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

Courtyard by Marriott Chicago Magnificent Mile
Save 100% on your flight
per person
May 3 - May 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 3-star business-friendly 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.

DoubleTree by Hilton Chicago Schaumburg
Save 100% on your flight
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and LEGOLAND® Discovery Center are located nearby.


Pendry Chicago
Save 100% on your flight
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Fairmont Chicago at Millennium Park
Save 100% on your flight
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

The Allegro Royal Sonesta Hotel Chicago Loop
Save 100% on your flight
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Embassy Suites by Hilton Chicago Downtown River North
Save 100% on your flight
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Congress Plaza Hotel
Save 100% on your flight
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby.
Southern Wisconsin Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Southern Wisconsin Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$106 Roundtrip, found 4 days ago
$106
Roundtrip
found 4 days ago

Tue, Apr 22 - Tue, Apr 29
ATL
Hartsfield-Jackson Atlanta Intl.
MKE
General Mitchell Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago

Thu, Apr 17 - Sun, Apr 20
DEN
Denver Intl.
MKE
General Mitchell Intl.
$168 Roundtrip, found 20 hours ago
$168
Roundtrip
found 20 hours ago

Sat, May 24 - Sat, May 31
DEN
Denver Intl.
MSN
Dane County Regional
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
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