Search Deals onOld World Wisconsin Vacation Packages
Old World Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Courtyard by Marriott Chicago Wood Dale
Save 100% on your flight
Price was $440, price is now $296 per person
$296
per person
Nov 3 - Nov 7
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Wood Dale. 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.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $1,314, price is now $759 per person
$759
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago - River North
Save 100% on your flight
Price was $1,418, price is now $831 per person
$831
per person
Nov 25 - Dec 2
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago Fulton Market
Save 100% on your flight
Price was $1,130, price is now $686 per person
$686
per person
Nov 25 - Dec 2
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

The Langham, Chicago
Save 100% on your flight
Price was $2,361, price is now $1,527 per person
$1,527
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.

Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $2,550, price is now $1,661 per person
$1,661
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Virgin Hotels Chicago
Save 100% on your flight
Price was $1,175, price is now $771 per person
$771
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Park Hyatt Chicago
Save 100% on your flight
Price was $1,661, price is now $1,115 per person
$1,115
per person
Nov 13 - Nov 17
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

OYO Hotel Portage I-94
Save 100% on your flight
Price was $494, price is now $336 per person
$336
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly motel in Portage. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Founders' Square Park and East Branch are located nearby.

Pendry Chicago
Save 100% on your flight
Price was $1,452, price is now $993 per person
$993
per person
Nov 13 - Nov 20
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, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Arlo Chicago
Save 100% on your flight
Price was $1,086, price is now $754 per person
$754
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

LondonHouse Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,224, price is now $856 per person
$856
per person
Nov 13 - Nov 20
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, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue 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

Quality Inn & Suites East Troy I-43
2921 O' Leary Lane, East Troy, WI
Book a stay at this business-friendly hotel in East Troy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

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 ...

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 ...

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. ...

Baymont by Wyndham Waterford/Burlington WI
750 Fox Lane, Waterford, WI
Book a stay at this business-friendly hotel in Waterford. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Green Meadows Petting Farm is ...

Best Western Waukesha Grand
2840 N Grandview Boulevard, Pewaukee, WI
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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