
Southern Wisconsin Pet-friendly Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Pet-friendly hotel deals in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
CA $835
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
The staff was very friendly and accommodating. The room was tidy and the AC kept us cool on the warmer days.
Reviewed on Sep 12, 2026




Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips5* Pet-friendly holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.



Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips3 Night Pet-friendly holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.



Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips4 Night Pet-friendly holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
CA $1,171
per person
Oct 23 - Oct 27
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The hotel was very good and in a great location. The only thing I would have asked to improve is the breakfast selection which was very basic and limited.
Reviewed on Sep 13, 2026


Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all tripsPet-friendly Hotels in Southern Wisconsin

The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
- 7 min drive from American Family Field
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

Grand Geneva Resort & Spa
7036 Grand Geneva Wy Lake Geneva WI
- 1 hour drive from American Family Field
Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
- 6 min drive from American Family Field
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,450 reviews)
"."
Reviewed on Sep 12, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







