South Side Mountain Holidays
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Top flight + Mountain hotel deals in South Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was NZ$11,894, price is now NZ$11,381 per person
NZ$11,381
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.
Reviewed on 17 Aug. 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$12,877, price is now NZ$11,904 per person
NZ$11,904
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug. 2025
Park Hyatt Chicago
Downtown Chicago
Price was NZ$12,953, price is now NZ$12,102 per person
NZ$12,102
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug. 2025
5* Mountain holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$12,877, price is now NZ$11,904 per person
NZ$11,904
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug. 2025
Park Hyatt Chicago
Downtown Chicago
Price was NZ$12,953, price is now NZ$12,102 per person
NZ$12,102
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug. 2025
4 Night Mountain holidays in South Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$12,877, price is now NZ$11,904 per person
NZ$11,904
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug. 2025
Park Hyatt Chicago
Downtown Chicago
Price was NZ$12,953, price is now NZ$12,102 per person
NZ$12,102
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
Dunedin (DUD) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug. 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.