Search Deals onSouthwest Wisconsin Vacation Packages
Southwest Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Houston (IAH) 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 Millennium Park are located nearby.
W Chicago - Lakeshore
Save 100% on your flight
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Aloft Chicago Downtown River North
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Chicago
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Virgin Hotels Chicago
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
Hotel Felix River North/Magnificent Mile
per person
Feb 10 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Buckingham Hotel
per person
Feb 22 - Mar 1
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Stay at this 3.5-star boutique hotel in Chicago. Enjoy a fitness center, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Grant Park and Millennium Park 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.
Thu, Jan 23 - Sun, Jan 26
DEN
Denver Intl.
MSN
Dane County Regional
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Tue, Dec 31 - Sun, Jan 5
LAX
Los Angeles Intl.
MSN
Dane County Regional
$267 Roundtrip, found 1 hour ago
$267
Roundtrip
found 1 hour ago
Tue, Jun 3 - Tue, Jun 10
LAS
Harry Reid Intl.
MSN
Dane County Regional
$268 Roundtrip, found 4 days ago
$268
Roundtrip
found 4 days ago
Fri, Jan 10 - Tue, Jan 14
SEA
Seattle - Tacoma Intl.
MSN
Dane County Regional
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
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