Search Deals onHighland Park Vacation Packages
Photo by Meghan hernandez
Highland Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Emily Hotel
Save 100% on your flight
Price was $891, price is now $562 per person
$562
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Hotel Riu Plaza Chicago
Price was $1,698, price is now $812 per person
$812
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Park Hyatt Chicago
Save 100% on your flight
Price was $1,975, price is now $1,170 per person
$1,170
per person
Nov 24 - Nov 29
found 1 day 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Langham, Chicago
Save 100% on your flight
Price was $1,965, price is now $1,215 per person
$1,215
per person
Oct 22 - Oct 27
found 1 day 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.

theWit Chicago, a Hilton Hotel
Save 100% on your flight
Price was $1,569, price is now $1,018 per person
$1,018
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Eurostars Magnificent Mile
Save 100% on your flight
Price was $1,474, price is now $961 per person
$961
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.

Hilton Chicago O'Hare Airport
Save 100% on your flight
Price was $1,299, price is now $854 per person
$854
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
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 staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

Arlo Chicago
Save 100% on your flight
Price was $1,387, price is now $939 per person
$939
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Highland Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Highland Park 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.

Wed, Sep 24 - Sat, Sep 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$144 Roundtrip, just found
$144
Roundtrip
just found

Thu, Sep 25 - Sun, Sep 28
LAX
Los Angeles Intl.
MDW
Midway Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago

Mon, Sep 22 - Sat, Oct 4
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$852 Roundtrip, found 1 day ago
$852
Roundtrip
found 1 day ago

Wed, Nov 5 - Mon, Nov 24
PVG
Pudong Intl.
ORD
O'Hare Intl.
$997 Roundtrip, found 1 day ago
$997
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Ravinia Park Vacations
- Ravinia Pavilion Vacations
- Highland Park Country Club Vacations
- Wrigley Field Vacations
- Naval Base Great Lakes Vacations
- Lake Michigan Vacations
- Six Flags Great America Vacations
- Northwestern University Vacations
- Donald E. Stephens Convention Center Vacations
- Woodfield Mall Vacations
- Schaumburg Convention Center 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