A lake surrounded by autumn-colored trees and a small island with a dock.

Hickory Hills Vacations from $279

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Your Hickory Hills Vacation

When a fun city getaway is calling, answer it with a vacation package to Hickory Hills. The neighborhood of Woodlawn, which is great for cycling, golfing and walking, makes a terrific base for your adventures. Want to explore your surroundings? SeatGeek Stadium, Chicago Ridge Shopping Mall and Burr Ridge Village Center are three of the leading places to visit during your trip to Hickory Hills. A couple of quick clicks is all it takes to build your dream Hickory Hills vacation on Expedia.

The Latest Hickory Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 10 - Dec 13

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.4/10 - Very good (3,165 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $422
    $279
    per traveler
    found 2 days ago
    Hotel Felix River North/Magnificent Mile
  • Dec 10 - Dec 13

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,654 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $720
    $449
    per traveler
    found 2 days ago
    Hotel Riu Plaza Chicago
  • Dec 10 - Dec 13

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,880 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $599
    $378
    per traveler
    found 2 days ago
    Sheraton Grand Chicago Riverwalk
  • Dec 10 - Dec 13

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,989 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $629
    $404
    per traveler
    found 2 days ago
    Eurostars Magnificent Mile
  • Dec 10 - Dec 13

    Park Hyatt Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $1,826
    $1,237
    per traveler
    found 2 days ago
    Park Hyatt Chicago

Where to stay in Hickory Hills

Explore the charm of Hickory Hills, a family-friendly city in Cook County, perfect for outdoor adventures and romantic getaways. Nearby, discover the quaint town of Viroqua and the vibrant Oak Lawn, offering a blend of culture and urban experiences for every traveler.

Chicago

For travelers seeking a vibrant city experience, Chicago is an ideal destination that offers a rich blend of culture and entertainment. Visitors can explore the bustling shopping area along Michigan Avenue, enjoy the scenic views at Navy Pier, and experience world-class events at McCormick Place. Located within Chicago, Hickory Hills provides easy access to these attractions, making it a smart choice for a memorable stay. With its dynamic atmosphere and diverse activities, Chicago is perfect for a weekend getaway or family trip.

Bridgeview

Plan your stay in Bridgeview, a top-rated choice for families and weekend getaway seekers looking for a convenient mix of outdoor activities and cultural experiences. Just a short drive from Hickory Hills, Bridgeview offers access to exciting venues such as the local sports facility stadium, shopping areas, and the Griffin Museum of Science and Industry. With year-round appeal and a vibrant atmosphere, Bridgeview is an excellent choice for travelers eager to explore the best of the region.

Justice

If you are a family or budget traveler, look no further than Justice, which features a variety of attractions such as the historic University of Chicago and the Moraine Valley Community College Fine and Performing Arts Center. Enjoy outdoor activities at the Lake Katherine Nature Center or catch a game at a local sports facility stadium. Justice is about a 1-mile drive from Hickory Hills, making it a smart choice for your stay, blending convenience with a wealth of experiences.

Palos Hills

Ideally situated for families and weekend getaways, Palos Hills offers a charming retreat just about 2 miles drive from Hickory Hills. Visitors can enjoy a blend of outdoor and entertainment experiences, from the scenic Lake Katherine Nature Center to the vibrant performances at the Moraine Valley Community College Fine and Performing Arts Center. With its welcoming atmosphere and proximity to local attractions, Palos Hills is a smart choice for travelers looking to explore the area while enjoying comfortable accommodations.

Willow Springs

Travelers visiting the area often choose Willow Springs, especially families and weekend getaway seekers looking for a blend of outdoor and city experiences. With attractions like the University of Chicago and the Moraine Valley Community College Fine and Performing Arts Center, there's something for everyone. Enjoy the vibrant atmosphere at nearby sports facilities and urban parks. Just about 2 miles by car from Hickory Hills, Willow Springs is a smart choice for your next hotel booking, offering easy access to both relaxation and adventure.

Hickory Hills Hotel Deals

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 a Hickory Hills vacation package cost?

You'll find cheap prices from $279 on Expedia for your Hickory Hills break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Hickory Hills costs.

What are the cheapest months to go to Hickory Hills?

If you'd like to book a cheap Hickory Hills vacation package, consider visiting in December, January and February. You'll usually find better rates on airfares and hotels during these quieter months — perfect for travelers wishing to save money.

How many days is enough for Hickory Hills?

Generally, a handful of days is enough to visit the major sights during your Hickory Hills vacation. But if you want to have some time to unwind or take day tours, consider extending your itinerary.

How to find the best Hickory Hills package deals?

Use Expedia's handy filters to help you find some terrific Hickory Hills package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Hickory Hills package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.

Is it cheaper to book a Hickory Hills vacation as a package?

You can enjoy significant savings on your Hickory Hills retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Hickory Hills?

If you've got your Hickory Hills travel dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.

Does Expedia offer Book Now, Pay Later Hickory Hills vacation packages?

Set off on your dream trip to Hickory Hills with Expedia's Book Now, Pay Later vacations. No need to save up or wait until the next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they disappear.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.