Search Cheap Flights toSouthwest Wisconsin
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Southwest Wisconsin Flights as Low as $183
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jun 24 - Sat, Jun 28
ORD
O'Hare Intl.
MSN
Dane County Regional
$183 Roundtrip, found 17 hours ago
$183
Roundtrip
found 17 hours ago
Fri, Jul 4 - Sun, Jul 6
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$184 Roundtrip, found 12 hours ago
$184
Roundtrip
found 12 hours ago
Tue, Jun 17 - Sat, Jun 21
ORD
O'Hare Intl.
ATW
Appleton Intl.
$184 Roundtrip, found 2 days ago
$184
Roundtrip
found 2 days ago
Fri, Jun 20 - Sun, Jun 22
ORD
O'Hare Intl.
ATW
Appleton Intl.
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Fri, Jun 20 - Sun, Jun 22
ORD
O'Hare Intl.
ATW
Appleton Intl.
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Tue, Jun 17 - Sat, Jun 21
ORD
O'Hare Intl.
ATW
Appleton Intl.
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Tue, Jun 24 - Sat, Jun 28
ORD
O'Hare Intl.
MSN
Dane County Regional
$194 Roundtrip, found 17 hours ago
$194
Roundtrip
found 17 hours ago
Tue, Jun 17 - Sat, Jun 21
ORD
O'Hare Intl.
ATW
Appleton Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Sun, Jun 8 - Wed, Jun 18
ORD
O'Hare Intl.
ATW
Appleton Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Sun, Jul 6 - Wed, Jul 9
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$200 Roundtrip, found 12 hours ago
$200
Roundtrip
found 12 hours ago
Mon, Jun 16 - Tue, Jun 24
ORD
O'Hare Intl.
ATW
Appleton Intl.
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Tue, Jun 17 - Sat, Jun 21
ORD
O'Hare Intl.
ATW
Appleton Intl.
$203 Roundtrip, found 2 days ago
$203
Roundtrip
found 2 days ago
Fri, Jun 20 - Sun, Jun 22
ORD
O'Hare Intl.
ATW
Appleton Intl.
$204 Roundtrip, found 1 hour ago
$204
Roundtrip
found 1 hour ago
Sat, Aug 16 - Wed, Aug 20
IAD
Washington Dulles Intl.
ATW
Appleton Intl.
$249 Roundtrip, found 17 hours ago
$249
Roundtrip
found 17 hours ago
Fri, Jun 13 - Fri, Jun 20
IAD
Washington Dulles Intl.
EAU
Chippewa Valley Regional
$264 Roundtrip, found 3 days ago
$264
Roundtrip
found 3 days ago
Fri, Jul 11 - Sun, Jul 13
IAD
Washington Dulles Intl.
MSN
Dane County Regional
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day 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 June, 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 $183, 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 $183 right now, why wait?
Destination airport | Dane County Regional |
Destination airport IATA code | MSN |
Roundtrip price | $183 |
Last Minute Hotel Deals in Southwest Wisconsin
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
Stay at this 3.5-star 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! (2,644 reviews)
"Loved it, great place to stay"
Reviewed on May 31, 2025
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the convenient ...
6.6/10 (2,011 reviews)
"Best check In and service staff"
Reviewed on May 29, 2025
Natura Treescape Resort
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 ...
8/10 Very Good! (1,061 reviews)
"We only stayed one night and we went right to our room so I really can’t comment on any of the waterslides or any of the activities there. I can only say that when I got there they’re tiny little cramped. Unwelcoming lobby was full to the brim of a bunch of teenagers Barely could get to the window. ..."
Reviewed on May 24, 2025
Great Wolf Lodge Wisconsin Dells
1400 Great Wolf Dr, Baraboo, WI
Stay at this 3.5-star family-friendly resort in Baraboo. Enjoy 6 indoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"Easy check in. And very friendly staff."
Reviewed on May 27, 2025
The VUE Boutique Hotel & Boathouse
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 bar in our reviews. ...
8/10 Very Good! (1,209 reviews)
"Beautiful views."
Reviewed on May 30, 2025
DoubleTree by Hilton Madison East
4402 E Washington Ave, Madison, WI
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (945 reviews)
"Phenoneal staff, courteous, enjoyed their warm cookies upon check in. Comfortable beds and pillows. Very clean."
Reviewed on May 28, 2025
Best Western Plus InnTowner Madison
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. ...
9/10 Wonderful! (1,000 reviews)
"Check in and out was quick and easy. Staff members were friendly and helpful. Beds were comfortable and room was mostly clean, the bathroom floor could have been cleaned a little better and we didn’t have any conditioner. There were 2 lotions and a shampoo, I’m guessing it was a mistake. The pool ..."
Reviewed on May 24, 2025
SpringHill Suites Wisconsin Dells
461 Wisconsin Dells Parkway, Wisconsin Dells, WI
Book a stay at this business-friendly hotel in Wisconsin Dells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (866 reviews)
"I do like the hotel room arrangement with the couch, but the sliding partition should be darker so you can have the light on without waking up people sleeping in the bed on the other side. I also love the Jimmy Dean breakfast sandwiches available in the morning at no cost!"
Reviewed on May 27, 2025
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
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. ...
8/10 Very Good! (1,000 reviews)
"The staff was very friendly, and our family really enjoyed the morning breakfast. The rooms were spacious, clean, and comfortable. Overall, a pleasant stay—we would definitely recommend staying here."
Reviewed on May 27, 2025
AmericInn by Wyndham La Crosse Riverfront-Conference Center
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 bar in our reviews. Popular ...
7.4/10 Good! (1,001 reviews)
"Our room was spacious. The staff was friendly and answered our every question. We asked for fresh towels and soap and were given them in a timely manner by their pleasant staff. Breakfast didn’t impress me but they did provide choices and it was free. The pool is definitely a hit for toddlers. I ..."
Reviewed on May 27, 2025
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,001 reviews)
"Friendly staff. Nice room."
Reviewed on May 29, 2025
Best Western Plus InnTowner Madison
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. ...
9/10 Wonderful! (1,000 reviews)
"Check in and out was quick and easy. Staff members were friendly and helpful. Beds were comfortable and room was mostly clean, the bathroom floor could have been cleaned a little better and we didn’t have any conditioner. There were 2 lotions and a shampoo, I’m guessing it was a mistake. The pool ..."
Reviewed on May 24, 2025
Best Western Premier Park Hotel
22 S Carroll Street, Madison, WI
Stay at this 3.5-star spa hotel in Madison. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,006 reviews)
"This is a great location and place to stay, but you can hear people talking through the walls which is annoying"
Reviewed on May 26, 2025
AmericInn by Wyndham Prairie du Chien
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! (523 reviews)
"It was clean and decorated very nicely."
Reviewed on May 26, 2025
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.
Nearby Cities
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Top Southwest Wisconsin Hotels
- The Madison Concourse Hotel and Governor's Club
- Great Wolf Lodge Wisconsin Dells
- DoubleTree by Hilton Madison East
- Best Western Plus InnTowner Madison
- SpringHill Suites Wisconsin Dells
- Days Inn & Suites by Wyndham Wisconsin Dells
- Wingate by Wyndham Wisconsin Dells Waterpark
- Best Western West Towne Suites
- Baymont by Wyndham Madison West/Middleton WI West
- Polynesian Hotel & Suites Wisconsin Dells/Lake Delton