Search Deals onSouthwest Wisconsin Vacation Packages
Southwest Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Stella Hotel & Ballroom
Save 100% on your flight
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (CHI)
Stay at this 3.5-star business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dinosaur Discovery Museum and Alpaca Art are located nearby.
Park Hyatt Chicago
Save 100% on your flight
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Wade
Save 100% on your flight
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
DayDreamer Domes
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this 4-star hotel in South Haven. Enjoy free parking, room service, and onsite spa services. Popular attractions Kal Haven Trail and Michigan Maritime Museum are located nearby.
Level Chicago – Old Town
Save 100% on your flight
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Southwest Wisconsin Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southwest Wisconsin Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Sep 4 - Fri, Sep 5
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Tue, Oct 14 - Wed, Oct 15
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Tue, Aug 26 - Sun, Aug 31
DEN
Denver Intl.
MSN
Dane County Regional
$222 Roundtrip, found 16 hours ago
$222
Roundtrip
found 16 hours ago
Tue, Sep 16 - Sat, Sep 20
LAS
Harry Reid Intl.
MSN
Dane County Regional
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Southwest Wisconsin
- Hotwire Picks
- University of Wisconsin-Madison Vacations
- Noah's Ark Waterpark Vacations
- Kalahari Indoor Waterpark Vacations
- Mt. Olympus Water and Theme Park Vacations
- Camp Randall Stadium Vacations
- Chula Vista Waterparks Vacations
- Alliant Energy Center Vacations
- Ho-Chunk Casino Vacations
- The House on the Rock Vacations
- Christmas Mountain Vacations
- University of Wisconsin-La Crosse Vacations
- La Crosse Center Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations