Cheap Flights to Ashland from $99

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How Much Does it Cost To Fly To Ashland?

The cheapest prices found with in the last 7 days for return flights were $184 and $99 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ORDDuluthMarch 5 to March 11$184
ORDIronwoodFebruary 24 to February 24$203
MSPIronwoodFebruary 26 to March 1$203
PHXDuluthApril 20 to April 24$266
MSPDuluthFebruary 7 to February 14$269
DTWDuluthApril 4 to April 13$280
BOSDuluthFebruary 21 to March 3$292
LAXDuluthFebruary 19 to February 24$318
ATLDuluthFebruary 2 to February 7$381
BOSIronwoodMarch 9 to March 10$393
PHXIronwoodMarch 11 to March 17$465
ATLIronwoodFebruary 13 to February 17$471
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDIronwoodFebruary 1 to February 13$234
MSPDuluthFebruary 1 to February 10$289
ATLDuluthJanuary 31 to February 7$376
PHXDuluthJanuary 30 to February 6$432
LAXDuluthFebruary 1 to February 11$576
AVLDuluthJanuary 30 to February 3$694
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$184
Number of Airlines Serving
Airlines Serving
KEY LIME AIR DBA DENVER AIR CONNECTION, Delta
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Ashland Accommodation Deals

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W Ashland WI
$99 nightly
The price is $111 total per night from Jan 31 to Feb 1
$111 total
Jan 31 - Feb 1
Total with taxes and fees
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)
One of the best Super 8s we’ve stayed at. Hot breakfast, working hot tub, carpeted room, soft towels, great housekeeping staff.

Reviewed on Jan 13, 2026

Opens in a new windowSuper 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
$99 nightly
The price is $111 total per night from Jan 31 to Feb 1
$111 total
Jan 31 - Feb 1
Total with taxes and fees
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)
One of the best Super 8s we’ve stayed at. Hot breakfast, working hot tub, carpeted room, soft towels, great housekeeping staff.

Reviewed on Jan 13, 2026

Opens in a new windowSuper 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
$125 nightly
The price is $140 total per night from Jan 30 to Jan 31
$140 total
Jan 30 - Jan 31
Total with taxes and fees
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 property ...
8.4/10 Very Good! (1,001 reviews)
Excellent, nice and clean 🌷

Reviewed on Jan 10, 2026

Opens in a new windowBest Western The Hotel Chequamegon
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East Ashland WI
$118 nightly
The price is $132 total per night from Feb 1 to Feb 2
$132 total
Feb 1 - Feb 2
Total with taxes and fees
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 ...
7.6/10 Good! (1,002 reviews)
Staff were very friendly and breakfast was amazing! (Would only suggested there to be a container to get cold water to drink) Pool area was fun, wouldn’t necessarily call it a waterpark (just a kiddy slide) but fun nonetheless with the extra activities. Biggest stand out is the pool area is noticeably ...

Reviewed on Jan 19, 2026

Opens in a new windowAmericInn 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
$125 nightly
The price is $140 total per night from Jan 30 to Jan 31
$140 total
Jan 30 - Jan 31
Total with taxes and fees
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 property ...
8.4/10 Very Good! (1,001 reviews)
Excellent, nice and clean 🌷

Reviewed on Jan 10, 2026

Opens in a new windowBest Western The Hotel Chequamegon
AmericInn by Wyndham Ashland
Great for families

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East Ashland WI
$118 nightly
The price is $132 total per night from Feb 1 to Feb 2
$132 total
Feb 1 - Feb 2
Total with taxes and fees
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 ...
7.6/10 Good! (1,002 reviews)

Families like: Indoor pools, playground, game room, on the beach

Travelers say...
Staff were very friendly and breakfast was amazing! (Would only suggested there to be a container to get cold water to drink) Pool area was fun, wouldn’t necessarily call it a waterpark (just a kiddy slide) but fun nonetheless with the extra activities. Biggest stand out is the pool area is noticeably ...

Reviewed on Jan 19, 2026

Opens in a new windowAmericInn by Wyndham Ashland
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W Ashland WI
$99 nightly
The price is $111 total per night from Jan 31 to Feb 1
$111 total
Jan 31 - Feb 1
Total with taxes and fees
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)
One of the best Super 8s we’ve stayed at. Hot breakfast, working hot tub, carpeted room, soft towels, great housekeeping staff.

Reviewed on Jan 13, 2026

Opens in a new windowSuper 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
$94 nightly
The price is $105 total per night from Feb 12 to Feb 13
$105 total
Feb 12 - Feb 13
Total with taxes and fees
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 ...
8.8/10 Excellent! (936 reviews)
This hotel feels like staying in a cabin on the lake. The room was beautifully themed but also very clean. The view out the window of the lake was spectacular. The breakfast was actually quite tasty. Loads of options and even a fun pancake machine. The staff were extremely friendly and made you feel ...

Reviewed on Jan 16, 2026

Opens in a new windowQuality 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.

Need a Car For After Your Flight?

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
A day touring Ashland Historical Museum is a fantastic way to educate yourself in a relaxing way. Seeking more ideas? Whether you're an enthusiastic golfer or a beginner, you can't miss the chance to play a round at Chequamegon Bay Golf Course.
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!

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*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.