South Suburbs All inclusive Vacations

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Top All inclusive vacation packages in South Suburbs

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥270,503
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥357,160
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥286,880
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (157 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
¥301,384
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
Me and my husband arrived at the hotel on Saturday afternoon about 4 PM. My husband talked to the valet about cost.. The valet told us it was $84 to park with In-N-Out availability. We were only staying for one night but decided to use the valet. We were given a ticket and after we walked in the building. We had to figure it out on our own that the front desk was on the second floor. There was this two people working at the desk. One person was helping a customer. The other was not helping anyone they were free. We were not greeted or asked if we needed any help at all. After 5 mins the employee who was helping the previous customer asked if he could help us and that’s when his coworker also asked if we needed help. Moving on we requested our car but still had to wait 25.When we got back to the hotel that late night, there was no valet sitting at the booth, although they said it was 24 hours service. My husband waited downstairs for almost a hour when I went upstairs and asked if there was a valet I was told that he should be there. We were tired after a long day of traveling and enjoying the city. The next morning we requested our vehicle at checkout 20 minutes before we came downstairs.our car had not arrived nor did anyone go and get our vehicle. They apologized, but we were leaving the hotel and had reservations at a restaurant. This made us late as we had to wait an extra 25 minutes after Requesting our car 20 minutes before we left. They also charged my husband twice.

Reviewed on Aug 24, 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
¥462,080
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The only negative thing to mention is that the carpeting in the hallways seems quite dated. It needs to be updated.

Reviewed on Aug 24, 2026

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5* All inclusive vacations in South Suburbs

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥357,160
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
¥462,080
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The only negative thing to mention is that the carpeting in the hallways seems quite dated. It needs to be updated.

Reviewed on Aug 24, 2026

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3 Night All inclusive vacations in South Suburbs

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
¥284,169
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥312,929
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥284,330
per person
Sep 25 - Sep 28
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.