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Highland

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Highland Flights as Low as $363

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

American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$363 Roundtrip, found 5 days ago
$363
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $363 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$399 Roundtrip, found 5 days ago
$399
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $399 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$404 Roundtrip, found 5 days ago
$404
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $404 found 5 days ago
American Airlines
Mon, Nov 25 - Thu, Nov 28
OKC
Will Rogers World
LSE
La Crosse Municipal
$418 Roundtrip, found 1 day ago
$418
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 25 from Will Rogers World to La Crosse Municipal, returning Thu, Nov 28, priced at $418 found 1 day ago
American Airlines
Mon, Nov 25 - Thu, Nov 28
OKC
Will Rogers World
LSE
La Crosse Municipal
$423 Roundtrip, found 1 day ago
$423
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 25 from Will Rogers World to La Crosse Municipal, returning Thu, Nov 28, priced at $423 found 1 day ago
American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$481 Roundtrip, found 5 days ago
$481
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $481 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$489 Roundtrip, found 5 days ago
$489
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $489 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$494 Roundtrip, found 5 days ago
$494
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $494 found 5 days ago
American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$508 Roundtrip, found 5 days ago
$508
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $508 found 5 days ago
American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$524 Roundtrip, found 5 days ago
$524
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $524 found 5 days ago
American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$564 Roundtrip, found 5 days ago
$564
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $564 found 5 days ago
Delta
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$564 Roundtrip, found 5 days ago
$564
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $564 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$585 Roundtrip, found 5 days ago
$585
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $585 found 5 days ago
American Airlines
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$588 Roundtrip, found 5 days ago
$588
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $588 found 5 days ago
United
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$599 Roundtrip, found 5 days ago
$599
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $599 found 5 days ago
Delta
Tue, Nov 26 - Tue, Dec 3
OKC
Will Rogers World
MSN
Dane County Regional
$678 Roundtrip, found 5 days ago
$678
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 26 from Will Rogers World to Dane County Regional, returning Tue, Dec 3, priced at $678 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 November, 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 16 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 $363, 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 $363 right now, why wait?

Highland Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$238

Last Minute Hotel Deals in Highland

Don Q Inn
Don Q Inn
2.5 out of 5
3658 State Highway 23 N, Dodgeville, WI
The price is $74 per night from Dec 23 to Dec 24
$74
includes taxes & fees
Dec 23 - Dec 24
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! (920 reviews)
"Nice friendly staff. Breakfast was good and the room was clean."

Reviewed on Nov 7, 2024

Don Q Inn
Deer Valley Lodge & Golf
Deer Valley Lodge & Golf
2.5 out of 5
401 West Industrial Drive, Barneveld, WI
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! (556 reviews)
Hidden Gem
"This place is comfortable, clean and has friendly staff, and the pool and hot tub are fantastic."

Reviewed on Nov 22, 2024

Get rates
Deer Valley Lodge & Golf
Sleep Inn & Suites Lancaster-Platteville
Sleep Inn & Suites Lancaster-Platteville
2.5 out of 5
1600 S Madison Street, Lancaster, WI
The price is $92 per night from Dec 8 to Dec 9
$92
includes taxes & fees
Dec 8 - Dec 9
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! (175 reviews)
"Our room was very quiet, no noise at all! Staff was friendly"

Reviewed on Nov 10, 2024

Sleep Inn & Suites Lancaster-Platteville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
2.5 out of 5
3637 State Road 23, Dodgeville, WI
The price is $81 per night from Dec 23 to Dec 24
$81
includes taxes & fees
Dec 23 - Dec 24
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! (455 reviews)
"It was a very nice place with friendly staff and clean rooms, comfortable beds. The pillows could be bigger they seemed like they were half a pillow. It close to restaurants, stores and bars."

Reviewed on Nov 18, 2024

AmericInn by Wyndham Dodgeville
Holiday Inn Express and Suites-Platteville, an IHG Hotel
Holiday Inn Express and Suites-Platteville, an IHG Hotel
2.5 out of 5
55 S ELM ST, Platteville, WI
The price is $127 per night from Nov 25 to Nov 26
$127
includes taxes & fees
Nov 25 - Nov 26
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! (466 reviews)
"A pleasant stay for family. Pool is small, but good enough for kids. Comfy beds."

Reviewed on Nov 22, 2024

Holiday Inn Express and Suites-Platteville, an IHG Hotel
Ramada by Wyndham Richland Center
Ramada by Wyndham Richland Center
3 out of 5
1450 Veterans Dr, Richland Center, WI
The price is $80 per night from Dec 1 to Dec 2
$80
includes taxes & fees
Dec 1 - Dec 2
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! (539 reviews)
"It was nice"

Reviewed on Nov 4, 2024

Ramada by Wyndham Richland Center
AmericInn by Wyndham Boscobel
AmericInn by Wyndham Boscobel
2.5 out of 5
1700 Elm St, Boscobel, WI
The price is $90 per night from Dec 15 to Dec 16
$90
includes taxes & fees
Dec 15 - Dec 16
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! (392 reviews)
"Good"

Reviewed on Oct 31, 2024

AmericInn by Wyndham Boscobel
The Round Barn Lodge
The Round Barn Lodge
2.5 out of 5
E4830 Us Highway 14, Spring Green, WI
The price is $92 per night from Dec 1 to Dec 2
$92
includes taxes & fees
Dec 1 - Dec 2
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! (527 reviews)
"The room was amazing, my friends and I were more the comfortable in the room the only issue I had was that I was a tad to chunky to use the spiral stairs that led to the second floor of the room properly, but still 5/5 stars for sure."

Reviewed on Nov 8, 2024

The Round Barn Lodge
See all 113 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.