Southern Wisconsin All inclusive Vacations
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Top All inclusive vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown
Downtown Chicago
￥262,870
per person
Nov 9 - Nov 14
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
We really like Silversmith. We've been there a couple of times. A smaller historical hotel and a bit more personal. We like the Loop! Staff was very good. Susan worked it all out for our group of 4 rooms. Good rooms. Try the "pure wellness" rooms. Quite nice. The attached Adamus restaurant, bar and lounge, was great; breakfast and dinner. The restaurant and bar staff were very attentive and personable! Renee was a fab bertender. Millennium Park and museums are a couple short blocks away. Very good home base to get something done or just explore Chicago.
Reviewed on Aug 29, 2026
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View all trips5* All inclusive vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
￥1,131,944
per person
Nov 6 - Nov 9
just found
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
The service and the staff iare incredible, do professional!!
So many details!
My husband and I were so happy!!
Reviewed on Aug 25, 2026
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View all trips3 Night All inclusive vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
￥960,459
per person
Nov 6 - Nov 9
just found
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
My sister and I came to Chicago from Baltimore to see the Obama Presidential Center. When I researched hotels to stay at in Chicago I was very impressed with Swissotel ratings. I could’ve made a better choice. We didn’t get to see everything we wanted to see, but when we do come back to Chicago Swissotel is definitely where we’ll be staying. So if you’re planning on coming to Chicago Swissotel is the best choice.
Reviewed on Aug 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
￥961,530
per person
Nov 6 - Nov 9
just found
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
The bed was really good. It was so comfortable that I slept like a baby. And the Breakfast was good also. All stuffs are nice , they always greet me with smil. I’ll recommend RIU Plaza Hotel to my friends if they go to Chicago.
Reviewed on Aug 29, 2026
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View all trips4 Night All inclusive vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
￥292,324
per person
Nov 2 - Nov 6
found 17 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
The bed was really good. It was so comfortable that I slept like a baby. And the Breakfast was good also. All stuffs are nice , they always greet me with smil. I’ll recommend RIU Plaza Hotel to my friends if they go to Chicago.
Reviewed on Aug 29, 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.
