West Side All inclusive Vacations
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Top All inclusive vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.
Reviewed on Jun 27, 2025
Level Chicago - River North
Downtown Chicago
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
This property has everything to offer and more….. including a full gym, steam room, and sauna that’s available for your use.
Reviewed on Jun 27, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
The service response and help I received from Shannon McKinney the Business Travel Sales Manager and Zachary at the concierge desk were exceptional! We had a transportation dilemma and Shannon worked with us and resolved it! The hotel location is excellent, right next to the train stop from Midway and everything we wanted.
Reviewed on Jun 30, 2025
5* All inclusive vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.
Reviewed on Jun 27, 2025
4 Night All inclusive vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.
Reviewed on Jun 27, 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
Sep 15 - Sep 19
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
We liked the view and the location. With our second visit here the front desk check-in gentleman was not as warm and friendly as other staff have been. We always have a great experience with the valet (they are helpful in finding transportation) and the luggage handlers were very accommodating. Our room was cleaned very well after the very first day.
Reviewed on Jul 3, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.