Waterman Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Waterman Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $687, price is now $432 per person
$432
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) 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.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $764, price is now $460 per person
$460
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $841, price is now $516 per person
$516
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) 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.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $705, price is now $435 per person
$435
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) 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.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $810, price is now $500 per person
$500
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $721, price is now $477 per person
$477
per person
Feb 4 - Feb 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Top Hotel Deals
Holiday Inn Express & Suites Yorkville by IHG
577 E KENDALL DRIVE Yorkville IL
29.87 km from city center
Book a stay at this spa hotel in Yorkville. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
17.27 km from city center
Book a stay at this business-friendly hotel in DeKalb. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
17.44 km from city center
Book a stay at this business-friendly hotel in DeKalb. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
24.08 km from city center
Book a stay at this business-friendly hotel in Sycamore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn DeKalb - University Area
W Lincoln Hwy, 1314,1314 DeKalb IL
18.07 km from city center
Book a stay at this business-friendly hotel in DeKalb. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Huskie Stadium and NIU Convocation ...
Hampton Inn Yorkville
310 East Countryside Parkway Yorkville IL
30.28 km from city center
Book a stay at this business-friendly hotel in Yorkville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
28.97 km from city center
Stay at this motel in Rochelle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Motel 6 Sycamore, IL
1860 Dekalb Ave Sycamore IL
22.91 km from city center
Stay at this motel in Sycamore. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Super 8 by Wyndham DeKalb IL
800 W Fairview Dr DeKalb IL
15.49 km from city center
Book a stay at this business-friendly motel in DeKalb. Enjoy free breakfast, free WiFi, and free parking. Popular attractions River Heights Golf Course and Huskie ...
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
22.66 km from city center
Book a stay at this business-friendly hotel in Sycamore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Red Roof Inn & Suites DeKalb
1212 West Lincoln Highway DeKalb IL
18.1 km from city center
Book a stay at this business-friendly hotel in DeKalb. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Rochelle - DeKalb
1133 N 7th St Rochelle IL
30.56 km from city center
Book a stay at this business-friendly hotel in Rochelle. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in ...
Quality Inn Sycamore - DeKalb
1475 South Peace Rd Sycamore IL
23.98 km from city center
Book a stay at this spa hotel in Sycamore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
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.