South Chicago Heights Vacations from $421

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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 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 $625, price is now $421 per person
$421
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,554 reviews)
There was not one thing I found to fault at this classic Chicago hotel. The staff were TOP NOTCH (hotel, valet, restaurant) (with a special shout out to Tommy Van). The room was clean and VERY comfortable. I enjoyed every minute of my stay here and hope to be back soon. I would live here if I could!

Reviewed on May 29, 2026

Urban Chicago Oasis

Urban Chicago Oasis

2 out of 5
Lakeview
Save 100% on your flight
Price was $1,648, price is now $1,074 per person
$1,074
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
No reviews
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,110, price is now $738 per person
$738
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Staff was super nice and attentive.

Reviewed on May 29, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,271, price is now $860 per person
$860
per person
Jul 9 - Jul 12
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on May 28, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,179, price is now $1,476 per person
$1,476
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
What a great place to stay!! So clean and so convenient. Thank you!!! I will return soon

Reviewed on May 30, 2026

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South Chicago Heights Hotel Deals

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Jun 7 to Jun 8
$138 total
Jun 7 - Jun 8
Total with taxes and fees
8.4/10 Very Good! (1,063 reviews)
"Pool was closed “for repairs.”"

Reviewed on May 29, 2026

DoubleTree by Hilton Chicago - Alsip
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $180 total per night from Jun 3 to Jun 4
$180 total
Jun 3 - Jun 4
Total with taxes and fees
9.4/10 Exceptional! (401 reviews)
"Great room Great hotel ...When you get a chance treat yourself and others and book a room"

Reviewed on May 29, 2026

Wind Creek Southland Casino and Hotel
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
$65 nightly
The price is $73 total per night from Jun 22 to Jun 23
$73 total
Jun 22 - Jun 23
Total with taxes and fees
Motel 6 Bridgeview, IL
See all 571 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 $421 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.