Orland Park Vacations from $557
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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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $987, price is now $655 per person
$655
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Queen is very small but nice staff
Reviewed on Jul 16, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,374, price is now $929 per person
$929
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
Outstanding breakfast and one of the nicer traveling experiences I've had in a while. Big Europe vibes (but with AC!) Highly recommend!
Reviewed on Jul 16, 2026
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View all tripsStay near popular Orland Park attractions
What to do in Orland Park
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Orland Park Hotel Deals
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$294 nightly
The price is $349 total per night from Jul 19 to Jul 20
$349 total
Jul 19 - Jul 20
Total with taxes and fees
9.2/10 Wonderful! (1,919 reviews)
"Great experience"
Reviewed on Jul 15, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 11
Total with taxes and fees
8/10 Very Good! (10,274 reviews)
"Upon arriving at the hotel - some of the doors worked others did not - their signage was very confusing. When we entered our room there was a horrible smell, one of the curtains was falling from the wall. When we tried to take showers there wasn’t any hot water no matter which way you turned the ..."
Reviewed on Jul 16, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $264 total per night from Aug 9 to Aug 10
$264 total
Aug 9 - Aug 10
Total with taxes and fees
9.4/10 Exceptional! (4,723 reviews)
"Outstanding breakfast and one of the nicer traveling experiences I've had in a while. Big Europe vibes (but with AC!) Highly recommend!"
Reviewed on Jul 16, 2026
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 |
More vacations you might like
Frequently asked questions
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- Art Institute of Chicago
- Canalport Riverwalk Park
- Tinley Park Vacations
- Chicago Ridge Shopping Mall
- Auditorium Building and Theatre
- West Loop Vacations
- Skydeck Ledge
- Odyssey Fun World
- Chicago Cultural Center
- Parkside Vacations
- Lincoln Park Zoo
- Equestrian Estates Vacations
- Raging Waves Waterpark
- 311 S Wacker Dr
- Film Row Cinema
- Mary Bartelme Park
- Monadnock Building
- Sr Crown Hall
- Chicago Place Mall
- Bridgeport Art Center
- Roosevelt University
- Cibc Theatre
- Fisher Building
- 900 North Michigan Shops
- St Nicholas Ukrainian Catholic Cathedral
- South Commons Vacations
- Centennial Park Aquatic Center
- Michigan Avenue
- Unity Temple
- Chicago Children's Museum
- Marina City
- Humboldt Park
- Crestwood Vacations
- Wrigley Field
- Navy Pier
- Chicago Museum Campus Vacations
- Crown Fountain
- Hyde Park Vacations
- Willis Tower
- Seatgeek Stadium
- University of Illinois Chicago
- Cadillac Palace Theatre
- Marshall Field Building
- Orland Park Sportsplex
- Burnham Park
- Gleneagles Country Club
- Robert W Roloson Houses
- Lakefront Trail
- Ruffled Feathers Golf Course
- Tribune Tower
- Ida B Wells House
- Civic Opera House
- Columbia College Chicago
- Jane Addams' Hull-House Museum
- Holy Name Cathedral
- Maggie Daley Park
- St. John Cantius Church
- Michigan Avenue Bridge
- Garfield Park
- Packer Schopf Gallery
- Depaul University-Loop Campus
- South Loop Vacations
- Picasso Statue
- Our Lady of Sorrows Basilica
- Rookery
- Pgn Jump N' Fun Entertainment
- Chicago City Hall
- St. Basil Greek Orthodox Church
- Goodman Theater
- Cantigny Park
- Chicago Vacations
- Shops at North Bridge
- Robie House
- Mccormick Tribune Center
- Wrigley Building
- Chase Tower
- Cna Center
- Credit Union 1 Amphitheatre
- Magnificent Mile Vacations
- The Salt Shed
- Chinatown Vacations
- Centennial Beach
- Richard J. Daley Center
- Grace Abbott Homes Vacations
- Anna and Frederick Douglass Park
- Montrose Beach
- American Police Center & Museum
- Muddy Waters’ House
- Maxwell Street Market
- Palisades Vacations
- 333 West Wacker Drive
- Bridgeview Vacations
- Ping Tom Memorial Park
- Zhou B Art Center
- Palos Hills Vacations
- Driehaus Museum
- Merchandise Mart
- Pontiac Building
- Carbide and Carbon Building
- Gen. John Logan Memorial
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
