Orland Park Vacations from $633
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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.
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was $971, price is now $633 per person
$633
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
I enjoyed my stay with my toddler , the location was wonderful . However I did notice a lot of mosquitos , to my surprise the window in room was left open . Other than that it was nice and comfortable .
Reviewed on Jul 8, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,195, price is now $725 per person
$725
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
Fue un lugar encantador, todo limpio. Volvería a regresar
Reviewed on Jul 8, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $3,290, price is now $2,021 per person
$2,021
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
We came to the property for my wife’s 40th birthday celebration. From the moment we walked in through the doors, we felt pampered. Everyone on staff was friendly, high energy, and always willing to help. The housekeeping staff was top notch as they went above and beyond with expectation on not only keeping things clean, but organizing our clutter, leaving thoughtful birthday treats, and making us feel comfortable. I now do not want to travel without staying at a 4 seasons property. They made our experience 10 times better!
Reviewed on Jul 6, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,182, price is now $768 per person
$768
per person
Sep 9 - Sep 13
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Front desk staff was super helpful and enthusiastic. Smooth check-in, and checkout.
Reviewed on Jul 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $987, price is now $663 per person
$663
per person
Sep 9 - Sep 13
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Great place to stay for a night after exploring all day. I was able to see the city right from the window. Recommend this place for sure
Reviewed on Jul 8, 2026
Don't see what you're looking for?
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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
Orland Park Hotel Deals
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $308 total per night from Jul 26 to Jul 27
$308 total
Jul 26 - Jul 27
Total with taxes and fees
9.2/10 Wonderful! (1,881 reviews)
"I enjoyed my stay with my toddler , the location was wonderful . However I did notice a lot of mosquitos , to my surprise the window in room was left open . Other than that it was nice and comfortable ."
Reviewed on Jul 8, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $239 total per night from Jul 9 to Jul 10
$239 total
Jul 9 - Jul 10
Total with taxes and fees
8/10 Very Good! (10,206 reviews)
"everything good"
Reviewed on Jul 8, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $276 total per night from Jul 19 to Jul 20
$276 total
Jul 19 - Jul 20
Total with taxes and fees
9.4/10 Exceptional! (4,648 reviews)
"Fue un lugar encantador, todo limpio. Volvería a regresar"
Reviewed on Jul 8, 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 |
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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.
