashland hosts a wide variety of musical and theatrical venues. Immerse yourself in the public concerts, comedy shows, and festivals held in and around the Ashland area and don't forget to take home some of the fruits from the orchards that fill the valley. When booking Ashland flights, save up to $537 when you book a hotel and flight at the same time. Travelocity will help you find the best deals on Ashland airfare, allowing you to save money to take in one more performance before heading home.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.