Southern Wisconsin Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Photo by Evae
- Plan, book, travel with confidence
- Better togetherSave up to NT$25,000 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
Top Pet-friendly vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was NT$27,267, price is now NT$19,606 per person
NT$19,606
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (1,008 reviews)
They certainly do not like customers that make reservations under a “3rd party” and they made that very clear. Considering how expensive everything was, we didn’t even have the basics in the bathroom (qtips, toothbrush-i’m not even sure if this counts as “basic” anymore.) Valet also took too long, they have a small driveway and you just sit there-I had to call front desk and ask if they were even offering it.
Reviewed on 2026/7/27
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$51,728, price is now NT$36,532 per person
NT$36,532
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Great location !! Great hotel !! Great service
Reviewed on 2026/7/27
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was NT$31,482, price is now NT$22,427 per person
NT$22,427
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (2,271 reviews)
This hotel it’s a 10/10 I stayed in this place before and I totally love it. Rooms are super spacious,clean,good view,etc. Staff always helpful and very friendly. The only thing I wish they need is a pool but overall it’s an excellent place to stay.
Reviewed on 2026/7/26
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was NT$35,273, price is now NT$25,507 per person
NT$25,507
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (3,725 reviews)
I could sleep for 2 nights because the air conditioner was so loud, it sounded like a motor. It was miserable. Will not stay here again.
Reviewed on 2026/7/27
Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips5* Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$51,728, price is now NT$36,532 per person
NT$36,532
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Great location !! Great hotel !! Great service
Reviewed on 2026/7/27
Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips3 Night Pet-friendly vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$51,728, price is now NT$36,532 per person
NT$36,532
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Great location !! Great hotel !! Great service
Reviewed on 2026/7/27
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was NT$31,482, price is now NT$22,427 per person
NT$22,427
per person
Aug 27 - Aug 30
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (2,271 reviews)
This hotel it’s a 10/10 I stayed in this place before and I totally love it. Rooms are super spacious,clean,good view,etc. Staff always helpful and very friendly. The only thing I wish they need is a pool but overall it’s an excellent place to stay.
Reviewed on 2026/7/26
Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
