Orland Hills Holidays from £647

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,074, price is now £647 per person
£647
per person
10 Nov - 16 Nov
found 3 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.

Reviewed on 25 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,652, price is now £987 per person
£987
per person
10 Nov - 16 Nov
found 3 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,028, price is now £1,222 per person
£1,222
per person
10 Nov - 16 Nov
found 3 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on 25 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,113, price is now £1,322 per person
£1,322
per person
10 Nov - 16 Nov
found 3 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £2,303, price is now £1,465 per person
£1,465
per person
8 Oct - 15 Oct
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
Perfect location! Friendly staff. Beautiful room overlooking skyline and water.

Reviewed on 26 Aug 2025

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 14 Sept to 15 Sept
£78
14 Sept - 15 Sept
includes taxes & fees
7.2/10 Good! (1,003 reviews)
"Property was clean and things were in proper order."

Reviewed on 18 Aug 2025

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 £63 per night from 25 Sept to 26 Sept
£63
25 Sept - 26 Sept
includes taxes & fees
7/10 Good! (1,241 reviews)
"Was good"

Reviewed on 20 Aug 2025

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 £49 per night from 15 Sept to 16 Sept
£49
15 Sept - 16 Sept
includes taxes & fees
6.2/10 (1,005 reviews)
"Chilis Target"

Reviewed on 16 Aug 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
See all 988 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £647. 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.