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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$458
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) 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.
Level Chicago Fulton Market
Downtown Chicago
$731
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
$654
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) 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.
Very friendly helpful staff. Love the location.
Reviewed on Aug 25, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
$462
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Stay at this 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 Michigan Avenue and Chicago Riverwalk are located nearby.
I booked this facility bcos the beds were king size. Little did I realize that the beds took up all the space in the little rooms. Be mindful of the room space, if you need space this is not the place for you. Location was excellent. 2 blocks from Michigan ave and all the food amenities you can ask for. I would come here again but it would just be a few people (2) to a room.
Reviewed on Aug 25, 2026
Level Chicago – Old Town
Downtown Chicago
$634
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$921
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Online says it has full spa. Actually it’s off site but they can come to your room. When I reserved the room Rooftop bar was open both days. When we arrive told the rooftop bar was reserved for a private party. Two of the main reason we went with this hotel. NEVER AGAIN
Reviewed on Aug 25, 2026
Top Hotel Deals
Country Inn & Suites by Radisson, Rock Falls, IL
2106 First Avenue Rock Falls IL
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 Dixon
1800 S Galena Ave Dixon IL
Book a stay at this business-friendly hotel in Dixon. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Ronald Reagan Boyhood ...
Fairfield By Marriott Inn & Suites Dixon
1755 Fulfs Lane Dixon IL
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 & Suites Rock Falls by IHG
301 E 2nd St Rock Falls IL
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
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 ...
Candlewood Suites Dixon by IHG
136 Plaza Dr Dixon IL
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 ...
White Pines Lodge
6712 W Pines Rd. Mount Morris IL
Stay at this hotel in Mount Morris. Enjoy free parking, housekeeping, and a restaurant. Popular attractions White Pines Forest State Park and Dillehay Park are ...
Rockfalls Inn & Suite
2105 1st Ave Rock Falls IL
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 Rock Falls Sterling Area
2100 1st Ave Rock Falls IL
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 ...
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.
Thu, Sep 17 - Thu, Sep 24
DEN
Denver Intl.
RFD
Greater Rockford
$253
Roundtrip
found 3 hours ago
Tue, Sep 29 - Sat, Oct 3
DEN
Denver Intl.
PIA
Greater Peoria Regional
$289
Roundtrip
found 21 hours ago
Wed, Sep 30 - Wed, Oct 7
DEN
Denver Intl.
PIA
Greater Peoria Regional
$299
Roundtrip
found 8 hours ago
Sat, Sep 12 - Wed, Sep 16
LAS
Harry Reid Intl.
MLI
Quad City Intl.
$305
Roundtrip
found 10 hours ago
Best points of interest in Sterling
- White Pines Forest State Park Vacations
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- Sauk Valley Community College Vacations
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