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Highland

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Highland Flights as Low as $223

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

Bargain Flight
Tue, Nov 3 - Sat, Nov 14
BWI
Baltimore Washington Intl. Thurgood Marshall
MSN
Dane County Regional
$223 Roundtrip, found 11 hours ago
$223
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Baltimore Washington Intl. Thurgood Marshall to Dane County Regional, returning Sat, Nov 14, priced at $223 found 11 hours ago
Frontier Airlines
Tue, Jul 14 - Thu, Jul 23
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jul 14 from Dallas-Fort Worth Intl. to Dane County Regional, returning Thu, Jul 23, priced at $265 found 4 days ago
Bargain Flight
Tue, Aug 4 - Tue, Aug 11
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$266 Roundtrip, found 13 hours ago
$266
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Tue, Aug 4 from Ronald Reagan Washington National to Dane County Regional, returning Tue, Aug 11, priced at $266 found 13 hours ago
Bargain Flight
Wed, Sep 2 - Tue, Sep 8
LAS
Harry Reid Intl.
MSN
Dane County Regional
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Sep 2 from Harry Reid Intl. to Dane County Regional, returning Tue, Sep 8, priced at $268 found 1 day ago
Frontier Airlines
Thu, Aug 6 - Tue, Aug 11
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$280 Roundtrip, found 15 hours ago
$280
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Ronald Reagan Washington National to Dane County Regional, returning Tue, Aug 11, priced at $280 found 15 hours ago
Frontier Airlines
Thu, Jul 16 - Tue, Jul 21
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jul 16 from Dallas-Fort Worth Intl. to Dane County Regional, returning Tue, Jul 21, priced at $280 found 4 days ago
Bargain Flight
Tue, Aug 11 - Sat, Aug 15
STL
Lambert-St. Louis Intl.
MSN
Dane County Regional
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 11 from Lambert-St. Louis Intl. to Dane County Regional, returning Sat, Aug 15, priced at $281 found 1 day ago
Delta
Tue, Nov 3 - Sat, Nov 14
BWI
Baltimore Washington Intl. Thurgood Marshall
MSN
Dane County Regional
$285 Roundtrip, found 11 hours ago
$285
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Nov 3 from Baltimore Washington Intl. Thurgood Marshall to Dane County Regional, returning Sat, Nov 14, priced at $285 found 11 hours ago
Frontier Airlines
Sun, Jul 12 - Tue, Jul 21
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$287 Roundtrip, found 4 days ago
$287
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Jul 12 from Dallas-Fort Worth Intl. to Dane County Regional, returning Tue, Jul 21, priced at $287 found 4 days ago
American Airlines
Tue, Aug 11 - Sat, Aug 15
STL
Lambert-St. Louis Intl.
MSN
Dane County Regional
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 11 from Lambert-St. Louis Intl. to Dane County Regional, returning Sat, Aug 15, priced at $289 found 1 day ago
American Airlines
Fri, Aug 7 - Mon, Aug 10
STL
Lambert-St. Louis Intl.
MSN
Dane County Regional
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 7 from Lambert-St. Louis Intl. to Dane County Regional, returning Mon, Aug 10, priced at $296 found 1 day ago
American Airlines
Wed, Sep 2 - Tue, Sep 8
LAS
Harry Reid Intl.
MSN
Dane County Regional
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 2 from Harry Reid Intl. to Dane County Regional, returning Tue, Sep 8, priced at $297 found 1 day ago
Frontier Airlines
Thu, Jul 16 - Thu, Jul 23
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$299 Roundtrip, found 4 days ago
$299
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jul 16 from Dallas-Fort Worth Intl. to Dane County Regional, returning Thu, Jul 23, priced at $299 found 4 days ago
Breeze Airways
Mon, Jul 13 - Fri, Jul 17
LAX
Los Angeles Intl.
MSN
Dane County Regional
$329 Roundtrip, found 3 days ago
$329
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jul 13 from Los Angeles Intl. to Dane County Regional, returning Fri, Jul 17, priced at $329 found 3 days ago
Alaska Airlines
Wed, Sep 2 - Tue, Sep 8
LAS
Harry Reid Intl.
MSN
Dane County Regional
$597 Roundtrip, found 1 day ago
$597
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Sep 2 from Harry Reid Intl. to Dane County Regional, returning Tue, Sep 8, priced at $597 found 1 day ago
American Airlines
Tue, Jun 30 - Wed, Jul 8
HRL
Valley Intl.
MSN
Dane County Regional
$702 Roundtrip, found 7 hours ago
$702
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Jun 30 from Valley Intl. to Dane County Regional, returning Wed, Jul 8, priced at $702 found 7 hours 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 12 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 $223, 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 $223 right now, why wait?

Highland Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$223

Last Minute Hotel Deals in Highland

Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23 Dodgeville WI
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 ...
8/10 Very Good! (1,005 reviews)
"Hotel is old but pool was clean which is what we were there for."

Reviewed on Jun 25, 2026

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Don Q Inn
Dodgeville inn and suites

Dodgeville inn and suites

2.5 out of 5
1308 n johns st Dodgeville WI
Stay at this hotel in Dodgeville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cox Hollow Beach and Governor Dodge State Park are located ...
7.6/10 Good! (49 reviews)
"Operator-franchise owners are restoring an older hotel. In my room the hair dryer was partly installed and the older TV remote did not yet allow beyond one weather channel. But the room was impeccably clean,comfortable and provided at a reasonable rate. I discovered after proceeding on my trip that ..."

Reviewed on Jun 22, 2026

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Dodgeville inn and suites
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

2.5 out of 5
1600 S Madison Street Lancaster WI
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 ...
9.4/10 Exceptional! (332 reviews)
"Very clean and well maintained hotel. Staff was friendly and helpful. Only complaint is we could hear movement/screaming etc. from above us and from the hallway."

Reviewed on Jun 27, 2026

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Sleep Inn & Suites Lancaster-Platteville
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! (708 reviews)
"Thumbs up. Would stay there again"

Reviewed on Jun 25, 2026

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Deer Valley Lodge & Golf
The Round Barn Lodge

The Round Barn Lodge

2.5 out of 5
E4830 Us Highway 14 Spring Green WI
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 ...
8.6/10 Excellent! (651 reviews)
"Nice option for those visiting Spring Green. On site restaurant and a short drive to breakfast diner. Good sized room, ample parking."

Reviewed on Jun 27, 2026

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The Round Barn Lodge
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

3 out of 5
3637 State Road 23 Dodgeville WI
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 ...
8.4/10 Very Good! (604 reviews)
"Staff was amazing, hotel was clean, very great stay. rooms were checked in on daily and amenities were restocked daily."

Reviewed on Jun 22, 2026

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AmericInn by Wyndham Dodgeville
Spring Valley Inn

Spring Valley Inn

2.5 out of 5
6279 County Road C Arena WI
Book a stay at this business-friendly hotel in Arena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (422 reviews)
"This was an excellent base for our activities in Spring Green. It is located within about 5 minutes of both Taliesen and the summer theatre, in a quiet wooded location. The room we had was comfortable and clean. The staff are very helpful. Enjoying our breakfast in the lounge while watching the many ..."

Reviewed on Jun 26, 2026

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Spring Valley Inn
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

3 out of 5
1450 Veterans Dr Richland Center WI
Book a stay at this business-friendly hotel in Richland Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
8.4/10 Very Good! (706 reviews)
"Staff was very kind. Pool area nice and clean. Restaurant on side absolutely delicious and the staff was amazing."

Reviewed on Jun 22, 2026

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Ramada by Wyndham Richland Center
See all 128 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.