
Exclusive Chicago Riverwalk Vacation Deals

Chicago Riverwalk vacation package deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,026, price is now CA $746 per person
CA $746
per person
Feb 28 - Mar 4
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,896, price is now CA $1,158 per person
CA $1,158
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Waldorf Astoria Chicago
Downtown Chicago
Price was CA $3,006, price is now CA $1,845 per person
CA $1,845
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $1,656, price is now CA $1,103 per person
CA $1,103
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Pendry Chicago
Downtown Chicago
Price was CA $1,701, price is now CA $1,157 per person
CA $1,157
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,216, price is now CA $878 per person
CA $878
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
Book a stay at this 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.