Search Deals onSouthwest Wisconsin Vacation Packages
Southwest Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Price was $539, price is now $351 per person
$351
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $815, price is now $523 per person
$523
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The French Country Inn Lake Geneva
Save 100% on your flight
Price was $1,061, price is now $724 per person
$724
per person
Jun 11 - Jun 16
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this hotel in Lake Geneva. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Geneva National Golf Club and Lake Como are located nearby.
Holiday Inn Chicago North-Evanston by IHG
Price was $629, price is now $437 per person
$437
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Baha'i House of Worship and Aragon Ballroom are located nearby.
Christmas Mountain Campground
Price was $687, price is now $490 per person
$490
per person
May 28 - May 31
found 9 hours ago
Roundtrip flight included
Minneapolis (MSP) to Madison (MSN)
Book a stay at this ski resort in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park are located nearby.
Illinois Beach Hotel
Price was $623, price is now $445 per person
$445
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Harbor Shores on Lake Geneva
Save 100% on your flight
Price was $988, price is now $710 per person
$710
per person
Jun 11 - Jun 16
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Gary Gygax Memorial and Lake Geneva Cruise Line are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,177, price is now $846 per person
$846
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue 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, Apr 9 - Mon, Apr 13
BOS
Logan Intl.
RFD
Greater Rockford
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Tue, Jun 9 - Tue, Jun 16
DEN
Denver Intl.
MSN
Dane County Regional
$244 Roundtrip, found 8 hours ago
$244
Roundtrip
found 8 hours ago
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$248 Roundtrip, found 8 hours ago
$248
Roundtrip
found 8 hours ago
Thu, Apr 30 - Sun, May 3
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$248 Roundtrip, found 8 hours ago
$248
Roundtrip
found 8 hours ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Southwest Wisconsin
- Hotwire Picks
- University of Wisconsin-Madison Vacations
- Kalahari Indoor Waterpark Vacations
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- Mt. Olympus Water and Theme Park Vacations
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- Ho-Chunk Casino Vacations
- The House on the Rock Vacations
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