Orland Hills Vacations from ￥203,364

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The Latest Orland Hills Vacation Packages

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Sep 18 - Sep 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on Jun 30, 2025

Art Villa

Art Villa

5 out of 5
West Town
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
No reviews
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
This was our second stay here. We were particularly impressed by the staff and customer service. It’s the kind we get in 5stars hotels overseas in the Middle East or SouthEast Asia. Impeccable. A special shout out to Pablo Criado for his warm and enthusiastic welcome and making sure that we had a great stay! I am now a fan and will only stay at Trump Chicago when in Chicago downtown.

Reviewed on Jul 5, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Sep 18 - Sep 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Always love our stay at The Peninsula!

Reviewed on Jun 29, 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,037 reviews)
Need to hear the pool.

Reviewed on Jul 4, 2025

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 ￥13,508 per night from Aug 3 to Aug 4
￥13,508
￥15,126 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"Good price, friendly staff, good breakfast, comfortable bed."

Reviewed on Jun 24, 2025

Quality Inn & Suites Orland Park - Chicago
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
3.5 out of 5
6201 Joliet Rd, Countryside, IL
Fully refundable
The price is ￥14,880 per night from Jul 8 to Jul 9
￥14,880
￥16,662 total
Jul 8 - Jul 9
includes taxes & fees
7.8/10 Good! (1,048 reviews)
Great Hotel
"It’s very quiet, safe and comfortable"

Reviewed on Jul 3, 2025

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is ￥20,226 per night from Jul 27 to Jul 28
￥20,226
￥22,446 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Everything about this day was great, including the staff and the beautiful location of this hotel"

Reviewed on Jul 3, 2025

The Westin Chicago Lombard
See all 941 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.

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 ￥203,364. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.