Deals on vacations and trips to Highland Park
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Highland Park flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Save 100% on your flight
Price was $384, price is now $237 per person
$237
per person
Nov 12 - Nov 16
found 6 hours ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area is provided and the front desk is staffed around-the-clock.
Park Hyatt Chicago
Downtown Chicago
Price was $2,197, price is now $1,221 per person
$1,221
per person
Oct 31 - Nov 5
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,075, price is now $610 per person
$610
per person
Oct 31 - Nov 5
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $802, price is now $482 per person
$482
per person
Oct 25 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
DoubleTree by Hilton Chicago - Alsip
Save 100% on your flight
Price was $553, price is now $349 per person
$349
per person
Dec 18 - Dec 23
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (MDW)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Top Highland Park hotels deals
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $238 total per night
$238 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
Free airport shuttle
Pet friendly
Claridge House
1244 N Dearborn Parkway, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $200 total per night
$200 total
Oct 5 - Oct 6
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. You'll appreciate the gym, bar/lounge, and coffee shop.
Spa
Pet friendly
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $184 total per night
$184 total
Oct 3 - Oct 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.
Free airport shuttle
Pet friendly
Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $200 total per night
$200 total
Oct 24 - Oct 25
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free airport shuttle
The Chicago Hotel Collection River North
312 W. Chestnut St., Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $165 total per night
$165 total
Oct 1 - Oct 2
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A lobby fireplace, express check-out, and luggage storage are also on offer.
Pet friendly
Free WiFi
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $194 total per night
$194 total
Oct 2 - Oct 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
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.
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Frequently asked questions
Photos of local treasures
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