Vacation Packages to Wisconsin for 2025
Wisconsin Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
Save 100% on your flight
Price was $759, price is now $461 per person
$461
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,720, price is now $1,028 per person
$1,028
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star 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 Talbott, Autograph Collection
Downtown Chicago
Save 100% on your flight
Price was $1,127, price is now $675 per person
$675
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 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.
Staybridge Suites Chicago O'Hare - Rosemont by IHG
O'Hare
Save 100% on your flight
Price was $839, price is now $506 per person
$506
per person
Oct 24 - Nov 1
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $1,601, price is now $971 per person
$971
per person
Oct 24 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,261, price is now $798 per person
$798
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
92.4 km from city center
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 ...
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road, Wisconsin Dells, WI
83.02 km from city center
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access, and parking (surcharge). Our guests praise the ...
Oneida Casino Hotel
2040 Airport Dr, Green Bay, WI
95.37 km from city center
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 ...
The Pfister Hotel
424 E Wisconsin Ave, Milwaukee, WI
109.29 km from city center
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 ...
Harbor Shores on Lake Geneva
300 Wrigley Dr, Lake Geneva, WI
136.01 km from city center
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 ...
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way, Lake Geneva, WI
135.24 km from city center
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 ...
The VUE Boutique Hotel & Boathouse
1015 River Rd, Wisconsin Dells, WI
81.09 km from city center
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 bar in our reviews. ...
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 ...
Days Inn & Suites by Wyndham Wisconsin Dells
2504 Wisconsin Dells Parkway, Wisconsin Dells, WI
82.13 km from city center
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street, Milwaukee, WI
109.15 km from city center
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Potawatomi Hotel & Casino
1611 West Canal Street, Milwaukee, WI
108.43 km from city center
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 ...
Polynesian Hotel & Suites Wisconsin Dells/Lake Delton
857 N Frontage Rd, Wisconsin Dells, WI
83.47 km from city center
Stay at this 3-star family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave, Milwaukee, WI
107.41 km from city center
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and 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.
Mon, Oct 6 - Thu, Oct 9
ATL
Atlanta
MSP
Minneapolis
$77 Roundtrip, found 4 days ago
$77
Roundtrip
found 4 days ago
Thu, Oct 2 - Mon, Oct 6
DFW
Dallas
MSP
Minneapolis
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Wed, Oct 15 - Tue, Oct 21
EWR
New York
MKE
Milwaukee
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Fri, Oct 24 - Tue, Oct 28
EWR
New York
MSN
Madison
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Wed, Nov 5 - Wed, Nov 12
PHX
Phoenix
MKE
Milwaukee
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago