A sunset over a calm lake with trees silhouetted against the sky.

Orland Hills Vacations from $293

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Your Orland Hills Vacation

When you book a vacation 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 neighborhood 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 vacation on Expedia.

The Latest Orland Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.
    Jan 15 - Jan 18

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Wonderful staff!! Welcoming, friendly, and very helpful. We ended up arriving 2 hours before check-in, but staff had no problem helping us out and letting us get our room early. Valet staff hepful when we needed to get an item from the car, James was so awesome helping with luggage and to our room. Housekeeping checked in to see if we were happy with the room, which was very clean!! Each contact we had with staff was a positive one. Lobby was small but cute and eclectic. Wish there was a..."
    Reviewed November 14, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $418
    $293
    per traveler
    found 1 day ago
    Le Méridien Essex Chicago
  • A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
    Jan 15 - Jan 18

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (2,420 reviews)
    "Great location close to shopping, restaurants, and entertainment. Friendly staff. Small bathroom but it served it's purpose. Would stay here again."
    Reviewed November 15, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $449
    $309
    per traveler
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile
  • The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
    Jan 28 - Jan 31

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,711 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $502
    $348
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
    Jan 28 - Jan 31

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,765 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $886
    $629
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • A room with two chairs and a small table, a large window with a city view at night.
    Jan 15 - Jan 18

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,002 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $476
    $339
    per traveler
    found 1 day ago
    Eurostars Magnificent Mile

Where to stay in Orland Hills

Find the best Orland Hills areas and neighborhoods for the activities you enjoy most.
A meal with seafood soup, fried fish, rice, and a small bowl of sauce.
Photo by Steve Ignowski
Open Photo by Steve Ignowski

Parkside

The restaurants and seafood restaurants are a few reasons travelers visit Parkside. Though there aren't many top sights in the neighborhood, you can visit Gaelic Park and Credit Union 1 Amphitheatre, a few notable attractions nearby.

Downtown Tinley

If you're looking for some top things to see and do in Downtown Tinley and surrounding area, you can visit Credit Union 1 Amphitheatre and Odyssey Fun World.

Cherry Hill Farms

If you're looking for some top things to see and do in Cherry Hill Farms and surrounding area, you can visit Orland Square and Gaelic Park.

Orland Hills Hotel Deals

A spacious lobby with a central spiral staircase, seating areas, and a reception desk.

Quality Inn & Suites Orland Park - Chicago

Quality Inn & Suites Orland Park - Chicago
2.5 star property
Orland Hills
7.4 out of 10, Good, (1,002 reviews)
$89 nightly
The price is $100
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
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.
See all properties in Orland Hills
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.