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Highland

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Highland Flights as Low as $185

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Tue, Oct 14 - Sat, Oct 25
CMH
John Glenn Columbus Intl.
MSN
Dane County Regional
$185 Roundtrip, found 23 hours ago
$185
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Tue, Oct 14 from John Glenn Columbus Intl. to Dane County Regional, returning Sat, Oct 25, priced at $185 found 23 hours ago
Bargain Flight
Tue, Aug 12 - Tue, Aug 19
CLE
Hopkins Intl.
MSN
Dane County Regional
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 12 from Hopkins Intl. to Dane County Regional, returning Tue, Aug 19, priced at $185 found 1 day ago
American Airlines
Tue, Jun 24 - Sat, Jun 28
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 24 from Raleigh - Durham Intl. to Dane County Regional, returning Sat, Jun 28, priced at $194 found 1 day ago
United
Sat, Jun 21 - Tue, Jul 1
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jun 21 from Raleigh - Durham Intl. to Dane County Regional, returning Tue, Jul 1, priced at $199 found 3 days ago
Bargain Flight
Tue, Aug 12 - Fri, Aug 15
CLE
Hopkins Intl.
MSN
Dane County Regional
$200 Roundtrip, found 9 hours ago
$200
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Tue, Aug 12 from Hopkins Intl. to Dane County Regional, returning Fri, Aug 15, priced at $200 found 9 hours ago
Bargain Flight
Tue, Aug 5 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$204 Roundtrip, found 9 hours ago
$204
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Thu, Aug 14, priced at $204 found 9 hours ago
Bargain Flight
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Tue, Aug 12, priced at $211 found 3 days ago
Bargain Flight
Tue, Jun 24 - Mon, Jun 30
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$213 Roundtrip, found 6 days ago
$213
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Jun 24 from Raleigh - Durham Intl. to Dane County Regional, returning Mon, Jun 30, priced at $213 found 6 days ago
United
Tue, Jun 24 - Sat, Jun 28
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 24 from Raleigh - Durham Intl. to Dane County Regional, returning Sat, Jun 28, priced at $217 found 1 day ago
Delta
Tue, Jul 29 - Tue, Aug 5
RDU
Raleigh - Durham Intl.
MSN
Dane County Regional
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 29 from Raleigh - Durham Intl. to Dane County Regional, returning Tue, Aug 5, priced at $217 found 2 days ago
Frontier Airlines
Sat, May 24 - Thu, May 29
PDX
Portland Intl.
MSN
Dane County Regional
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Portland Intl. to Dane County Regional, returning Thu, May 29, priced at $222 found 6 days ago
United
Thu, Oct 30 - Sat, Nov 1
STL
Lambert-St. Louis Intl.
MSN
Dane County Regional
$229 Roundtrip, found 10 hours ago
$229
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Oct 30 from Lambert-St. Louis Intl. to Dane County Regional, returning Sat, Nov 1, priced at $229 found 10 hours ago
Bargain Flight
Fri, Jun 20 - Tue, Jul 1
SMF
Sacramento Intl.
MSN
Dane County Regional
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Jun 20 from Sacramento Intl. to Dane County Regional, returning Tue, Jul 1, priced at $271 found 1 day ago
Alaska Airlines
Tue, May 20 - Tue, May 27
PDX
Portland Intl.
MSN
Dane County Regional
$434 Roundtrip, found 8 hours ago
$434
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, May 20 from Portland Intl. to Dane County Regional, returning Tue, May 27, priced at $434 found 8 hours ago
Delta
Tue, Aug 5 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$499 Roundtrip, found 9 hours ago
$499
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Thu, Aug 14, priced at $499 found 9 hours ago
American Airlines
Sat, May 24 - Sat, May 31
PDX
Portland Intl.
LSE
La Crosse Municipal
$514 Roundtrip, found 5 days ago
$514
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, May 24 from Portland Intl. to La Crosse Municipal, returning Sat, May 31, priced at $514 found 5 days ago

Cheap Flights to Highland

Fall in love at first flight with your vacation to Highland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Highland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Highland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Highland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the null airport.

What is the cheapest month to fly to Highland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Highland are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 9 to choose from for your flight to Highland.

What airport is best to fly into Highland?

When you’re planning your trip to Highland, convenience is the name of the game. Luckily, Highland Dubuque Regional Airport is nearby so you can deplane and get going on checking off everything on your Highland must-do list.

How much are flights to Highland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $185, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Highland?

The trick to saving a stack of cash on your flight to Highland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $185 right now, why wait?

Highland Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$350

Last Minute Hotel Deals in Highland

Don Q Inn
Don Q Inn
2.5 out of 5
3658 State Road 23, Dodgeville, WI
The price is $91 per night from May 8 to May 9
$91
includes taxes & fees
May 8 - May 9
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.8/10 Good! (982 reviews)
Nice stay.
"Pool, hot tub, hot breakfast were great!! Room was fine. Front desk gentleman was super!! Thanks."

Reviewed on May 3, 2025

Don Q Inn
Deer Valley Lodge & Golf
Deer Valley Lodge & Golf
2.5 out of 5
401 West Industrial Drive, Barneveld, WI
The price is $115 per night from Jun 1 to Jun 2
$115
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this golf hotel in Barneveld. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (585 reviews)
"👍"

Reviewed on May 2, 2025

Deer Valley Lodge & Golf
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
2.5 out of 5
3637 State Road 23, Dodgeville, WI
The price is $107 per night from May 13 to May 14
$107
includes taxes & fees
May 13 - May 14
Book a stay at this business-friendly hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (476 reviews)
"Friendly and accommodating staff, excellent facility."

Reviewed on May 2, 2025

AmericInn by Wyndham Dodgeville
Holiday Inn Express and Suites-Platteville by IHG
Holiday Inn Express and Suites-Platteville by IHG
2.5 out of 5
55 S ELM ST, Platteville, WI
The price is $136 per night from May 13 to May 14
$136
includes taxes & fees
May 13 - May 14
Book a stay at this business-friendly hotel in Platteville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (498 reviews)
"Some of the lights did not work in our room. Beds were comfortable. Breakfast was gross."

Reviewed on May 3, 2025

Holiday Inn Express and Suites-Platteville by IHG
AmericInn by Wyndham Boscobel
AmericInn by Wyndham Boscobel
2.5 out of 5
1700 Elm St, Boscobel, WI
The price is $93 per night from May 13 to May 14
$93
includes taxes & fees
May 13 - May 14
Book a stay at this business-friendly hotel in Boscobel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (412 reviews)
"It was reasonably priced and very god for y needs,"

Reviewed on Apr 24, 2025

AmericInn by Wyndham Boscobel
Ramada by Wyndham Richland Center
Ramada by Wyndham Richland Center
3 out of 5
1450 Veterans Dr, Richland Center, WI
The price is $104 per night from May 18 to May 19
$104
includes taxes & fees
May 18 - May 19
Stay at this 3-star business-friendly hotel in Richland Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (566 reviews)
"Clean, quiet and the staff was amazing."

Reviewed on May 4, 2025

Ramada by Wyndham Richland Center
The Round Barn Lodge
The Round Barn Lodge
2.5 out of 5
E4830 Us Highway 14, Spring Green, WI
The price is $118 per night from May 12 to May 13
$118
includes taxes & fees
May 12 - May 13
Book a stay at this business-friendly lodge in Spring Green. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
8.4/10 Very Good! (543 reviews)
"Was a little noisy with the doors slamming but otherwise good."

Reviewed on Apr 13, 2025

The Round Barn Lodge
Sleep Inn & Suites Lancaster-Platteville
Sleep Inn & Suites Lancaster-Platteville
2.5 out of 5
1600 S Madison Street, Lancaster, WI
The price is $94 per night from May 21 to May 22
$94
includes taxes & fees
May 21 - May 22
Book a stay at this golf hotel in Lancaster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (211 reviews)
"One of the best hotels we've stayed at recently. Clean and friendly staff!"

Reviewed on May 4, 2025

Sleep Inn & Suites Lancaster-Platteville
See all 119 properties in Highland
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.