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 Montcler Hotel - Redberri Luxury Collection
Price was $604, price is now $500 per person
$500
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Sandwich. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Farnsworth House and Silver Springs State Park are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,180, price is now $809 per person
$809
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Clean room
staff was helpful
Reviewed on Nov 13, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was $1,094, price is now $788 per person
$788
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this 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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $787, price is now $626 per person
$626
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
Clean room, great location.
Reviewed on Nov 13, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Price was $800, price is now $647 per person
$647
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
A
Reviewed on Nov 12, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was $834, price is now $683 per person
$683
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Very clean and comfortable. Valet was helpful and kind
Reviewed on Nov 13, 2026
Top Hotel Deals
Fairfield By Marriott Inn & Suites Dixon
1755 Fulfs Lane Dixon IL
18.59 km from city center
Book a stay at this business-friendly hotel in Dixon. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Ronald Reagan Boyhood ...
Holiday Inn Express Dixon By Ihg
136 Plaza Dr Suite B Dixon IL
18.97 km from city center
Stay at this hotel in Dixon. Enjoy free breakfast. Popular attractions Ronald Reagan Boyhood Home and John Deere Historic Site are located nearby.
Candlewood Suites Dixon by IHG
136 Plaza Dr Dixon IL
18.95 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 ...
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
3.01 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 ...
Rockfalls Inn & Suite
2105 1st Ave Rock Falls IL
3.16 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 ...
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, a fitness center, and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood Home and John Deere ...
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 ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jan 5 - Wed, Jan 13
RNO
Reno-Tahoe Intl.
MLI
Quad City Intl.
$389 Roundtrip, found 3 days ago
$389
Roundtrip
found 3 days ago
Mon, Jan 4 - Tue, Jan 12
RNO
Reno-Tahoe Intl.
MLI
Quad City Intl.
$394 Roundtrip, found 3 days ago
$394
Roundtrip
found 3 days ago
Tue, Mar 23 - Mon, May 24
LAX
Los Angeles Intl.
PIA
Greater Peoria Regional
$409 Roundtrip, found 1 day ago
$409
Roundtrip
found 1 day ago
Mon, Nov 30 - Thu, Dec 17
RNO
Reno-Tahoe Intl.
MLI
Quad City Intl.
$594 Roundtrip, found 3 days ago
$594
Roundtrip
found 3 days ago