Chocolate Box

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €847, price is now €581 per person
€581
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.

Reviewed on 12 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,414, price is now €915 per person
€915
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
FOOD WAS GOOD, JUST A LITTLE COLD, BUT NO MAJOR PROBLEMS

Reviewed on 12 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €862, price is now €588 per person
€588
per person
1 Feb - 6 Feb
found 1 hour ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on 28 Oct 2025

Popular places to visit

Baha\'i House of Worship showing a garden and heritage architecture

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.

Baha'i House of Worship
Grosse Point Lighthouse showing a lighthouse and a house

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.

Grosse Point Lighthouse

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.

Home Alone House

Maple Street Beach

Why not spend a lazy afternoon at Maple Street Beach during your trip to Chicago?

Maple Street Beach

Tower Road Beach

Why not spend a lazy afternoon at Tower Road Beach during your trip to Chicago?

Tower Road Beach

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.

Elder Lane Beach

Top Hotel Deals

Residence Inn by Marriott Chicago Wilmette/Skokie

Residence Inn by Marriott Chicago Wilmette/Skokie

3 out of 5
3205 Old Glenview Rd, Wilmette, IL
Residence Inn by Marriott Chicago Wilmette/Skokie
Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie

3 out of 5
5201 Old Orchard Road, Skokie, IL
Hampton Inn & Suites Chicago-North Shore/Skokie
Extended Stay America Suites Chicago Skokie

Extended Stay America Suites Chicago Skokie

2.5 out of 5
5211 Old Orchard Rd, Skokie, IL
Extended Stay America Suites Chicago Skokie
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4 out of 5
9599 Skokie Blvd, Skokie, IL
DoubleTree by Hilton Chicago - North Shore Conference Center
Renaissance Chicago North Shore Hotel

Renaissance Chicago North Shore Hotel

4 out of 5
933 Skokie Blvd, Northbrook, IL
Renaissance Chicago North Shore Hotel
Sleek and cozy 1BR Apartment

Sleek and cozy 1BR Apartment

Evanston
Sleek and cozy 1BR Apartment
Sleek and Cozy 1BR Apartment - Hartrey G

Sleek and Cozy 1BR Apartment - Hartrey G

3.5 out of 5
2533 Hartrey Ave, Evanston, IL
Sleek and Cozy 1BR Apartment - Hartrey G
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave, Evanston, IL
Holiday Inn Chicago North-Evanston by IHG
Well-Equipped 2BR - Greenbay 301

Well-Equipped 2BR - Greenbay 301

4 out of 5
2500 Green Bay Rd, Evanston, IL
Well-Equipped 2BR - Greenbay 301
See all 1,118 properties in Chocolate Box
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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