Search Deals onSouthern Wisconsin Vacation Packages
Southern Wisconsin Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
Save 100% on your flight
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.
InterContinental Chicago Magnificent Mile by IHG
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
per person
Aug 3 - Aug 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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.
Level Chicago - River North
Save 100% on your flight
per person
Aug 3 - Aug 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) 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.
The Hoxton Chicago
Save 100% on your flight
per person
Aug 3 - Aug 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and United Center are located nearby.
Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
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.
Sun, Jun 15 - Sun, Jun 22
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$134 Roundtrip, found 2 hours ago
$134
Roundtrip
found 2 hours ago
Tue, Jul 1 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Sat, Jul 5 - Wed, Jul 9
MCO
Orlando Intl.
MSN
Dane County Regional
$144 Roundtrip, found 1 hour ago
$144
Roundtrip
found 1 hour ago
Thu, Sep 4 - Sun, Sep 7
LAX
Los Angeles Intl.
MKE
General Mitchell Intl.
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
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