Orland Park Vacations from $119
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Your Orland Park Vacation
Get ready to experience Orland Park on your terms with a custom Orland Park vacation package! Discovering the treasures of this lively city is easy with a base in a neighborhood such as Flossmoor, which is great for golfing, among lots of other things. Like to get out and explore? Orland Park Sportsplex, Orland Square and Centennial Park are just a few of the most popular places to visit during a trip to Orland Park. Stop dreaming and start doing. Browse the broad range of options on Expedia today and finally put your Orland Park vacation plans into gear!
The Latest Orland Park vacation packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was $692, price is now $348 per person
$348
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Its room was perfect the only bad part was their was a couple stains in the bathroom wall
Reviewed on Dec 1, 2025
The Emily Hotel
Downtown Chicago
Price was $985, price is now $504 per person
$504
per person
Jan 1 - Jan 6
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.
Reviewed on Nov 26, 2025
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $364, price is now $190 per person
$190
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Staff was friendly and outgoing throughout our 2 night stay. Roome were very clean, spacious with floor to ceiling windows and large walk-in showers. Bottle of wine upon check-in.
Reviewed on Nov 25, 2025
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Discover the most popular places to visit in Orland Park
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.
What to do in Orland Park
Chicago Bulls Basketball Game at United Center
$98
per adult
80% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Orland Park Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Dec 18 to Dec 19
$111 total
Dec 18 - Dec 19
Total with taxes and fees
8.4/10 Very Good! (5,350 reviews)
It was great
Reviewed on Dec 1, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Dec 28 to Dec 29
$147 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (2,116 reviews)
Great
Reviewed on Dec 1, 2025
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $122 total per night from Dec 5 to Dec 6
$122 total
Dec 5 - Dec 6
Total with taxes and fees
8/10 Very Good! (9,675 reviews)
Rooms were clean and housekeeping was accomodating. Front desk was average. Lobby furniture could use some cleaning and/or changing. I wouldn't say updating because the aesthetic is fitting. The mildew and mold from what appeared to be the 4th floor was pungent and seemed to play a role in the elevator ...
Reviewed on Nov 29, 2025
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.
Find the Best Orland Park Vacation Packages
Orland Park Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 58,600 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Odyssey Fun World, Hollywood Casino Amphitheatre and Centennial Park |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.