Search Deals onSterling Vacation Packages
Sterling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Price was $596, price is now $413 per person
$413
per person
Jun 14 - Jun 19
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Route 66 Raceway and Harrah's Casino are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $1,726, price is now $1,017 per person
$1,017
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Thompson Chicago, by Hyatt
Save 100% on your flight
Price was $1,591, price is now $1,008 per person
$1,008
per person
Jun 11 - Jun 16
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Price was $1,193, price is now $785 per person
$785
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) 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.
Eurostars Magnificent Mile
Save 100% on your flight
Price was $1,031, price is now $682 per person
$682
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Holiday Inn Express & Suites Prospect Heights by IHG
Price was $662, price is now $453 per person
$453
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions River Trail Nature Center and Northbrook Sports Complex are located nearby.
Omni Chicago Hotel
Save 100% on your flight
Price was $1,168, price is now $811 per person
$811
per person
Jun 11 - Jun 16
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Holiday Inn Chicago Dwtn - The Mart by IHG
Save 100% on your flight
Price was $1,188, price is now $845 per person
$845
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, 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.
Sterling Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
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.
Thu, Apr 9 - Mon, Apr 13
BOS
Logan Intl.
RFD
Greater Rockford
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Tue, Jun 9 - Tue, Jun 16
IAH
George Bush Intercontinental
MLI
Quad City Intl.
$243 Roundtrip, just found
$243
Roundtrip
just found
Fri, May 29 - Sat, Aug 1
IAH
George Bush Intercontinental
RFD
Greater Rockford
$277 Roundtrip, found 10 hours ago
$277
Roundtrip
found 10 hours ago
Fri, May 29 - Sat, Aug 1
IAH
George Bush Intercontinental
PIA
Greater Peoria Regional
$292 Roundtrip, found 10 hours ago
$292
Roundtrip
found 10 hours ago
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