
Cheap Flights to Ashland County from $132 (2026/2027)
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Jet to one of Ashland County's top cities

Ashland
Flights
How Much Does it Cost To Fly To Ashland County?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MSP
Minneapolis - St. Paul Intl.
IWD
Gogebic County
$264 Roundtrip, found 19 hours ago
$264
Roundtrip
found 19 hours ago
MSP
Minneapolis - St. Paul Intl.
IWD
Gogebic County
$274 Roundtrip, found 19 hours ago
$274
Roundtrip
found 19 hours ago
ORD
O'Hare Intl.
IWD
Gogebic County
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
MSP
Minneapolis - St. Paul Intl.
IWD
Gogebic County
$284 Roundtrip, found 3 days ago
$284
Roundtrip
found 3 days ago
MSP
Minneapolis - St. Paul Intl.
IWD
Gogebic County
$294 Roundtrip, found 17 hours ago
$294
Roundtrip
found 17 hours ago
ORD
O'Hare Intl.
IWD
Gogebic County
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
ORD
O'Hare Intl.
IWD
Gogebic County
$310 Roundtrip, found 2 days ago
$310
Roundtrip
found 2 days ago
Travelers ❤️ These Ashland County 🏨

Cobblestone Inn & Suites - Ashland
818 Main Street W. Ashland WI
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ashland Mural Walk and Ashland Historical Museum are located nearby.

Lakeside Motel
1706 Lake Shore Dr W Ashland WI
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Maslowski Beach and Ashland Mural Walk are located nearby.

Hotel Chequamegon, BW Signature Collection
101 Lake Shore Dr W Ashland WI
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 condition in our reviews. Popular attractions Ashland Historical Museum and Soo Line Locomotive 950 are located nearby.
Save an average of 15% on thousands of hotels when you're signed in

Super 8 by Wyndham Ashland
1610 Lake Shore Dr W Ashland WI
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 rooms in our reviews. Popular attractions Ashland Mural Walk and Maslowski Beach are located nearby.
8/10 Very Good! (1,004 reviews)
"The breakfast was great! The drain in our bathroom sink did not work. The ceiling creaked every time the guests up there moved. We were woken up with motorcycles going by our windows at 2 am."
Reviewed on Nov 10, 2026
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.
