Cheap Flights to Ashland from $55

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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 $110 and $55 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Nov 21 - Sun, Nov 23
ORD
O'Hare Intl.
DLH
Duluth Intl.
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Sun Country Airlines flight, departing Fri, Nov 21 from O'Hare Intl. to Duluth Intl., returning Sun, Nov 23, priced at $110 found 12 hours ago
OriginDestinationTravel DatesFlights From*
ORDDuluthAugust 31 to September 7$111
PHXDuluthSeptember 19 to September 26$156
LAXDuluthSeptember 4 to September 7$178
ORDIronwoodOctober 12 to October 12$193
MSPIronwoodAugust 19 to August 19$196
DTWDuluthOctober 14 to October 18$228
BOSDuluthSeptember 22 to September 30$248
ATLDuluthOctober 3 to October 8$248
MSPDuluthAugust 29 to September 1$290
DTWIronwoodAugust 7 to August 11$359
AVLDuluthAugust 26 to August 31$391
PHXIronwoodSeptember 16 to September 30$414
MFRDuluthAugust 1 to August 6$720
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MSPIronwoodJuly 27 to August 5$240
ORDIronwoodJuly 27 to August 3$241
PHXDuluthJuly 27 to August 15$313
ORDDuluthJuly 25 to July 27$321
LAXDuluthJuly 25 to July 28$348
BOSDuluthJuly 25 to August 7$370
ATLDuluthJuly 27 to August 4$559
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$110
Number of Airlines Serving
Airlines Serving
Sun Country Airlines
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
$170 nightly
The price is $190 total per night from Aug 20 to Aug 21
$190 total
Aug 20 - Aug 21
Total includes 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! (1,005 reviews)
"Very clean and nice room"

Reviewed on Jul 18, 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
$170 nightly
The price is $190 total per night from Aug 20 to Aug 21
$190 total
Aug 20 - Aug 21
Total includes 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! (1,005 reviews)
"Very clean and nice room"

Reviewed on Jul 18, 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
$246 nightly
The price is $275 total per night from Jul 26 to Jul 27
$275 total
Jul 26 - Jul 27
Total includes taxes and fees
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! (1,001 reviews)
"This was above and beyond what we expected for a Best Western! It was a historic hotel right on the water with a nice restaurant with a beautiful view. We would definitely stay here again if we were in the area"

Reviewed on Jul 6, 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
$229 nightly
The price is $256 total per night from Jul 22 to Jul 23
$256 total
Jul 22 - Jul 23
Total includes 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 ...
7.8/10 Good! (1,001 reviews)
"Clean and friendly"

Reviewed on Jul 18, 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
$246 nightly
The price is $275 total per night from Jul 26 to Jul 27
$275 total
Jul 26 - Jul 27
Total includes taxes and fees
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! (1,001 reviews)
"This was above and beyond what we expected for a Best Western! It was a historic hotel right on the water with a nice restaurant with a beautiful view. We would definitely stay here again if we were in the area"

Reviewed on Jul 6, 2025

Best 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
$229 nightly
The price is $256 total per night from Jul 22 to Jul 23
$256 total
Jul 22 - Jul 23
Total includes 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 ...
7.8/10 Good! (1,001 reviews)

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

Travelers say...
"Clean and friendly"

Reviewed on Jul 18, 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
$170 nightly
The price is $190 total per night from Aug 20 to Aug 21
$190 total
Aug 20 - Aug 21
Total includes 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! (1,005 reviews)
"Very clean and nice room"

Reviewed on Jul 18, 2025

Super 8 by Wyndham Ashland
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Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2, Ashland, WI
$207 nightly
The price is $232 total per night from Aug 5 to Aug 6
$232 total
Aug 5 - Aug 6
Total includes 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 ...
8.6/10 Excellent! (821 reviews)
"Property was nice but the pictures made me feel like it was nicer than it actually was."

Reviewed on Jul 12, 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

AmericInn by Wyndham Duluth

2.5 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Duluth (DLH)
Canal Park Lodge

Canal Park Lodge

3 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Duluth (DLH)
AmericInn by Wyndham Duluth South Black Woods Event Center

AmericInn by Wyndham Duluth South Black Woods Event Center

3 out of 5
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Duluth (DLH)
Don't see what you're looking for?
See all available trips from Cleveland to Ashland
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Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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!

*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.