Search Cheap Flights toSouthwest Wisconsin
Southwest Wisconsin Flights as Low as $267
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Oct 9 - Mon, Oct 12
AZA
Phoenix - Mesa Gateway
LSE
La Crosse Municipal
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Mon, Dec 21 - Mon, Jan 4
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$279 Roundtrip, found 2 hours ago
$279
Roundtrip
found 2 hours ago
Tue, Oct 20 - Tue, Nov 3
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Mon, Dec 28 - Wed, Jan 6
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$294 Roundtrip, found 2 days ago
$294
Roundtrip
found 2 days ago
Tue, Nov 3 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$299 Roundtrip, found 8 hours ago
$299
Roundtrip
found 8 hours ago
Tue, Oct 13 - Sat, Oct 17
DFW
Dallas-Fort Worth Intl.
ATW
Appleton Intl.
$305 Roundtrip, found 5 days ago
$305
Roundtrip
found 5 days ago
Tue, Sep 29 - Sat, Oct 3
DFW
Dallas-Fort Worth Intl.
ATW
Appleton Intl.
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Sun, Dec 27 - Tue, Jan 5
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Thu, Dec 24 - Sun, Jan 3
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$334 Roundtrip, found 4 days ago
$334
Roundtrip
found 4 days ago
Sat, Oct 17 - Tue, Oct 27
DFW
Dallas-Fort Worth Intl.
LSE
La Crosse Municipal
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Sun, Dec 27 - Mon, Jan 4
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$344 Roundtrip, found 4 days ago
$344
Roundtrip
found 4 days ago
Fri, Dec 25 - Mon, Jan 4
ORD
O'Hare Intl.
LSE
La Crosse Municipal
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Sat, Oct 24 - Tue, Oct 27
DAL
Love Field
MSN
Dane County Regional
$461 Roundtrip, found 2 days ago
$461
Roundtrip
found 2 days ago
Tue, Nov 3 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
MSN
Dane County Regional
$461 Roundtrip, found 8 hours ago
$461
Roundtrip
found 8 hours ago
Wed, Sep 30 - Sun, Oct 4
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$574 Roundtrip, found 2 days ago
$574
Roundtrip
found 2 days ago
Tue, Oct 13 - Sat, Oct 17
DAL
Love Field
ATW
Appleton Intl.
$633 Roundtrip, found 5 days ago
$633
Roundtrip
found 5 days ago
Destination airport | Dane County Regional |
|---|---|
Destination airport IATA code | MSN |
Roundtrip price | $259 |
Last Minute Hotel Deals in Southwest Wisconsin
Mt. Olympus Water & Theme Park Resort
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 ...
The Madison Concourse Hotel and Governor's Club
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 ...
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 ...
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. ...
9.2/10 Wonderful! (1,003 reviews)
"My room was clean and the staff was friendly"
Reviewed on Sep 25, 2026
Natura Vue Resort & 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 helpful staff in ...
8.4/10 Very Good! (1,240 reviews)
"The room was not very clean, the floors were dirty, and the bathroom was not cleaned. The beds were fine and the bedding was fine."
Reviewed on Sep 25, 2026
Dellshire Resort
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 Kalahari Indoor Waterpark ...
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Great Wolf Lodge Wisconsin Dells
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. ...
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. ...
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 helpful staff in our reviews. ...
7.6/10 Good! (1,005 reviews)
"Nice quiet comfy place"
Reviewed on Sep 25, 2026
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 parking, and a free airport shuttle. Our guests praise the breakfast and the ...
8/10 Very Good! (1,475 reviews)
"great and helpful staff, clean"
Reviewed on Sep 26, 2026
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. ...
9.2/10 Wonderful! (1,003 reviews)
"My room was clean and the staff was friendly"
Reviewed on Sep 25, 2026
Best Western Premier Park Hotel
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 ...
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 ...
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.