Search Deals onOld World Wisconsin Vacation Packages
Old World Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Woodfield Mall are located nearby.
Hilton Chicago/Magnificent Mile Suites
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago - River North
Save 100% on your flight
per person
Jul 19 - Jul 24
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.
Four Points by Sheraton Chicago O'Hare Airport
Save 100% on your flight
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Fashion Outlets of Chicago are located nearby.
Nobu Hotel Chicago
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
citizenM Chicago Downtown
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Hoxton Chicago
Save 100% on your flight
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Jul 5 - Jul 9
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
The Royal Sonesta Chicago River North
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hampton Inn Chicago/Naperville
Save 100% on your flight
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Nike Sports Complex are located nearby.
Hotel Arista
Save 100% on your flight
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Naperville. 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 Topgolf and Odyssey Fun World are located nearby.
3-4 Night Vacations in Old World Wisconsin
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Old World Wisconsin
Price found within the past 48 hours. Click for updated prices.
Old World Wisconsin Last Minute Hotel Deals
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
2801 Hillside Dr, Delafield, WI
Stay at this 3-star spa hotel in Delafield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
AmericInn by Wyndham Elkhorn Near Lake Geneva
210 East Commerce Court, Elkhorn, WI
Book a stay at this business-friendly motel in Elkhorn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
200 W O CONNOR DRIVE, Elkhorn, WI
Book a stay at this business-friendly hotel in Elkhorn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 ...
Lake Lawn Resort
2400 E Geneva St, Delavan, WI
Stay at this 3.5-star beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
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 ...
The Ingleside Hotel
2810 Golf Road, Pewaukee, WI
Stay at this 4-star business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff ...
Grand Geneva Resort & Spa
7036 Grand Geneva Wy, Lake Geneva, WI
Stay at this 4-star 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 ...
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.
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