Search Deals onWisconsin Vacation Packages
Wisconsin Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $481, price is now $306 per person
$306
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Sand Hill On The Lake
Price was $1,305, price is now $855 per person
$855
per person
Dec 20 - Dec 28
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Lake Geneva. Enjoy free WiFi, free parking, and a private beach. Popular attractions Geneva National Golf Club and Lake Como are located nearby.
Hilton Madison Monona Terrace
Downtown Madison
Price was $604, price is now $401 per person
$401
per person
Dec 10 - Dec 14
found 23 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Stay at this 4-star business-friendly hotel in Madison. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,196, price is now $503 per person
$503
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Price was $1,087, price is now $558 per person
$558
per person
Dec 24 - Dec 31
found 17 hours 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.
DoubleTree by Hilton Chicago - North Shore Conference Center
Save 100% on your flight
Price was $662, price is now $389 per person
$389
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Skokie. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions North Shore Center for the Performing Arts and Skokie Theatre are located nearby.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was $710, price is now $420 per person
$420
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
Save 100% on your flight
Price was $574, price is now $363 per person
$363
per person
Dec 12 - Dec 17
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
3-4 Night Vacations in Wisconsin
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wisconsin
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in 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 ...
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
Stay at this 3.5-star spa aparthotel in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
Oneida Casino Hotel
2040 Airport Dr, Green Bay, WI
Stay at this 3.5-star business-friendly hotel in Green Bay. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in
Hilton Milwaukee
509 W Wisconsin Ave, Milwaukee, WI
Stay at this 4-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
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 ...
Potawatomi Hotel & Casino
1611 West Canal Street, Milwaukee, WI
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Sonesta Milwaukee West Wauwatosa
10499 W Innovation Dr, Milwaukee, WI
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the ...
The Pfister Hotel
424 E Wisconsin Ave, Milwaukee, WI
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
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 Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Dec 13 - Wed, Dec 17
DEN
Denver Intl.
MSP
Minneapolis - St. Paul Intl.
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Thu, Nov 20 - Sun, Dec 7
DFW
Dallas-Fort Worth Intl.
MSP
Minneapolis - St. Paul Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Tue, Nov 25 - Fri, Nov 28
ATL
Hartsfield-Jackson Atlanta Intl.
MSP
Minneapolis - St. Paul Intl.
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Sat, Jan 10 - Mon, Jan 12
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Milwaukee Vacations
- Madison Vacations
- Green Bay Vacations
- Wisconsin Dells Vacations
- Lake Geneva Vacations
- La Crosse Vacations
- Hayward Vacations
- Appleton Vacations
- Eau Claire Vacations
- Sister Bay Vacations
- Sturgeon Bay Vacations
- Baraboo Vacations
- Oshkosh Vacations
- Superior Vacations
- Fish Creek Vacations
- Sheboygan Vacations
- Alabama
- Alaska
- Arizona
- Arkansas
- California
- Colorado
- Connecticut
- Delaware
- Florida
- Georgia
- Hawaii
- Idaho
- Illinois
- Indiana
- Iowa
- Kansas
- Kentucky
- Louisiana
- Maine
- Maryland
- Massachusetts
- Michigan
- Minnesota
- Mississippi
- Missouri
- Montana
- Nebraska
- Nevada
- New Hampshire
- New Jersey
- New Mexico
- New York
- North Carolina
- North Dakota
- Ohio
- Oklahoma
- Oregon
- Pennsylvania
- Rhode Island
- South Carolina
- South Dakota
- Tennessee
- Texas
- Utah
- Vermont
- Virginia
- Washington State
- West Virginia
- Wyoming
- Washington D.C.
