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Highland

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Highland Flights as Low as $300

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

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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 April, 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 $300, 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 $300 right now, why wait?

Highland Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$208

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 $74 per night from Feb 24 to Feb 25
$74
includes taxes & fees
Feb 24 - Feb 25
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! (945 reviews)
"Quaint place , working on updating."

Reviewed on Feb 16, 2025

Don Q Inn
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 $126 per night from Mar 16 to Mar 17
$126
includes taxes & fees
Mar 16 - Mar 17
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! (482 reviews)
"Great product for price. Thanks"

Reviewed on Feb 16, 2025

Holiday Inn Express and Suites-Platteville, an IHG Hotel
Deer Valley Lodge & Golf
Deer Valley Lodge & Golf
2.5 out of 5
401 West Industrial Drive, Barneveld, WI
The price is $94 per night from Feb 24 to Feb 25
$94
includes taxes & fees
Feb 24 - Feb 25
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! (571 reviews)
"Our kids (6 and 3) had a great time in the waterpark area. Staff were friendly and laid back, our room was clean and quiet, free breakfast and on-site food was convenient, and they even surprised us without a word by upgrading us to a whirlpool suite, which was wonderful! Excellent experience for ..."

Reviewed on Feb 20, 2025

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 $91 per night from Mar 12 to Mar 13
$91
includes taxes & fees
Mar 12 - Mar 13
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! (193 reviews)
"Clean and affordable"

Reviewed on Feb 18, 2025

Sleep Inn & Suites Lancaster-Platteville
Ramada by Wyndham Richland Center
Ramada by Wyndham Richland Center
3 out of 5
1450 Veterans Dr, Richland Center, WI
The price is $94 per night from Mar 9 to Mar 10
$94
includes taxes & fees
Mar 9 - Mar 10
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! (553 reviews)
Find another place to stay
"Walked into a 45 degree room that took four hours to heat up, window sills and walls by shower are filthy, sign in elevator says no continental breakfast on fri/sat/sun but they had one, no garbage can in breakfast area, broken outlet cover in breakfast area, bottom safety handle in shower not attached, ..."

Reviewed on Jan 6, 2025

Ramada by Wyndham Richland Center
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
2.5 out of 5
3637 State Road 23, Dodgeville, WI
The price is $97 per night from Mar 23 to Mar 24
$97
includes taxes & fees
Mar 23 - Mar 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! (468 reviews)
"Clean"

Reviewed on Feb 20, 2025

AmericInn by Wyndham Dodgeville
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 Mar 9 to Mar 10
$93
includes taxes & fees
Mar 9 - Mar 10
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! (402 reviews)
"Better than average continental breakfast, but the cream cheese needs to be refrigerated."

Reviewed on Dec 30, 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 Feb 24 to Feb 25
$92
includes taxes & fees
Feb 24 - Feb 25
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! (532 reviews)
"Rooms were spacious and clean. Had nice size fridge and microwave."

Reviewed on Feb 10, 2025

The Round Barn Lodge
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.