Search Cheap Flights to
Southwest Wisconsin

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Southwest Wisconsin Flights as Low as $254

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

Frontier Airlines
Tue, Aug 4 - Tue, Aug 11
DEN
Denver Intl.
MSN
Dane County Regional
$254 Roundtrip, found 16 hours ago
$254
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Denver Intl. to Dane County Regional, returning Tue, Aug 11, priced at $254 found 16 hours ago
United
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$269 Roundtrip, found 1 hour ago
$269
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $269 found 1 hour ago
American Airlines
Sat, Oct 3 - Sat, Oct 17
DEN
Denver Intl.
LSE
La Crosse Municipal
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 3 from Denver Intl. to La Crosse Municipal, returning Sat, Oct 17, priced at $270 found 1 day ago
Frontier Airlines
Thu, Aug 6 - Tue, Aug 11
DEN
Denver Intl.
MSN
Dane County Regional
$276 Roundtrip, found 17 hours ago
$276
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Denver Intl. to Dane County Regional, returning Tue, Aug 11, priced at $276 found 17 hours ago
American Airlines
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$279 Roundtrip, found 1 hour ago
$279
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $279 found 1 hour ago
United
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$279 Roundtrip, found 1 hour ago
$279
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $279 found 1 hour ago
Frontier Airlines
Tue, Aug 4 - Sun, Aug 16
DEN
Denver Intl.
MSN
Dane County Regional
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Denver Intl. to Dane County Regional, returning Sun, Aug 16, priced at $285 found 3 days ago
American Airlines
Sat, Aug 8 - Tue, Aug 25
DEN
Denver Intl.
ATW
Appleton Intl.
$289 Roundtrip, found 4 days ago
$289
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 8 from Denver Intl. to Appleton Intl., returning Tue, Aug 25, priced at $289 found 4 days ago
United
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$289 Roundtrip, found 1 hour ago
$289
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $289 found 1 hour ago
United
Tue, Aug 11 - Fri, Aug 28
DEN
Denver Intl.
ATW
Appleton Intl.
$290 Roundtrip, found 19 hours ago
$290
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Aug 11 from Denver Intl. to Appleton Intl., returning Fri, Aug 28, priced at $290 found 19 hours ago
Frontier Airlines
Sun, Aug 9 - Tue, Aug 11
DEN
Denver Intl.
MSN
Dane County Regional
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Aug 9 from Denver Intl. to Dane County Regional, returning Tue, Aug 11, priced at $294 found 1 day ago
Frontier Airlines
Tue, Aug 4 - Sun, Aug 16
DEN
Denver Intl.
MSN
Dane County Regional
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Denver Intl. to Dane County Regional, returning Sun, Aug 16, priced at $295 found 1 day ago
Delta
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$299 Roundtrip, found 1 hour ago
$299
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $299 found 1 hour ago
United
Tue, Aug 11 - Fri, Aug 28
DEN
Denver Intl.
ATW
Appleton Intl.
$300 Roundtrip, found 19 hours ago
$300
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Aug 11 from Denver Intl. to Appleton Intl., returning Fri, Aug 28, priced at $300 found 19 hours ago
Frontier Airlines
Thu, Aug 6 - Thu, Aug 13
DEN
Denver Intl.
MSN
Dane County Regional
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Denver Intl. to Dane County Regional, returning Thu, Aug 13, priced at $301 found 1 day ago
American Airlines
Wed, Jul 15 - Tue, Jul 28
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$389 Roundtrip, found 2 days ago
$389
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 15 from O'Hare Intl. to La Crosse Municipal, returning Tue, Jul 28, priced at $389 found 2 days ago

Cheap Flights to Southwest Wisconsin

Fall in love at first flight with your vacation to Southwest Wisconsin 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 Southwest Wisconsin on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Southwest Wisconsin

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southwest Wisconsin 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 RFD airport.

What is the cheapest month to fly to Southwest Wisconsin?

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 Southwest Wisconsin are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southwest Wisconsin?

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 Southwest Wisconsin.

What airport is best to fly into Southwest Wisconsin?

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

How much are flights to Southwest Wisconsin?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southwest Wisconsin on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $254, 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 Southwest Wisconsin?

The trick to saving a stack of cash on your flight to Southwest Wisconsin? 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 $254 right now, why wait?

Southwest Wisconsin Flight Information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Roundtrip price
$254

Last Minute Hotel Deals in Southwest Wisconsin

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (3,858 reviews)
"Nice room and great location!"

Reviewed on Jun 9, 2026

Get rates
The Madison Concourse Hotel and Governor's Club
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
Book a stay at this family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
7/10 Good! (2,814 reviews)
"It was so bad that I don’t have anything to compare it to. Hands down the worst hotel/motel I have EVER stayed at. From the moment we checked in, the people were not helpful and the check in desk was a mile and a half away from the room. When we got to the room, motel doesn’t even give it enough ..."

Reviewed on Jun 9, 2026

Get rates
Mt. Olympus Water & Theme Park Resort
Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
1400 Great Wolf Dr Baraboo WI
Book a stay at this family-friendly resort in Baraboo. Enjoy free WiFi, 6 indoor pools, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"The only reason you're going to this property is to be at the water park. Well the indoor water park facilities are extremely dirty. This places have not been cleaned in a very long time. There are enormous brown spots on bottoms of every pool. The outdoor facilities were much cleaner but that pretty ..."

Reviewed on Jun 9, 2026

Get rates
Great Wolf Lodge Wisconsin Dells
Natura Treescape Resort

Natura Treescape Resort

2.5 out of 5
400 County Road A Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, 2 indoor pools, and a private beach. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,139 reviews)
"Everything was good but the actual areas are a lot smaller than the images show (lagoon, tree climbing) . The location was perfect and the tree house and bathrooms were clean. My kids had a great time!"

Reviewed on Jun 9, 2026

Get rates
Natura Treescape Resort
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
Get rates
Best Western Plus InnTowner Madison
Dellshire Resort

Dellshire Resort

3.5 out of 5
2277 Wisconsin Dells Pkwy Wisconsin Dells WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Mt. Olympus Water and Theme ...
8.6/10 Excellent! (36 reviews)
"The room was very nice and made it a very comfortable stay. Our issues were more with the staff being disorganized and all giving different information. We asked when the pool was open, and they told us to scan the QR code to find out. It said 9-8pm on Sundays. (The night we were there) Come to find ..."

Reviewed on Jun 8, 2026

Get rates
Dellshire Resort
Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

2.5 out of 5
1015 River Rd Wisconsin Dells WI
Book a stay at this beach hotel in Wisconsin Dells. Enjoy free WiFi, an outdoor pool, and a marina. Our guests praise the restaurant and the helpful staff in ...
8.2/10 Very Good! (1,257 reviews)
"The Riverview is spectacular, the hot tub and indoor pool were really exceptional for a hotel. It is right on the Lake walk within walking distance of the main street in town. Altogether a very nice stay. It is especially affordable in the off-season."

Reviewed on Jun 9, 2026

Get rates
Natura Vue Resort & Boathouse
The Wisconsin Hotel & Conference Center

The Wisconsin Hotel & Conference Center

2.5 out of 5
60 North Gasser Road Wisconsin Dells WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (421 reviews)
"The check in processes was the fastest process I've ever had. The pool was fun and the kids liked it. I was able to enjoy the sauna and it was great. The bar at the 4th floor was really cool, we didn't drink there because nothing was catching out eye. It's a menu that has several beers and certain ..."

Reviewed on Jun 9, 2026

Get rates
The Wisconsin Hotel & Conference Center
See all 3,721 properties in Southwest Wisconsin
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.

Top Hotels With Free Airport Shuttle

Best Western East Towne Suites

Best Western East Towne Suites

2.5 out of 5
4801 Annamark Dr Madison WI
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,010 reviews)
"Great pool area"

Reviewed on Jun 9, 2026

Get rates
Best Western East Towne Suites
AmericInn by Wyndham La Crosse Riverfront-Conference Center

AmericInn by Wyndham La Crosse Riverfront-Conference Center

3 out of 5
1835 Rose Street La Crosse WI
Book a stay at this beach hotel in La Crosse. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
7.6/10 Good! (1,003 reviews)
"…."

Reviewed on Jun 6, 2026

Get rates
AmericInn by Wyndham La Crosse Riverfront-Conference Center
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free parking, and a free airport shuttle. Our guests praise the breakfast and the ...
8/10 Very Good! (1,302 reviews)
"Alll was fine"

Reviewed on Jun 9, 2026

Get rates
Baymont by Wyndham Madison West/Middleton WI West
Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

3 out of 5
2424 University Avenue Madison WI
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. ...
Get rates
Best Western Plus InnTowner Madison
Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
22 S Carroll Street Madison WI
Book a stay at this spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,005 reviews)
"Very clean, friendly staff, great location - will stay again"

Reviewed on Jun 5, 2026

Get rates
Best Western Premier Park Hotel
AmericInn by Wyndham Prairie du Chien

AmericInn by Wyndham Prairie du Chien

3 out of 5
37502 Us Highway 35 And 18 S Prairie Du Chien WI
Book a stay at this business-friendly hotel in Prairie Du Chien. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (623 reviews)
"Parts of the room were aged. The curtains were old, the sink was poorly caulked. The bathroom door was damaged, the bathroom door frame was missing the edging, and the shower curtain did not stop the water from spilling over."

Reviewed on May 30, 2026

Get rates
AmericInn by Wyndham Prairie du Chien
See all 3,721 properties in Southwest Wisconsin
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.