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
$486
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) 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.
This hotel isn't worthy of 4 stars, room is basic, shower tray drips, it's not a luxury hotel and 4* is an exaggeration/ generous compared to the price point of the room.
Staff at front desk were reactive rather than pro-active, the would watch you go to the bar but remain at their seats at the front desk knowing the bar was unmanned and you would have to go and prompt them. Breakfast was poor.
Reviewed on Oct 23, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$592
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) 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 Talbott, Autograph Collection
Downtown Chicago
$630
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) to Chicago (ORD)
Book a stay at this 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.
Nice property overall
Room was very nice
Location excellent
Reviewed on Oct 19, 2026
Swissotel - Chicago
Downtown Chicago
$603
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
$639
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Arlo Chicago
Downtown Chicago
$551
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Tulsa (TUL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Very nice hotel.
Reviewed on Oct 22, 2026
Top Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
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
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 ...
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
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 ...
Natura Vue Resort & Boathouse
1015 River Rd Wisconsin Dells WI
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 helpful staff in ...
Motel 6 Madison, WI - East
4202 E Towne Blvd Madison WI
Stay at this motel in Madison. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
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 ...
Grand Geneva Resort & Spa
7036 Grand Geneva Wy Lake Geneva WI
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
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 ...
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
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 ...
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
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 Cove Of Lake Geneva
111 Center St Lake Geneva WI
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff ...
Motel 6 Milwaukee, WI - Glendale
5485 N Port Washington Rd Milwaukee WI
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Natura Treescape Resort
400 County Road A Wisconsin Dells WI
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 ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. 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
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.
Wed, Dec 9 - Wed, Dec 16
DEN
Denver
MSP
Minneapolis
$78
Roundtrip
found 2 days ago
Fri, Nov 27 - Tue, Dec 1
MSP
Minneapolis
MKE
Milwaukee
$211
Roundtrip
found 13 hours ago
Sun, Nov 8 - Fri, Nov 20
PHL
Philadelphia
MSP
Minneapolis
$247
Roundtrip
found 5 days ago
Tue, Dec 15 - Wed, Jan 6
LAX
Los Angeles
MSP
Minneapolis
$257
Roundtrip
found 4 days ago
Tue, Apr 13 - Sun, Apr 18
MSP
Minneapolis
MSN
Madison
$259
Roundtrip
found 1 day ago
Popular vacation package destinations in Wisconsin
- Milwaukee Vacations
- Madison Vacations
- Wisconsin Dells Vacations
- Green Bay Vacations
- Lake Geneva Vacations
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- Baraboo Vacations
- Sturgeon Bay Vacations
- Appleton Vacations
- Sister Bay Vacations
- Eau Claire Vacations
- Land O' Lakes Vacations
- Fish Creek Vacations
- Superior Vacations
- Sheboygan Vacations
- Bayfield Vacations
- Egg Harbor Vacations
- Hayward Vacations
- Minocqua Vacations
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- St Germain Vacations
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- Baileys Harbor Vacations
- Kenosha Vacations
- Ephraim Vacations
- Ashland Vacations
- Stevens Point Vacations
- Sturtevant Vacations
- Phelps Vacations
- Janesville Vacations
- Prairie Du Chien Vacations
- Waukesha Vacations
- Racine Vacations
- Beloit Vacations
- Cornell Vacations
- Hudson Vacations
- Fond du Lac Vacations
- Middleton Vacations
- Rhinelander Vacations
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