South Chicago Heights Vacations from $356

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Your South Chicago Heights Vacation

Book a custom vacation package to South Chicago Heights and prepare to experience this amazing city your way. Think about staying in the neighborhood of Glenwood, which is great for golfing and lots more. Make sure to get in some sightseeing during your trip to South Chicago Heights. Coyote Run Golf Course and Ravisloe Country Club are some leading places to check out. Whoever you're taking time off with and whatever your budget, your dream South Chicago Heights vacation is only clicks away with Expedia.

The Latest South Chicago Heights vacation packages

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $576, price is now $356 per person
$356
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,178, price is now $538 per person
$538
per person
Jan 14 - Jan 18
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.8/10 Excellent! (1,075 reviews)
We love it there! The best

Reviewed on Nov 30, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $592, price is now $357 per person
$357
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
All of the above. Staff was wonderful. Room was clean and comfortable. On site amenities were great and food was superb. Best espresso martini I’ve ever tasted.

Reviewed on Dec 11, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $613, price is now $373 per person
$373
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
The rooms were great. Very spacious, fully stocked kitchen and extremely clean. We loved having access to the 8th floor with the steam room, sauna, fitness center, game rooms, and socializing areas 24/7. Would love to experience it in the summer with the pool and outdoor areas. We were also fortunate enough to attend during their Christmas Brunch buffet which was such a great perk! If the price stays around the same, I will continue to stay at Level hotels exclusively in any cities I visit that has one! I’ve already told so many people about my wonderful hotel experience.

Reviewed on Dec 9, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $610, price is now $377 per person
$377
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside

Reviewed on Dec 4, 2025

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South Chicago Heights Hotel Deals

Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $57 total per night from Dec 24 to Dec 25
$57 total
Dec 24 - Dec 25
Total with taxes and fees
5.6/10 (662 reviews)
Clean rooms

Reviewed on Dec 7, 2025

Econo Lodge South Holland - Chicago Southland
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
$52 nightly
The price is $58 total per night from Dec 28 to Dec 29
$58 total
Dec 28 - Dec 29
Total with taxes and fees
7/10 Good! (1,309 reviews)
Clean nice staff

Reviewed on Dec 6, 2025

Motel 6 Bridgeview, IL
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Dec 21 to Dec 22
$140 total
Dec 21 - Dec 22
Total with taxes and fees
8.2/10 Very Good! (1,147 reviews)
The staff made it so easy to check in and check out, the room was clean and the breakfast was good.

Reviewed on Dec 9, 2025

Hilton Chicago/Oak Lawn
See all 545 properties in South 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.

Find the Best South Chicago Heights Vacation Packages

South Chicago Heights Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
4,100
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Odyssey Fun World, Midwest Carvers Museum and Hollywood Casino Amphitheatre

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Frequently asked questions

How much does a South Chicago Heights vacation package cost?
You can pick up a vacation package to this destination from $356 on Expedia. But how much your vacation to South Chicago Heights costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to South Chicago Heights?
December, January and February are the best times to look for cheap South Chicago Heights vacation packages. Choosing to travel in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for South Chicago Heights?
Generally, a handful of days is enough to see the top attractions during your South Chicago Heights vacation. But if you'd like to have time to unwind or go on day trips, consider extending your trip.
How to find the best South Chicago Heights package deals?
Start your search for a South Chicago Heights package deal by entering your travel dates and destination under our "Packages" tab. Then apply some 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 ideal South Chicago Heights package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your South Chicago Heights escape underway.
Is it cheaper to book a South Chicago Heights vacation as a package?
You can enjoy significant savings on your South Chicago Heights getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see 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 South Chicago Heights?
If you're considering a spontaneous South Chicago Heights adventure, browse 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 find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later South Chicago Heights vacation packages?
Your South Chicago Heights trip should be a relaxing escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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