Search Deals onSterling Vacation Packages
Sterling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Royal Sonesta Chicago River North
Save 100% on your flight
Price was $619, price is now $403 per person
$403
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $797, price is now $510 per person
$510
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $933, price is now $638 per person
$638
per person
Jul 8 - Jul 11
found 2 days 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.

Swissotel - Chicago
Save 100% on your flight
Price was $691, price is now $473 per person
$473
per person
Jul 8 - Jul 11
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury 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.

JW Marriott Chicago
Save 100% on your flight
Price was $986, price is now $684 per person
$684
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

The Langham, Chicago
Save 100% on your flight
Price was $1,672, price is now $1,172 per person
$1,172
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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 - River North
Save 100% on your flight
Price was $1,323, price is now $928 per person
$928
per person
Jul 30 - Aug 2
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $759, price is now $534 per person
$534
per person
Jul 8 - Jul 11
found 2 days ago
Roundtrip flight included
Atlanta (ATL) 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.
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, Jul 4 - Sat, Jul 4
AUS
Austin-Bergstrom Intl.
MLI
Quad City Intl.
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago

Thu, Jun 11 - Sat, Jun 13
ATL
Hartsfield-Jackson Atlanta Intl.
PIA
Greater Peoria Regional
$241 Roundtrip, found 4 days ago
$241
Roundtrip
found 4 days ago

Fri, Sep 4 - Sat, Sep 5
AUS
Austin-Bergstrom Intl.
RFD
Greater Rockford
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago

Sat, Jun 27 - Mon, Jun 29
DEN
Denver Intl.
MLI
Quad City Intl.
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Castle Rock State Park Vacations
- Ronald Reagan Boyhood Home Vacations
- White Pines Forest State Park Vacations
- Dixon Historic Center Vacations
- Ronald Reagan Birthplace Vacations
- Sinnissippi Park Vacations
- Lowell Park Vacations
- Sauk Valley Community College Vacations
- Woodcote Cottage Vacations
- Muddy Creek Vacations
- Dixon Welcome Center Vacations
- John Deere Historic Site 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


