Search Deals onSouthwest Wisconsin Vacation Packages
Southwest Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
Save 100% on your flight
Price was $605, price is now $376 per person
$376
per person
Mar 23 - Mar 28
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. 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 Clark Street Beach and Halim Time & Glass Museum are located nearby.
Level Chicago – Old Town
Save 100% on your flight
Price was $919, price is now $515 per person
$515
per person
Mar 14 - Mar 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Save 100% on your flight
Price was $691, price is now $428 per person
$428
per person
Mar 13 - Mar 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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 United Center and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $703, price is now $442 per person
$442
per person
Mar 13 - Mar 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Kinzie Hotel
Save 100% on your flight
Price was $693, price is now $444 per person
$444
per person
Mar 14 - Mar 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Chicago Athletic Association, a Hyatt Hotel
Save 100% on your flight
Price was $810, price is now $530 per person
$530
per person
Mar 23 - Mar 28
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pendry Chicago
Save 100% on your flight
Price was $622, price is now $408 per person
$408
per person
Mar 13 - Mar 15
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $633, price is now $424 per person
$424
per person
Mar 14 - Mar 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Southwest Wisconsin Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southwest 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.
Tue, Feb 17 - Thu, Feb 19
LAS
Harry Reid Intl.
RFD
Greater Rockford
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Wed, Apr 22 - Sat, May 2
LAS
Harry Reid Intl.
MSN
Dane County Regional
$229 Roundtrip, found 5 hours ago
$229
Roundtrip
found 5 hours ago
Fri, Jan 30 - Sun, Feb 1
DCA
Ronald Reagan Washington National
MSN
Dane County Regional
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Wed, Feb 11 - Sat, Feb 14
PDX
Portland Intl.
ATW
Appleton Intl.
$251 Roundtrip, found 11 hours ago
$251
Roundtrip
found 11 hours ago
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