Cheap Flight Deals to Ashland WI from CA $264

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Change your flight without a fee on select flights

How to find cheap flights to Ashland?

The cheapest prices found with in the last 7 days for return flights were CA $268 and CA $264 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

Your guide to flights to Ashland, WI

WestJet, Sun Country Airlines fly to Ashland, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Ashland WI currently costs between CA $268 and CA $268. Prices vary, but for the best fares, travel in May 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 $268. 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 April 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

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $122 per night from Apr. 5 to Apr. 6
CA $122
CA $137 total
includes taxes & fees
5 Apr - 6 Apr
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"easy access, quick check in the only negative is that the room i was in was near a smoking area or a room that allowed smoking and it seeped in to my room making it hard to breath and burning the eyes. the no smoking policy needs to be more strongly enforced"

Reviewed on 10 Mar. 2025

Super 8 by Wyndham 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

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $122 per night from Apr. 5 to Apr. 6
CA $122
CA $137 total
includes taxes & fees
5 Apr - 6 Apr
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"easy access, quick check in the only negative is that the room i was in was near a smoking area or a room that allowed smoking and it seeped in to my room making it hard to breath and burning the eyes. the no smoking policy needs to be more strongly enforced"

Reviewed on 10 Mar. 2025

Super 8 by Wyndham Ashland
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W, Ashland, WI
The price is CA $199 per night from Apr. 10 to Apr. 11
CA $199
CA $223 total
includes taxes & fees
10 Apr - 11 Apr
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 property ...
8.4/10 Very Good! (1,002 reviews)
You should stay here.
"I’ve stayed here several times and it’s been wonderful every time. The restaurant in the hotel is excellent and the staff is friendly and helpful. Breakfast was delicious and there’s always coffee on in the lobby"

Reviewed on 26 Mar. 2025

Best Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
The price is CA $157 per night from Apr. 13 to Apr. 14
CA $157
CA $176 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this beach hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
"If you’ve stayed at AmericInns before, this one is pretty much like the others. Beautiful view of LakeSuperior and the shoreline is right out the door! There’s also a small water park attached but they are in the process of taking out the slides and it was only open on weekends. The property is located ..."

Reviewed on 10 Mar. 2025

AmericInn by Wyndham 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.

Family Friendly Hotels in Ashland

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W, Ashland, WI
The price is CA $199 per night from Apr. 10 to Apr. 11
CA $199
CA $223 total
includes taxes & fees
10 Apr - 11 Apr
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 property ...
8.4/10 Very Good! (1,002 reviews)
You should stay here.
"I’ve stayed here several times and it’s been wonderful every time. The restaurant in the hotel is excellent and the staff is friendly and helpful. Breakfast was delicious and there’s always coffee on in the lobby"

Reviewed on 26 Mar. 2025

Best Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
The price is CA $157 per night from Apr. 13 to Apr. 14
CA $157
CA $176 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this beach hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,001 reviews)
"If you’ve stayed at AmericInns before, this one is pretty much like the others. Beautiful view of LakeSuperior and the shoreline is right out the door! There’s also a small water park attached but they are in the process of taking out the slides and it was only open on weekends. The property is located ..."

Reviewed on 10 Mar. 2025

AmericInn by Wyndham Ashland
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
The price is CA $122 per night from Apr. 5 to Apr. 6
CA $122
CA $137 total
includes taxes & fees
5 Apr - 6 Apr
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"easy access, quick check in the only negative is that the room i was in was near a smoking area or a room that allowed smoking and it seeped in to my room making it hard to breath and burning the eyes. the no smoking policy needs to be more strongly enforced"

Reviewed on 10 Mar. 2025

Super 8 by Wyndham Ashland
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2, Ashland, WI
The price is CA $140 per night from Apr. 14 to Apr. 15
CA $140
CA $157 total
includes taxes & fees
14 Apr - 15 Apr
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 ...
8.6/10 Excellent! (750 reviews)
"I liked the service and the room alot"

Reviewed on 19 Mar. 2025

Quality Inn Ashland - Lake Superior
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.
AmericInn by Wyndham Duluth South Black Woods Event Center
The Oliver Inn
La Quinta Inn & Suites by Wyndham Duluth
Don't see what you're looking for?
See all available trips from Toronto to Ashland
View all trips

Ashland flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Proctor
Don't see what you're looking for?
See all available trips from Calgary to Ashland
View all trips

Need a car after flight to Ashland?

Frequently asked questions

Which airlines fly to Ashland?
Don’t put it off any longer. Book your plane ticket to Ashland now. There are 16 carriers for you to take your pick of, including:

  • Delta Air Lines
  • Sun Country Airlines
  • American Airlines

Where to stay in Ashland
Whether you’re visiting Ashland on a family escape, a solo journey or something else, we’re confident you’ll find the ideal place to get some shut-eye. Book with Travelocity and choose from 20 accommodations within easy reach of the heart of town.After a jam-packed day of exploring the attractions of Ashland, there’s nothing better than coming home to a comfortable room and a soft bed. The Cozy Remodeled Cottage In Heart Of Ashland and the Cobblestone Inn & Suites - Ashland are a few of Travelocity’s top accommodations.
Places to visit in Ashland
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How to get through airport security fast when traveling to Ashland
These useful tips and hints about airport security will save you lots of time on your journey to Ashland:

  • Have your travel ID and boarding pass within easy reach. They’ll be the first things you’ll be asked for by security personnel.
  • Wallets, USB sticks and keys must be placed in a bin for X-raying. If you walk into the body scanner with any of these items, you’ll be turned back and instructed to remove them.
  • Digital cameras, laptops and other electronic devices must be placed in separate trays to be X-rayed.
  • When it comes to flying with gels and liquids, all passengers are allowed a quart-sized clear zip-lock bag to keep containers no bigger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces before entering the body scanner. Depending on what sort of shoes you’ve got on, security may instruct you to take them off.
  • Pocketknives and corkscrews are not allowed on board the aircraft. Stash them away in your checked luggage to avoid them being confiscated at the security checkpoint.

Plane Tickets To Ashland

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Ashland. Browse through our inventory to explore a wide range of cheap flights to Ashland to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Ashland as you anxiously await to exit the plane and explore what Ashland has to offer. Considering all the amazing local food and culture in Ashland, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Ashland to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Ashland without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Ashland with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Ashland today!

*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.