Chicago Heights Vacations from $295

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Your Chicago Heights Vacation

When you book a vacation package to Chicago Heights, you can relax and enjoy your escape knowing your travel plans are in order. Discover the many gems of this vibrant city while staying in a neighborhood like Glenwood, which is great for golfing. There's plenty to put on your itinerary during a trip to Chicago Heights, beginning with popular attractions such as Coyote Run Golf Course and Ravisloe Country Club. No matter your travel plans or the size of your budget, putting together the ultimate tailored Chicago Heights vacation is simple with Expedia.

The Latest Chicago Heights vacation packages

Price found within the past 48 hours. Click for updated prices.
The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Save 100% on your flight
Price was $477, price is now $295 per person
$295
per person
Nov 14 - Nov 16
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (146 reviews)
Popular with drunks that party way past reasonable quiet hours.

Reviewed on Sep 27, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,346, price is now $609 per person
$609
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
The city view rooms are great. Even though the hotel is in a busy area, the street it’s on is fairly quiet and has little traffic going through it. The hotel is conveniently placed and everything was walking distance. They also offered a credit for any service upon arrival along with free excursion activities. The only thing I’d change is having a microwave in the room so I didn’t waste as much food.

Reviewed on Sep 21, 2025

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 $1,019, price is now $573 per person
$573
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,027 reviews)
Everything was quiet and clean

Reviewed on Oct 1, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,163, price is now $704 per person
$704
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Excellent service, clean room, great breakfast and nice rooftop bar.

Reviewed on Oct 1, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $3,463, price is now $2,127 per person
$2,127
per person
Dec 8 - Dec 15
found 15 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
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Chicago Heights Hotel Deals

Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave, Chicago, IL
$159 nightly
The price is $187 total per night from Oct 5 to Oct 6
$187 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,229 reviews)
"Front desk ladies are very friendly and breakfast were delicious"

Reviewed on Sep 27, 2025

Hampton Inn by Hilton Chicago-Midway Airport
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
$123 nightly
The price is $142 total per night from Oct 8 to Oct 9
$142 total
Oct 8 - Oct 9
Total with taxes and fees
8.2/10 Very Good! (1,041 reviews)
"From the moment I entered the building, the smell alone was Stellar. The rooms and service were as expected per online photographs, the fitness center was great, it not huge but enoughselectionto get a good workout, the hallways were clean and quiet. There a a small breakfast spot across from the ..."

Reviewed on Sep 30, 2025

Hilton Chicago/Oak Lawn
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $62 total per night from Oct 2 to Oct 3
$62 total
Oct 2 - Oct 3
Total with taxes and fees
6.8/10 (1,254 reviews)
"I love everything about it Quiet Great Vending machines"

Reviewed on Sep 26, 2025

Motel 6 Bridgeview, IL
See all 798 properties in Chicago Heights
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.

Chicago Heights Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
30,300
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Odyssey Fun World, Midwest Carvers Museum and William W. Powers State Recreation Area

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Frequently asked questions

How much does a Chicago Heights vacation package cost?
Offering excellent value package deals from $295 on Expedia, you'll be surprised at how little a vacation to Chicago Heights costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chicago Heights?
December, January and February are the best times to search for cheap Chicago Heights vacation packages. Choosing to travel in quieter periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Chicago Heights?
Generally, a handful of days is enough to check out the major attractions during your Chicago Heights vacation. However, if you'd like to have more time to relax or take day trips, think about extending your itinerary.
How to find the best Chicago Heights package deals?
Begin your search for a Chicago Heights package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Chicago Heights package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chicago Heights adventure underway.
Is it cheaper to book a Chicago Heights vacation as a package?
You can enjoy significant savings on your next Chicago Heights retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chicago Heights?
If you're planning an impromptu Chicago Heights adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Chicago Heights vacation packages?
Your Chicago Heights getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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