Search Deals onSterling Vacation Packages
Sterling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Price was $398, price is now $173 per person
$173
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star 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.
Pendry Chicago
Price was $599, price is now $285 per person
$285
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Emily Hotel
Price was $589, price is now $303 per person
$303
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Art Villa
Save 100% on your flight
Price was $1,017, price is now $534 per person
$534
per person
Jan 22 - Jan 25
found 16 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Chicago (ORD)
Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $442, price is now $242 per person
$242
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,689, price is now $927 per person
$927
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Level Chicago – Old Town
Save 100% on your flight
Price was $823, price is now $455 per person
$455
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Arlo Chicago
Save 100% on your flight
Price was $422, price is now $235 per person
$235
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Sterling Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Feb 17 - Thu, Feb 19
LAS
Harry Reid Intl.
RFD
Greater Rockford
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Thu, Dec 25 - Mon, Jan 5
DEN
Denver Intl.
RFD
Greater Rockford
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Wed, Jan 7 - Sat, Jan 10
AUS
Austin-Bergstrom Intl.
RFD
Greater Rockford
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Thu, Dec 11 - Sun, Dec 14
SEA
Seattle - Tacoma Intl.
RFD
Greater Rockford
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Discover Other Travel Deals
- White Pines Forest State Park Vacations
- Castle Rock State Park Vacations
- Ronald Reagan Boyhood Home Vacations
- Dixon Historic Center Vacations
- Dixon Welcome Center Vacations
- Sauk Valley Community College Vacations
- Lowell Park Vacations
- Sinnissippi Park Vacations
- Muddy Creek Vacations
- Dixon Memorial Arch Vacations
- Woodcote Cottage Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
