Chocolate Box Tours and Activities
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theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was NZ$3,760, price is now NZ$2,818 per person
NZ$2,818
per person
31 Oct - 5 Nov
found 18 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!
Reviewed on 26 Sept 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$5,759, price is now NZ$3,908 per person
NZ$3,908
per person
31 Oct - 5 Nov
found 18 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
It’s was very clean and safe
Reviewed on 27 Sept 2025
The Emily Hotel
Downtown Chicago
Price was NZ$4,292, price is now NZ$3,151 per person
NZ$3,151
per person
31 Oct - 5 Nov
found 18 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
The Emily Hotel was in a convenient area of Chicago close to the family wedding we were attending in mid-September.
Rooms were clean modern and had loads of desk space but no dressers or nightstands.
Staff was helpful in telling us about the nearby parking garage beneath the Google building across the street. We parked our car there for $57/ day vs Valet for $85 (with unlimited in and) at The Emily.
We would stay there again.
Reviewed on 26 Sept 2025
Popular places to visit
Baha'i House of Worship
On the peaceful shores of Lake Michigan, this elaborate temple, open to all, exudes a sense of peace that makes it a welcome change from Chicago’s bustle.
Grosse Point Lighthouse
Take a tour of Evanston’s 19th-century lighthouse, which was once used to guide ships into Chicago Harbor and today stands as an eye-catching lakeside landmark.
Home Alone House
Enjoy an outing to Home Alone House during your stay in Winnetka. Amble around the area's forests or visit its shops.
Maple Street Beach
Why not spend a lazy afternoon at Maple Street Beach during your trip to Chicago?
Tower Road Beach
Why not spend a lazy afternoon at Tower Road Beach during your trip to Chicago?
Elder Lane Beach
Why not spend a lazy afternoon at Elder Lane Beach during your trip to Winnetka? Amble around the area's forests or visit its shops.
Top Chocolate Box Hotel & Accommodation Deals
Updated Spacious Home -Near NWU- Hospitals+More
Wilmette
Renaissance Chicago North Shore Hotel
933 Skokie Blvd, Northbrook, IL
DoubleTree by Hilton Chicago - North Shore Conference Center
9599 Skokie Blvd, Skokie, IL
Sleek and cozy 1BR Apartment
Evanston
Sleek and Cozy 1BR Apartment - Hartrey G
2533 Hartrey Ave, Evanston, IL
Sheraton Chicago Northbrook Hotel
1110 Willow Rd, Northbrook, IL
Hilton Garden Inn Chicago North Shore/Evanston
1818 Maple Ave, Evanston, IL
Skokie 1BR Gem - Davis
4625 Davis St, Skokie, IL
The Gem Museum Suites
1555 Oak Avenue, Evanston, IL
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.
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