Orland Hills Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Indoor wedding
    Aug 10 - Aug 15

    Swissotel - Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.0/10 - Wonderful (3,357 reviews)
    "Staff was so helpful"
    Reviewed May 29, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - HND • 1 stop
    ￥398,056
    ￥305,446
    per traveler
    found 1 day ago
    Swissotel - Chicago
  • Front of property
    Aug 10 - Aug 15

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (4,288 reviews)
    "Staff was super nice and attentive."
    Reviewed May 29, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - HND • 1 stop
    ￥403,132
    ￥309,389
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Terrace/patio
    Aug 10 - Aug 15

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,882 reviews)
    "What a great place to stay!! So clean and so convenient. Thank you!!! I will return soon"
    Reviewed May 30, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - HND • 1 stop
    ￥530,809
    ￥411,160
    per traveler
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 2 restaurants; breakfast, lunch, and dinner served
    Aug 10 - Aug 15

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,721 reviews)
    "the view"
    Reviewed May 29, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - HND • 1 stop
    ￥419,723
    ￥342,909
    per traveler
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Executive lounge
    Aug 10 - Aug 15

    Fairmont Chicago at Millennium Park + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    8.8/10 - Excellent (2,165 reviews)
    "We really enjoyed our stay at this beautiful hotel! The hotel was extremely clean and the rooms were large and well designed. The amenities were top notch. The front desk staff were extremely knowledgeable and helpful. You can walk to any of the top attractions from this hotel and we put on 9 miles a day walking the city. Highly recommend this hotel for your stay in the Windy City!"
    Reviewed May 29, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - HND • 1 stop
    ￥390,096
    ￥326,618
    per traveler
    found 1 day ago
    Fairmont Chicago at Millennium Park

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 refundable
The price is ￥14,462 per night from May 31 to Jun 1
￥14,462
￥16,195 total
May 31 - Jun 1
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"Amazing service enjoyed everything"

Reviewed on May 29, 2026

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 ￥11,627 per night from Jun 3 to Jun 4
￥11,627
￥12,904 total
Jun 3 - Jun 4
includes taxes & fees
7.2/10 Good! (1,564 reviews)
"I stayed there for several nights, and they never cleaned my room or checked in on me."

Reviewed on May 27, 2026

Chicago Club Inn & Suites
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is ￥18,818 per night from Jun 29 to Jun 30
￥18,818
￥20,884 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,591 reviews)
"Asked for room service 2 days in a row. Got NOTHING"

Reviewed on May 30, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 1,060 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 . 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.