South Chicago Heights Vacation Packages

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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.

Top South Chicago Heights Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,300, price is now CA $993 per person
CA $993
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,559, price is now CA $1,037 per person
CA $1,037
per person
Dec 19 - Dec 23
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $2,031, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 31
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,339, price is now CA $1,641 per person
CA $1,641
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,843, price is now CA $1,417 per person
CA $1,417
per person
Dec 25 - Dec 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Had a good stay. Will come again

Reviewed on Nov 2, 2026

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South Chicago Heights Hotel Deals

Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Dec 1 to Dec 2
CA $223
CA $249 total
Dec 1 - Dec 2
includes taxes & fees
Wind Creek Chicago 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
The price is CA $77 per night from Nov 11 to Nov 12
CA $77
CA $87 total
Nov 11 - Nov 12
includes taxes & fees
Motel 6 Bridgeview, IL
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
The price is CA $159 per night from Nov 22 to Nov 23
CA $159
CA $180 total
Nov 22 - Nov 23
includes taxes & fees
8.4/10 Very good! (1,302 reviews)
"People partied in their room all weekend until 12-1 in the morning. Beds were ok, property was a bit dated for the price. I will be spending my weekend at another hotel next visit"

Reviewed on Nov 2, 2026

DoubleTree by Hilton Chicago - Alsip
See all 580 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a South Chicago Heights vacation package cost?
You can snap up a vacation package to this destination from CA $993 on Expedia. However, how much your vacation to South Chicago Heights costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to South Chicago Heights?
To score cheap South Chicago Heights vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for South Chicago Heights?
You can explore all the top sights in South Chicago Heights in a few days, including the must-see Ravisloe Country Club. If you want an extended South Chicago Heights vacation, check out what sort of day trips and activities are available in the area.
How to find the best South Chicago Heights package deals?
Use Expedia's filters to find some unbeatable South Chicago Heights package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for South Chicago Heights package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a South Chicago Heights vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can customize your South Chicago Heights getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to South Chicago Heights?
If you're considering an impromptu South Chicago Heights adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to South Chicago Heights?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to South Chicago Heights.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to South Chicago Heights.
  3. Determine how many days away: Start by listing all the activities and sights you want to experience in South Chicago Heights. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a South Chicago Heights vacation package that brings all your bookings together.

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