Vacation Packages to Wisconsin for 2026
Wisconsin Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,041, price is now $743 per person
$743
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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
Downtown Chicago
Save 100% on your flight
Price was $1,617, price is now $884 per person
$884
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,252, price is now $836 per person
$836
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,730, price is now $1,167 per person
$1,167
per person
Jun 4 - Jun 8
found 15 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Book a stay at this 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,253, price is now $883 per person
$883
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,083, price is now $772 per person
$772
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.
Top Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
109.29 km from city center
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
92.4 km from city center
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 ...
Oneida Casino Hotel
2040 Airport Dr Green Bay WI
95.42 km from city center
Book a stay at this business-friendly hotel in Green Bay. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean ...
Great Wolf Lodge Wisconsin Dells
1400 Great Wolf Dr Baraboo WI
83.32 km from city center
Book a stay at this family-friendly resort in Baraboo. Enjoy 6 indoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. ...
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
83.02 km from city center
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 ...
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
108.78 km from city center
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
135.24 km from city center
Book a stay at this spa aparthotel in Lake Geneva. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Natura Treescape Resort
400 County Road A Wisconsin Dells WI
82.13 km from city center
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 ...
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
108.43 km from city center
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
109.15 km from city center
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
100.53 km from city center
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
The Knickerbocker on the Lake
1028 East Juneau Avenue Milwaukee WI
109.1 km from city center
Book a stay at this spa hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
7036 Grand Geneva Way Lake Geneva WI
134.2 km from city center
Book a stay at this spa resort in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. 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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, May 9 - Sun, May 24
DFW
Dallas
MSP
Minneapolis
$133 Roundtrip, found 1 day ago
$133
Roundtrip
found 1 day ago
Thu, Apr 16 - Sun, Apr 26
AZA
Mesa
MSP
Minneapolis
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Thu, May 28 - Mon, Jun 1
DAL
Dallas
MKE
Milwaukee
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Wed, May 20 - Sat, May 23
SEA
Seattle
MKE
Milwaukee
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Tue, Jun 9 - Mon, Jun 15
DEN
Denver
ATW
Appleton
$279 Roundtrip, found 4 days ago
$279
Roundtrip
found 4 days ago