Search Deals onHighland Hills Vacation Packages
Highland Hills Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
W Chicago - Lakeshore
Downtown Chicago
per person
Feb 10 - Feb 16
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Waldorf Astoria Chicago
Downtown Chicago
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Aloft Chicago Downtown River North
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kinzie Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
3-4 Night Vacations in Highland Hills
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Highland Hills
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Highland Hills
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
350 West Wolf Point Plaza, Building 2, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
La Quinta Inn & Suites by Wyndham Chicago Downtown
1 S Franklin Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in
voco Chicago Downtown, an IHG Hotel
350 W Wolf Point Plaza Building, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd, Schiller Park, IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Chicago Getaway Hostel
616 W Arlington Pl, Chicago, IL
Stay at this hostel in Chicago. Enjoy parking (surcharge), a 24-hour front desk, and a business center. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Chicago/Downtown - The Loop
28 North Franklin Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Feb 3 - Wed, Feb 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Mon, Jan 27 - Sat, Feb 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$936 Roundtrip, found 4 hours ago
$936
Roundtrip
found 4 hours ago
Fri, Jan 24 - Sun, Feb 2
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$2,043 Roundtrip, found 6 days ago
$2,043
Roundtrip
found 6 days ago
Discover Other Travel Deals
- Wrigley Field Vacations
- Chicago Riverwalk Vacations
- United Center Vacations
- Willis Tower Vacations
- Woodfield Mall Vacations
- Donald E. Stephens Convention Center Vacations
- Allstate Arena Vacations
- LEGOLAND® Discovery Center Vacations
- Guaranteed Rate Field Vacations
- University of Illinois Chicago Vacations
- Schaumburg Medieval Times Vacations
- Rivers Casino Vacations