Search Deals onHighland Hills Vacation Packages
Highland Hills Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Sonesta Chicago O'Hare Airport Rosemont
O'Hare
Save 100% on your flight
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 restaurant and the helpful staff in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
per person
May 23 - May 27
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.


Level Chicago - River North
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 6
found 2 hours ago
Roundtrip flight included
Baltimore (BWI) to Chicago (ORD)
Stay at this 4-star 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.

Fairfield Inn & Suites Chicago Downtown/River North
Downtown Chicago
per person
May 23 - May 27
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 6
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 6
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.

Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 6
found 2 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue 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 WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...

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 ...

voco Chicago Downtown by IHG
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 ...

Holiday Inn Chicago Dwtn - The Mart by IHG
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 ...
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.

Sat, Apr 26 - Sat, May 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago

Tue, Apr 15 - Wed, Apr 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago

Thu, Jun 5 - Mon, Jun 30
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$759 Roundtrip, found 1 day ago
$759
Roundtrip
found 1 day ago

Sun, Jun 29 - Sun, Aug 31
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$1,011 Roundtrip, found 1 day ago
$1,011
Roundtrip
found 1 day ago
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