Southern Wisconsin Romantic Vacations
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Top Romantic vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥553,760, price is now ￥380,458 per person
￥380,458
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
8.2/10 Very Good! (2,858 reviews)
Nice luxury on a budget boutique hotel tucked in a lovely neighbourhood!
Reviewed on Jul 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ￥638,004, price is now ￥410,090 per person
￥410,090
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Very pleasant stay and cleanliness
Reviewed on Jul 29, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥549,570, price is now ￥411,724 per person
￥411,724
per person
Sep 13 - Sep 18
found 8 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.4/10 Exceptional! (2,606 reviews)
Staff was top tier with amazing customer service. Room was very clean with an amazing view of the city. Valet was a very reasonable price and super easy to get your car. Loved being right by navy pier and didn’t have to leave the hotel once because we had everything we needed within walking distance. I would recommend for families traveling or even solo travelers as well. I will definitely be back very soon!
Reviewed on Jul 29, 2026
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View all trips5* Romantic vacations in Southern Wisconsin
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View all trips4 Night Romantic vacations in Southern Wisconsin
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See all available trips from Tokyo 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.
