Search Deals onChocolate Box Vacation Packages
Chocolate Box Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Harrah's Joliet Casino & Hotel
Save 100% on your flight
per person
Jul 17 - Jul 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (CHI)
Stay at this 3.5-star business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harrah's Casino and Route 66 Raceway are located nearby.
Eurostars Magnificent Mile
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Ameristar Casino Hotel East Chicago
Save 100% on your flight
per person
Jul 17 - Jul 22
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star beach hotel in East Chicago. Enjoy 5 restaurants, a marina, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ameristar Casino East Chicago and Jeorse Park Beach are located nearby.
Embassy Suites by Hilton Chicago Downtown River North
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
citizenM Chicago Downtown
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Home2 Suites by Hilton Chicago River North
Save 100% on your flight
per person
Aug 1 - Aug 7
found 13 hours ago
Roundtrip flight included
Austin (AUS) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
3-4 Night Vacations in Chocolate Box
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Chocolate Box
Price found within the past 48 hours. Click for updated prices.
Chocolate Box Last Minute Hotel Deals
Residence Inn by Marriott Chicago Wilmette/Skokie
3205 Old Glenview Rd, Wilmette, IL
Stay at this 3-star business-friendly hotel in Wilmette. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Renaissance Chicago North Shore Hotel
933 Skokie Blvd, Northbrook, IL
Stay at this 4-star golf hotel in Northbrook. Enjoy free parking, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Chicago - North Shore Conference Center
9599 Skokie Blvd, Skokie, IL
Stay at this 4-star business-friendly hotel in Skokie. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hampton Inn & Suites Chicago-North Shore/Skokie
5201 Old Orchard Road, Skokie, IL
Stay at this 3-star golf hotel in Skokie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Extended Stay America Suites Chicago Skokie
5211 Old Orchard Rd, Skokie, IL
Stay at this hotel in Skokie. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions North Shore Center for the Performing Arts and Skokie ...
Holiday Inn Chicago North-Evanston by IHG
1501 Sherman Ave, Evanston, IL
Stay at this 3-star business-friendly hotel in Evanston. Enjoy free WiFi, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Sheraton Chicago Northbrook Hotel
1110 Willow Rd, Northbrook, IL
Stay at this 3.5-star business-friendly hotel in Northbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Hilton Garden Inn Chicago North Shore/Evanston
1818 Maple Ave, Evanston, IL
Stay at this 3.5-star business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff ...
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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Hotels Near Points of Interest in Chocolate Box
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Car Rentals in Chocolate Box
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