Chicago Adventure Vacations
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Top Adventure vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was NT$29,172, price is now NT$22,728 per person
NT$22,728
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.
Reviewed on 2025/10/11
Omni Chicago Hotel
Downtown Chicago
Price was NT$26,861, price is now NT$22,598 per person
NT$22,598
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.2/10 Wonderful! (1,574 reviews)
Excellent staff, great location. I definitely stay there my next visit to Chicago
Reviewed on 2025/10/7
Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was NT$25,055, price is now NT$21,333 per person
NT$21,333
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.4/10 Exceptional! (2,126 reviews)
I liked where the property was and most of staff was helpful.
We had a stain on our couch and the property said it was cleaned but it was still very visable. luckily we were able to get someone to help us and we switched rooms.
Reviewed on 2025/10/14
Kinzie Hotel
Downtown Chicago
Price was NT$23,069, price is now NT$19,909 per person
NT$19,909
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.2/10 Wonderful! (1,903 reviews)
The staff was incredible. They were very friendly, helpful, and attentive to our needs. The hotel was very clean and high quality. Will stay there again!
Reviewed on 2025/10/11
3 Night Adventure vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was NT$25,055, price is now NT$21,333 per person
NT$21,333
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.4/10 Exceptional! (2,126 reviews)
I liked where the property was and most of staff was helpful.
We had a stain on our couch and the property said it was cleaned but it was still very visable. luckily we were able to get someone to help us and we switched rooms.
Reviewed on 2025/10/14
Pendry Chicago
Downtown Chicago
Price was NT$29,172, price is now NT$22,728 per person
NT$22,728
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.
Reviewed on 2025/10/11
Omni Chicago Hotel
Downtown Chicago
Price was NT$26,861, price is now NT$22,598 per person
NT$22,598
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
9.2/10 Wonderful! (1,574 reviews)
Excellent staff, great location. I definitely stay there my next visit to Chicago
Reviewed on 2025/10/7
Top Adventure Chicago Hotels
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,013 reviews)
"Excellent everything"
Reviewed on 2025/10/14
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,010 reviews)
"My daughter and I were visiting a college nearby. The hotel suited our needs perfectly."
Reviewed on 2025/10/13
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (3,382 reviews)
"I was in"
Reviewed on 2025/10/14
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
