Hickory Hills Vacations from $314

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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.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,094 reviews)
Easy, efficient and friendly check-in.

Reviewed on Jul 3, 2025

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,755 reviews)
beautiful hotel, friendly and helpful staff.

Reviewed on Jul 2, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
We liked the view and the location. With our second visit here the front desk check-in gentleman was not as warm and friendly as other staff have been. We always have a great experience with the valet (they are helpful in finding transportation) and the luggage handlers were very accommodating. Our room was cleaned very well after the very first day.

Reviewed on Jul 3, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,785 reviews)
Stay was great Stuff was fantastic Area is great One thing which bothered me - TV was turning on on it’s own during the night Oh well

Reviewed on Jul 1, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,069 reviews)
Item was left in room. I tried for days to get contact with front desk and security will little to no luck. They say nothing reported so I consider that as theft by staff. Very disappointing.

Reviewed on Jul 2, 2025

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Discover the most popular places to visit in Hickory Hills

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Hickory Hills

River tour boat in Chicago

Architecture River Tour

$49
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

$45
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Hickory Hills

Hickory Hills Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $179 total per night from Jul 10 to Jul 11
$179 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (2,363 reviews)
"Staff were really nice and accommodating. I was able to check in early and check out late for free. The room was decent. Outdated but it was clean. Would book again."

Reviewed on Jul 2, 2025

Hilton Chicago/Magnificent Mile Suites
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
$260 nightly
The price is $300 total per night from Jul 6 to Jul 7
$300 total
Jul 6 - Jul 7
Total includes taxes and fees
9/10 Wonderful! (1,952 reviews)
"Ac in the room is very loud interrupts sleeping. No fan in the bathroom."

Reviewed on Jun 30, 2025

InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $177 total per night from Jul 10 to Jul 11
$177 total
Jul 10 - Jul 11
Total includes taxes and fees
7.8/10 Good! (8,952 reviews)
"The location is amazing. Every staff member i had an encounter with was very kind and courteous. The elevators are amazing for an older hotel. So fast and efficient. This was our second stay there. When we go back to Chicago I plan on staying here."

Reviewed on Jul 3, 2025

Congress Plaza Hotel
See all 4,448 properties in Hickory 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.

Find the Best Hickory Hills Vacation Packages

Hickory Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
14,100
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brookfield Zoo, Galloping Ghost and Lizzadro Museum of Lapidary Art

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Frequently asked questions

How much does a Hickory Hills vacation package cost?
You'll find cheap prices from $314 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.