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Highland

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Highland Flights as Low as $228

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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.

Just the right flight

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.

Frequently Asked Questions About flights to Highland

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 September, 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 $228, 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 $228 right now, why wait?

Can I fly to Highland right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Highland Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$168

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 $80 per night from May 27 to May 28
$80
per night
May 27 - May 28
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (802 reviews)
"The room was clean the property could definitely use some upkeep (basic rooms)... but the theme rooms are well kept it is a one of a kind hotel and glad it is still around in Wisconsin."

Reviewed on Apr 15, 2024

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 $99 per night from May 26 to May 27
$99
per night
May 26 - May 27
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! (493 reviews)
"Quick check in . Only stayed one night perfect overnight stay"

Reviewed on May 11, 2024

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 $109 per night from May 28 to May 29
$109
per night
May 28 - May 29
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 ...
8/10 Very Good! (377 reviews)
"Good price good pool Nice amenities & food"

Reviewed on May 17, 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 $128 per night from Jun 2 to Jun 3
$128
per night
Jun 2 - Jun 3
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! (414 reviews)
"The staff was pleasant and was able to check me in early as I was waiting for my son to finish his final."

Reviewed on May 16, 2024

Holiday Inn Express and Suites-Platteville, an IHG Hotel
AmericInn by Wyndham Boscobel
AmericInn by Wyndham Boscobel
2.5 out of 5
1700 Elm St, Boscobel, WI
The price is $84 per night from May 29 to May 30
$84
per night
May 29 - May 30
Book a stay at this business-friendly hotel in Boscobel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
8.6/10 Excellent! (348 reviews)
"Very clean, comfortable. Very friendly staff. Accommodated our need for a first floor room due to a physical requirement."

Reviewed on May 20, 2024

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 $85 per night from Jun 2 to Jun 3
$85
per night
Jun 2 - Jun 3
Stay at this 3-star business-friendly hotel in Richland Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
8.2/10 Very Good! (489 reviews)
"Our room was very clean. Bathroom lighting was excellent. The whole facility was very clean and maintained very well. Pool was a great temperature. On-site restaurant had excellent food and service.. We will return. .have to get"

Reviewed on May 13, 2024

Ramada by Wyndham Richland Center
Sleep Inn & Suites Lancaster-Platteville
Sleep Inn & Suites Lancaster-Platteville
2.5 out of 5
1600 S Madison Street, Lancaster, WI
The price is $89 per night from May 26 to May 27
$89
per night
May 26 - May 27
Book a stay at this golf hotel in Lancaster. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews.
9.2/10 Wonderful! (130 reviews)
"Very clean and simple property. Just what you need for business stays"

Reviewed on May 9, 2024

Sleep Inn & Suites Lancaster-Platteville
The Round Barn Lodge
The Round Barn Lodge
2.5 out of 5
E4830 Us Highway 14, Spring Green, WI
The price is $109 per night from Jun 4 to Jun 5
$109
per night
Jun 4 - Jun 5
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! (487 reviews)
"Delightful stay for our Taliesin experience!"

Reviewed on May 21, 2024

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.