Orland Hills Vacation Packages

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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.

Top Holiday Package Deals in Orland Hills

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 31 - Aug. 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (664 reviews)
Nice property, excellent service. Hallways are showing a little wear. We have visited the Emily since its opening. Great neighborhood and nice hotel. Just a bit worn in the 3rd floor hallway.

Reviewed on Jun. 2, 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. 21 - Aug. 26
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Property is 5 star all the way. Staff is excellent. Restaurant is 5 star as well.

Reviewed on Jun. 6, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 21 - Aug. 26
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Chicago (ORD)
8.8/10 Excellent! (208 reviews)
The staff here is amazing and so helpful. Loved my stay here.

Reviewed on Jun. 6, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 25 - Aug. 29
found 17 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 11 - Aug. 16
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (205 reviews)
Great apartment - comfortable with great amenities (gym, pool, spa, etc.)

Reviewed on Jun. 5, 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 CA $115 per night from Jun. 23 to Jun. 24
CA $115
CA $129 total
includes taxes & fees
Jun 23 - Jun 24
7.2/10 Good! (893 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 CA $106 per night from Jun. 20 to Jun. 21
CA $106
CA $118 total
includes taxes & fees
Jun 20 - Jun 21
6.2/10 (1,038 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
Fully refundableReserve now, pay when you stay
The price is CA $76 per night from Jun. 20 to Jun. 21
CA $76
CA $86 total
includes taxes & fees
Jun 20 - Jun 21
6.8/10 (1,014 reviews)
"Nice stay there"

Reviewed on Jun. 3, 2024

Red Roof Inn PLUS+ Chicago - Willowbrook
See all 854 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.

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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 CA $992. 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.
How far in advance should I book my Orland Hills vacation?
You’ll be rewarded with the biggest variety and the cheapest prices by booking your Orland Hills adventure nice and early. Airlines usually publish flight tickets around a year in advance, so start your planning ASAP. Having said that, Expedia is committed to giving you the best bargains around, so it’s always a good time to book your dream vacation!
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

5/5(2 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

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.