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.
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $617, price is now $449 per person
$449
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $796, price is now $506 per person
$506
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,532, price is now $986 per person
$986
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
La Banque Hotel
Save 100% on your flight
Price was $739, price is now $479 per person
$479
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $757, price is now $536 per person
$536
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star 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.
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
Save 100% on your flight
Price was $628, price is now $456 per person
$456
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Rivers Casino are located nearby.
Top Hotel Deals
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. ...
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
Stay at this 3-star business-friendly hotel in DeKalb. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
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 ...
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. ...
Montcler Hotel & Conference Center, Trademark by Wyndham
3300 Drew Ave, Sandwich, IL
20.97 km from city center
Stay at this 3-star business-friendly hotel in Sandwich. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Farnsworth House and Silver Springs ...
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD, DeKalb, IL
17.44 km from city center
Stay at this 3-star business-friendly hotel in DeKalb. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Super 8 by Wyndham DeKalb IL
800 W Fairview Dr, Jct I-88 & Annie Glidden Rd- Exit 91, 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 ...
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 ...
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 ...
Quality Inn
567 E IL Route 38, Rochelle, IL
28.98 km from city center
Stay at this hotel in Rochelle. Enjoy free breakfast, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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 Yorkville
1510 A North Bridge St, Yorkville, IL
30.12 km from city center
Book a stay at this business-friendly motel in Yorkville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
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.