Search Cheap Flights toSouthwest Wisconsin
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Southwest Wisconsin Flights as Low as $184
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Jul 6 - Wed, Jul 9
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$184 Roundtrip, found 12 hours ago
$184
Roundtrip
found 12 hours ago
Fri, Jul 4 - Sun, Jul 6
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Sun, Jul 6 - Wed, Jul 9
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Sun, Jul 6 - Wed, Jul 9
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$204 Roundtrip, found 12 hours ago
$204
Roundtrip
found 12 hours ago
Fri, Jul 4 - Sun, Jul 6
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Fri, Jun 20 - Sun, Jun 22
ORD
O'Hare Intl.
ATW
Appleton Intl.
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Tue, Jun 17 - Sat, Jun 28
ORD
O'Hare Intl.
ATW
Appleton Intl.
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
Mon, Jun 30 - Tue, Jul 8
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$230 Roundtrip, found 2 days ago
$230
Roundtrip
found 2 days ago
Wed, Jul 2 - Thu, Jul 10
ORD
O'Hare Intl.
EAU
Chippewa Valley Regional
$234 Roundtrip, found 2 days ago
$234
Roundtrip
found 2 days ago
Tue, Jun 17 - Sat, Jun 28
ORD
O'Hare Intl.
ATW
Appleton Intl.
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Wed, Jun 18 - Sat, Jun 21
ORD
O'Hare Intl.
ATW
Appleton Intl.
$241 Roundtrip, found 16 hours ago
$241
Roundtrip
found 16 hours ago
Tue, Jun 24 - Sat, Jun 28
ORD
O'Hare Intl.
MSN
Dane County Regional
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Tue, Jun 17 - Sat, Jun 28
ORD
O'Hare Intl.
ATW
Appleton Intl.
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Tue, Aug 19 - Sat, Aug 23
BNA
Nashville Intl.
MSN
Dane County Regional
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Mon, Jun 23 - Sat, Jun 28
BNA
Nashville Intl.
EAU
Chippewa Valley Regional
$275 Roundtrip, found 14 hours ago
$275
Roundtrip
found 14 hours ago
Tue, Oct 14 - Sun, Oct 19
BNA
Nashville Intl.
LSE
La Crosse Municipal
$477 Roundtrip, found 2 days ago
$477
Roundtrip
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 July, 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 $184, 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 $184 right now, why wait?
Destination airport | Dane County Regional |
Destination airport IATA code | MSN |
Roundtrip price | $158 |
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! (2,687 reviews)
"While we paid plenty for the room with the jacuzzi we didn't realize it gave us access to the Governor's Club which was great - the room's furniture was a bit dated but the bed was great - view of the lake was lovely - the jacuzzi was fantastic - they sent lots of email notices and when I asked for ..."
Reviewed on Jun 11, 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 an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
6.6/10 (2,028 reviews)
"Unfortunately we did know going into this resort that it's not "RESORT Feel", more like motel BUT for the price it's what it is. Supposed to be a secured entrance, was unlocked the entire time. Bathroom tub had an issue with keeping up with its job. Above us you could hear non stop stomping of the ..."
Reviewed on Jun 12, 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! (1,060 reviews)
"Liked the location close to event I was attending"
Reviewed on Jun 11, 2025
DoubleTree by Hilton Madison East
4402 E Washington Ave, Madison, WI
Stay at this 4-star 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! (960 reviews)
"It was in a convenient part of town for our stay."
Reviewed on Jun 10, 2025
Grand Marquis Waterpark Hotel & Suites
840 Wisconsin Dells Parkway South, Wisconsin Dells, WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful ...
8.2/10 Very Good! (1,001 reviews)
Disgusted
"I was upset that they allowed vaping in the inside waterpark and the dolphins swimming pools. They allowed open alcoholic beverages in the hot tub. You had drunk parents not watching their little ones."
Reviewed on Jun 9, 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! (882 reviews)
"Had a lovely overnight stay at this hotel, highly recommend it! Nice spacious rooms, strong AC, comfortable beds and a nook office."
Reviewed on Jun 9, 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! (1,001 reviews)
"Great family vacation spot!"
Reviewed on Jun 6, 2025
Days Inn & Suites by Wyndham Wisconsin Dells
2504 Wisconsin Dells Parkway, Wisconsin Dells, WI
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7/10 Good! (1,376 reviews)
"Great"
Reviewed on Jun 13, 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! (1,004 reviews)
"Very well received. Good attendence"
Reviewed on Jun 8, 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! (1,000 reviews)
"Room was set at 61 degrees and couldn’t warm it up"
Reviewed on Jun 7, 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! (1,002 reviews)
"hard to find what was on tv. the channel guide numbers did not match tv."
Reviewed on Jun 13, 2025
Best Western Plus InnTowner Madison
2424 University Avenue, Madison, WI
Stay at this 3-star hotel in Madison. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our ...
9/10 Wonderful! (1,000 reviews)
"The restaurant and bar are 1st class. Food is excellent, especially the pizza, steak and fish and chips."
Reviewed on Jun 8, 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! (1,001 reviews)
"Worried about staying at the Best Western…not an issue at this location…awesome friendly staff from the valet, checkin, maids all top notch!"
Reviewed on Jun 13, 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! (527 reviews)
"Close to the places that I needed to go"
Reviewed on Jun 13, 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
Popular Flight Routes
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Top Southwest Wisconsin Hotels
- The Madison Concourse Hotel and Governor's Club
- DoubleTree by Hilton Madison East
- SpringHill Suites Wisconsin Dells
- Great Wolf Lodge Wisconsin Dells
- Days Inn & Suites by Wyndham Wisconsin Dells
- Polynesian Hotel & Suites Wisconsin Dells/Lake Delton
- AmericInn by Wyndham Madison West
- DoubleTree by Hilton Madison Downtown
- Stoney Creek Hotel La Crosse - Onalaska
- Baymont by Wyndham Madison West/Middleton WI West