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Old World Wisconsin Vacation Packages

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Old World Wisconsin Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 out of 5
per person
Jun 9 - Jun 13
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Flagg Creek Golf Course and Park District of La Grange are located nearby.
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Holiday Inn Express & Suites Chicago - Oak Forest by IHG

Holiday Inn Express & Suites Chicago - Oak Forest by IHG

2.5 out of 5
per person
Jun 9 - Jun 13
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Oak Forest. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions George Dunne National Golf Club and Oak Hill Park are located nearby.
Crowne Plaza Lombard Downers Grove by IHG

Crowne Plaza Lombard Downers Grove by IHG

3.5 out of 5
per person
Jun 9 - Jun 13
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Glen Ellyn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lilacia Park and Yorktown Shopping Center are located nearby.
Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions River Trail Nature Center and Northbrook Sports Complex are located nearby.
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights

4 out of 5
per person
Jun 9 - Jun 13
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Arlington Heights. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 13
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, an outdoor pool, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Morton Arboretum and Seven Bridges Golf Club are located nearby.
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Wood Dale. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® Discovery Center and Woodfield Mall are located nearby.
HYATT house Chicago/Naperville/Warrenville

HYATT house Chicago/Naperville/Warrenville

3 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Warrenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Nike Sports Complex and Naperville Yard Indoor Sports Complex are located nearby.
Wingate by Wyndham Schaumburg

Wingate by Wyndham Schaumburg

3 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and Schaumburg Medieval Times are located nearby.

3-4 Night Vacations in Old World Wisconsin

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Schaumburg Chicago Northwest

Wyndham Garden Schaumburg Chicago Northwest

3 out of 5
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hilton Garden Inn Chicago OHare Airport

Hilton Garden Inn Chicago OHare Airport

3 out of 5
O'Hare
per person
May 23 - May 26
found 21 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
Aloft Chicago O'Hare

Aloft Chicago O'Hare

3 out of 5
O'Hare
per person
May 23 - May 26
found 21 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
Marriott Chicago Schaumburg

Marriott Chicago Schaumburg

3.5 out of 5
per person
May 29 - Jun 1
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)

5-7 Night Vacations in Old World Wisconsin

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

3 out of 5
O'Hare
per person
May 30 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 15 - Jun 21
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)

Old World Wisconsin Last Minute Hotel Deals

La Quinta Inn & Suites by Wyndham Milwaukee Delafield
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
2.5 out of 5
2801 Hillside Dr, Delafield, WI
Book a stay at this spa hotel in Delafield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
2.5 out of 5
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 ...
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
AmericInn by Wyndham Elkhorn Near Lake Geneva
AmericInn by Wyndham Elkhorn Near Lake Geneva
2.5 out of 5
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 ...
AmericInn by Wyndham Elkhorn Near Lake Geneva
The Ingleside Hotel
The Ingleside Hotel
4 out of 5
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 ...
The Ingleside Hotel
Lake Lawn Resort
Lake Lawn Resort
3.5 out of 5
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. ...
Lake Lawn Resort
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 out of 5
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 ...
Timber Ridge Lodge and Waterpark
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
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 ...
Harbor Shores on Lake Geneva
Best Western Waukesha Grand
Best Western Waukesha Grand
2.5 out of 5
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 ...
Best Western Waukesha Grand
See all 1,683 properties in Old World Wisconsin
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.