Orland Hills Vacations

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Your Orland Hills Vacation

With everything organized before you go away, our Orland Hills vacation packages mean you can simply focus on letting the good times roll. Whether you're staying in the neighborhood of Flossmoor, which is great for golfing, or someplace else in town, this fun city promises an array of discoveries. Make your trip to Orland Hills even more fulfilling by including some sightseeing. Hollywood Casino Amphitheatre, Odyssey Fun World and George Dunne National Golf Club are among the most popular attractions worth exploring. Don't delay your visit to this city any longer. Your perfect Orland Hills vacation is a couple of clicks away with Expedia.

The Latest Orland Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8/10 Very Good! (1,731 reviews)
My room was modern and clean. The staff was friendly and helpful. It was generally quiet, although I was lucky enough to witness an Indian wedding on the street outside my window which was joyful and loud. A wonderful experience!

Reviewed on Jun 3, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Very nice staff except for the guy at the front desk with the hair braided back very rude. I pray I never encounter him again I come to the Trump all the time and this was my first encounter with him very unwelcoming and dry.

Reviewed on Jun 4, 2024

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Loved the river view from hotel room . If I ever plan to visit Chicago I know where to stay now . Thank you for the anniversary complimentoty drink

Reviewed on Jun 3, 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (3,522 reviews)
Great place to stay! Can’t wait to come back!

Reviewed on Jun 3, 2024

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
Great property. I’ve stayed here numerous of times. Love the area too. Lots of great places to eat.

Reviewed on Jun 4, 2024

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
The price is $89 per night from Jun 23 to Jun 24
$89
$100 total
includes taxes & fees
Jun 23 - Jun 24
7.2/10 Good! (892 reviews)
"Nice place to stay"

Reviewed on May 28, 2024

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
The price is $74 per night from Jun 17 to Jun 18
$74
$82 total
includes taxes & fees
Jun 17 - Jun 18
6.2/10 (1,036 reviews)
"Quiet, the pool was nice to."

Reviewed on Jun 2, 2024

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
The price is $54 per night from Jun 18 to Jun 19
$54
$61 total
includes taxes & fees
Jun 18 - Jun 19
6.8/10 (1,013 reviews)
"Nice stay there"

Reviewed on Jun 3, 2024

Red Roof Inn PLUS+ Chicago - Willowbrook
See all 860 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Orland Hills vacation package cost?
Browse and book everything in one place with our Orland Hills vacation packages, which start from just $490. Choose the flights and hotels that fit your travel plans. Then, add on a few experiences or tours for a one-of-a-kind getaway.
How do I get a cheap travel package to Orland Hills?
Browse and book everything in the one place with our Orland Hills vacation packages. You’ll discover deals on hotels, flights and more that’ll keep your pocketbook happy and your adventurous spirit busy. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to select from, there are endless opportunities to mix and match.
Where should I stay in Orland Hills?
Choose a place within a stone’s throw of Hollywood Casino Amphitheatre. This well-known sight is in the middle of the action and on the must-do lists of many urban explorers.
What are the top hotels in Orland Hills?
Quality Inn & Suites Orland Park - Chicago is one of Orland Hills’s most sought-after hotels. Lock in a room here and you’ll be able to rest easy knowing you’re in excellent hands.
What does an Expedia Orland Hills travel package include?
Hotels, flights and rental cars, or any combination of the three — it’s totally up to you. Whether you’re venturing to Orland Hills with the kids or adventuring with your friends, there’s a package to fit your style and budget. Once you’ve made your booking, why not add on a couple of tours and experiences?
What should I know before booking an Orland Hills travel package?
Whether it’s adventure or relaxation you’re craving, an Orland Hills vacation package lets you organize your escape your way. Plus, you’ll score great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with an Orland Hills Expedia vacation package?
With a vacation package, you’re in control. Whether you’re eager to fly to Orland Hills in business or coach, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Orland Hills vacation package?
Whether it’s your hotel or flight, you can cancel and rebook it. Booked your Orland Hills vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may incur a fee from your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in Orland Hills

Image for Hollywood Casino Amphitheatre

Hollywood Casino Amphitheatre

4/5(159 reviews)

You can enjoy a show at Hollywood Casino Amphitheatre during your stay in Tinley Park. Experience the area's great live music and acclaimed theater scene.

Hollywood Casino Amphitheatre
Image for Credit Union 1 Amphitheatre

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
Image for Tinley Park Convention Center

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

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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.