Orland Hills Holidays from £743

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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 £1,035, price is now £743 per person
£743
per person
4 Apr - 8 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Nice and good variety breakfast. Room was nice and clean. Good shower with nice pressure. Complimentary bag storage after checking out.

Reviewed on 24 Feb 2026

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Price was £2,985, price is now £1,928 per person
£1,928
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (983 reviews)
Room was okay, but first room was dirty with stained bed sheets and peeling wrap on the cupboards. It was nice, may choose to stay again

Reviewed on 24 Feb 2026

Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

3 out of 5
Downtown Chicago
Price was £2,915, price is now £1,891 per person
£1,891
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (2,048 reviews)
Amazing hotel (clean and aesthetically pleasing), central to local hotspots and friendly staff! Would definitely recommend again.

Reviewed on 21 Feb 2026

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
Downtown Chicago
Price was £2,930, price is now £1,902 per person
£1,902
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (619 reviews)
The facility is all around good—upkeep, accommodations, robust heating during an extreme cold spell, plus responsive staff throughout, from entry desk to engineers to Greystar management office.

Reviewed on 6 Feb 2026

Kasa River North Chicago

Kasa River North Chicago

4 out of 5
Downtown Chicago
Price was £2,951, price is now £1,925 per person
£1,925
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (177 reviews)
Better furniture. Everything was very cheap quality

Reviewed on 22 Feb 2026

Top hotels in Orland Hills

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 £78 per night from 9 Mar to 10 Mar
£78
9 Mar - 10 Mar
includes taxes & fees
7.4/10 Good! (1,003 reviews)
The room was nice and cozy. The staff was very professional as well.

Reviewed on 22 Feb 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 £57 per night from 25 Feb to 26 Feb
£57
25 Feb - 26 Feb
includes taxes & fees
7.2/10 Good! (1,454 reviews)
The room wasn’t what they said when we got there. They say it is sound proof but we could hear the music blaring in the next room. The hotel is under renovations and looks run down. I fell in the bathroom trying to take a towel off the rack, as soon as I touched the town the whole rack fell off the ...

Reviewed on 23 Feb 2026

Chicago Club Inn & Suites
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 refundableReserve now, pay when you stay
The price is £74 per night from 25 Feb to 26 Feb
£74
25 Feb - 26 Feb
includes taxes & fees
8/10 Very Good! (1,417 reviews)
Clean room

Reviewed on 24 Feb 2026

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
See all 1,057 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 £743. 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.