Search Deals onSterling Vacation Packages
Sterling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Save 100% on your flight
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
HYATT house Chicago/Schaumburg
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Jump Zone are located nearby.
La Banque Hotel
Save 100% on your flight
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
Swissotel - Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 2 days 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.
Wingate by Wyndham - Joliet
Save 100% on your flight
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (CHI)
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions West Shore Park and Shorewood-Troy Public Library 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.
Sat, Sep 27 - Tue, Sep 30
AUS
Austin-Bergstrom Intl.
MLI
Quad City Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Sat, Oct 11 - Sat, Oct 18
DEN
Denver Intl.
MLI
Quad City Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Sat, Oct 11 - Sat, Oct 18
SAN
San Diego Intl.
MLI
Quad City Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Fri, Oct 3 - Sat, Oct 4
LAS
Harry Reid Intl.
PIA
Greater Peoria Regional
$264 Roundtrip, found 3 days ago
$264
Roundtrip
found 3 days ago
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