Orland Hills Vacations from $320

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Your Orland Hills Vacation

When you book a vacation package to Orland Hills, you can relax and enjoy your getaway knowing that all your travel arrangements are in order. Uncover the many delights of this vibrant city from your base in a neighborhood like Flossmoor, which is great for golfing. Like to explore? Hollywood Casino Amphitheatre, Odyssey Fun World and George Dunne National Golf Club are some of the top-rated places to visit during your trip to Orland Hills. A few quick clicks is all it takes to put together your ideal Orland Hills vacation on Expedia.

The Latest Orland Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $554, price is now $320 per person
$320
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
We will always stay here when in Chicago

Reviewed on Oct 4, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,560, price is now $638 per person
$638
per person
Dec 23 - Dec 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $552, price is now $336 per person
$336
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
Everything was perfect!

Reviewed on Oct 2, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,132, price is now $692 per person
$692
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (294 reviews)
Great place will return

Reviewed on Oct 2, 2025

Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
Price was $1,345, price is now $862 per person
$862
per person
Dec 4 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
No reviews

Orland Hills Hotel Deals

Quality Inn & Suites Orland Park - Chicago

Quality Inn & Suites Orland Park - Chicago

2.5 out of 5
8800 W 159th St, Orland Park, IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Oct 19 to Oct 20
$105 total
Oct 19 - Oct 20
Total with taxes and fees
7.2/10 Good! (1,017 reviews)
"We were grateful a room was open after 12 hours of travel"

Reviewed on Sep 30, 2025

Quality Inn & Suites Orland Park - Chicago
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Oct 5 to Oct 6
$80 total
Oct 5 - Oct 6
Total with taxes and fees
7/10 Good! (1,301 reviews)
"Love it"

Reviewed on Sep 28, 2025

Chicago Club Inn & Suites
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Oct 12 to Oct 13
$77 total
Oct 12 - Oct 13
Total with taxes and fees
6.2/10 (1,018 reviews)
"My go-to place in the area. Decor is somewhat dated and check-in is slow sometimes yet I come back because it’s a convenient location and the prices are reasonable. I prefer a 1st floor room and the staff will usually honor the request if they can."

Reviewed on Sep 27, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
See all 991 properties in Orland Hills
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.
All Inclusive Vacations
All Inclusive Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Orland Hills

Nine Inch Nails Great Show

Credit Union 1 Amphitheatre

You can enjoy a show at Credit Union 1 Amphitheatre during your stay in Tinley Park. Experience the great live music and acclaimed theater scene in this family-friendly area.

Credit Union 1 Amphitheatre

Tinley Park Convention Center

4/5(30 reviews)

Learn about the events happening at Tinley Park Convention Center during your trip to Tinley Park. Experience the great live music and acclaimed theater scene in this family-friendly area.

Tinley Park Convention Center

Odyssey Fun World

3.5/5(3 reviews)

You can take time to visit Odyssey Fun World during your travels to Tinley Park. Experience the area's acclaimed theater scene and great live music.

Odyssey Fun World
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.