Orland Hills Holidays from £1,167

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Your Orland Hills Holiday

When you book a holiday 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 neighbourhood 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 holiday on Expedia.

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
Price was £1,467, price is now £1,167 per person
£1,167
per person
11 May - 15 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The place was beautiful. Breakfast was lovely and I enjoyed everything.

Reviewed on 10 Apr 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £2,086, price is now £1,674 per person
£1,674
per person
11 May - 15 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,123 reviews)
The staff at the Pendry are top notch. We arrived early and just wanted to drop our bags off, but the staff was able to check us in several hours early. Upon learning it was my birthday, the bell hop brought me a glass of wine from the bar and later, the staff sent up a bottle of prosecco and birthday cupcakes. Our room

Reviewed on 7 Apr 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,569, price is now £1,269 per person
£1,269
per person
11 May - 15 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great location! Easy parking and the rooms were gorgeous! We will definitely stay here next time we visit Chicago

Reviewed on 10 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was £1,508, price is now £1,278 per person
£1,278
per person
11 May - 15 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.

Reviewed on 6 Apr 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was £1,803, price is now £1,529 per person
£1,529
per person
11 May - 15 May
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,026 reviews)
Wonderful hotel. Great location at a great price.

Reviewed on 1 Apr 2026

Top hotels in Orland Hills

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 £64 per night from 21 Apr to 22 Apr
£64
21 Apr - 22 Apr
includes taxes & fees
7.2/10 Good! (1,506 reviews)
No

Reviewed on 10 Apr 2026

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 £51 per night from 18 Apr to 19 Apr
£51
18 Apr - 19 Apr
includes taxes & fees
6.4/10 (1,085 reviews)
Yes

Reviewed on 5 Apr 2026

Red Roof Inn PLUS+ Chicago - Willowbrook
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 £105 per night from 26 Apr to 27 Apr
£105
26 Apr - 27 Apr
includes taxes & fees
8.2/10 Very Good! (1,495 reviews)
The complimentary drinks and appetizers at happy hour every day was 10/10!!

Reviewed on 9 Apr 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 1,064 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 travel package cost?
Get ready to book, because a trip to Orland Hills starts from just £1,167. When you bundle your hotels, flights and car rentals into a travel package, you'll pick up the biggest bargains.
If I'm not able to travel, can I cancel my Orland Hills travel package?
Plans can change without warning, so yes, you can. You may be able to change or cancel your Orland Hills travel package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Want more information? Visit our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Orland Hills?
Secure flights that fit your schedule, add a hotel to your booking and watch how much you save with an Orland Hills travel package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1,000,000 properties around the world to choose from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Orland Hills holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you want to pay off your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this plan. Just put down a small deposit on your booking and then start packing your suitcase.

Where should I stay in Orland Hills?
Cross Hollywood Casino Amphitheatre off your must-see list and then stay right near it. Experience the buzzing vibe around this big attraction and drop by whenever you like!
What are the top hotels in Orland Hills?
Get your holiday off to an excellent start by reserving a room at La Quinta Inn & Suites by Wyndham Chicago Tinley Park. It's one of most sought-after hotels in Orland Hills. Another welcoming option is EVEN Hotel Chicago Tinley Park-Conv Ctr.
How far in advance should I book my Orland Hills holiday?
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 holiday!
What does an Expedia Orland Hills travel package include?
Flights, hotels and car rentals — we connect you to the best deals. All you have to do is select your ideal combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to customize an exciting Orland Hills escape.
What should I know before booking an Orland Hills travel package?
Our prices are already low. However, you'll pick up even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with an Orland Hills Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to choose from worldwide. With so many choices, finding the perfect carrier to whisk you away to Orland Hills will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.