Sterling Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sterling Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was $405, price is now $296 per person
$296
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $762, price is now $521 per person
$521
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $670, price is now $485 per person
$485
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $560, price is now $407 per person
$407
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $513, price is now $375 per person
$375
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, 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.
Residence Inn by Marriott Chicago Downtown / River North
Downtown Chicago
Save 100% on your flight
Price was $478, price is now $350 per person
$350
per person
Dec 12 - Dec 16
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Top Hotel Deals
Quality Inn & Suites Dixon near I-88
136 Plaza Dr, Dixon, IL
18.9 km from city center
Stay at this hotel in Dixon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Ronald ...
Tru By Hilton Dixon
1806 S. Galena Ave, Dixon, IL
18.89 km from city center
Stay at this hotel in Dixon. Enjoy free breakfast and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood Home and John Deere Historic Site are located ...
Country Inn & Suites by Radisson, Rock Falls, IL
2106 First Avenue, Rock Falls, IL
2.99 km from city center
Book a stay at this business-friendly hotel in Rock Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Super 8 by Wyndham Rock Falls Sterling Area
2100 1st Ave, Rock Falls, IL
2.98 km from city center
Stay at this motel in Rock Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Holiday Inn Express & Suites Rock Falls by IHG
301 E 2nd St, Rock Falls, IL
0.81 km from city center
Book a stay at this business-friendly hotel in Rock Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Sinnissippi Park and Westwood ...
Super 8 by Wyndham Dixon
1800 S Galena Ave, Dixon, IL
18.79 km from city center
Stay at this hotel in Dixon. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood Home and John Deere Historic ...
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.