Southern Wisconsin Beach Vacations
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Top Beach vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ￥134,050, price is now ￥106,621 per person
￥106,621
per person
Jun 12 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Rooms a a little tired. Service at Toro is sub par
Reviewed on May 11, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥142,830, price is now ￥111,552 per person
￥111,552
per person
Jun 12 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The staff at Hotel Felix were kind, thoughtful, and genuinely helpful throughout my stay. The location is also a strong point — walking distance to a lot of great Chicago spots, which made getting around easy.
My experience was somewhat diminished by the mandatory Urban Fee added at check-in. I understand many hotels are moving in this direction, but travelers should be aware of the additional required cost when budgeting for their stay. Outside of that, the team and location were the highlights for me.
Reviewed on May 12, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥632,616, price is now ￥511,244 per person
￥511,244
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
The hotel is in the best location in the city. The staff is very friendly and rooms are immaculate. Terrace 16 restaurant and bar in the hotel has a great view. Overall experience was wonderful highly recommend and will definitely be back soon.
Reviewed on May 11, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥137,655, price is now ￥112,510 per person
￥112,510
per person
Jun 12 - Jun 14
found 9 hours ago
Roundtrip flight included
Washington (WAS) to Chicago (ORD)
9/10 Wonderful! (3,506 reviews)
The panoramic room is the best because the views at night
Reviewed on May 11, 2026
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See all available trips from Washington to Southern Wisconsin
View all trips5* Beach vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥425,590, price is now ￥399,524 per person
￥399,524
per person
Jul 27 - Jul 30
found 20 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Loved our suite- gorgeous views! Great service and excellent location
Reviewed on May 8, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥632,616, price is now ￥511,244 per person
￥511,244
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
The hotel is in the best location in the city. The staff is very friendly and rooms are immaculate. Terrace 16 restaurant and bar in the hotel has a great view. Overall experience was wonderful highly recommend and will definitely be back soon.
Reviewed on May 11, 2026
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See all available trips from Osaka to Southern Wisconsin
View all trips4 Night Beach vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥433,054, price is now ￥359,343 per person
￥359,343
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Great location & breakfast was amazing.
Reviewed on May 11, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
