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
- Le Méridien Essex Chicago
Jan 21 - Jan 24Le Méridien Essex Chicago + Flight
Downtown Chicago3 nights4.0 star property9.0/10 - Wonderful (1,000 reviews)"I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything."Reviewed November 3, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,168CA $897found 1 day agoper traveller - The Peninsula Chicago
Jan 8 - Jan 11The Peninsula Chicago + Flight
Downtown Chicago3 nights5.0 star property9.8/10 - Exceptional (1,008 reviews)Roundtrip • Montreal (YUL) - Chicago (ORD)YUL - ORD • 1 stop ORD - YUL • 1 stopCA $2,118CA $1,439found 10 hours agoper traveller - Sheraton Grand Chicago Riverwalk
Jan 21 - Jan 24Sheraton Grand Chicago Riverwalk + Flight
Downtown Chicago3 nights4.0 star property8.6/10 - Excellent (1,880 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,322CA $979found 1 day agoper traveller - Level Chicago Fulton Market
Jan 1 - Jan 7Level Chicago Fulton Market + Flight
Downtown Chicago6 nights4.0 star property9.2/10 - Wonderful (604 reviews)"Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen"Reviewed November 6, 2026Roundtrip • Montreal (YUL) - Chicago (ORD)YUL - ORD • 1 stop ORD - YUL • NonstopCA $1,693CA $1,262found 1 day agoper traveller - Canopy by Hilton Chicago Central Loop
Jan 8 - Jan 11Canopy by Hilton Chicago Central Loop + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (1,461 reviews)Roundtrip • Montreal (YUL) - Chicago (ORD)YUL - ORD • 1 stop ORD - YUL • 1 stopCA $1,208CA $946found 10 hours agoper traveller
South Chicago Heights Hotel Deals
Hampton Inn & Suites Chicago Southland-Matteson
Hampton Inn & Suites Chicago Southland-Matteson"It was amazing 10’s all across the board"
Wingate by Wyndham Tinley Park
Wingate by Wyndham Tinley Park"Clean hotel with friendly staff! Very convenient location with lots of places to eat nearby."
Best Western Plus South Holland/Chicago Southland
Best Western Plus South Holland/Chicago Southland"Overall the place was clean, and breakfast was really good. However, the staff is rude and their attitudes are not friendly at all. The tone that is presented needs to be carefully assessed and carefully considered."
Hampton Inn & Suites Hammond
Hampton Inn & Suites Hammond"Didn’t have hot water for the first few hours of checking in but a Plummer came and fixed it and we enjoyed the remainder of our stay."
Fairfield by Marriott Inn & Suites Matteson Chicago
Fairfield by Marriott Inn & Suites Matteson Chicago
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG"Property seems fairly new, but you can already tell it is not being taken care if properly. In the room the window sill is dirty and has dead bugs, the corners and base board of the floor is dirty and isn’t being cleaned as it should. The elevatir doors need to cleaned, and the carpet in the hallways looks much older than the building itself. The toilet is in a little room by itself, which is tight and no ventilation, plus the toilet sits so low."
Wind Creek Chicago Southland Casino and Hotel
Wind Creek Chicago Southland Casino and Hotel"The property was nice."
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 $897 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?
- 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.
- 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.
- 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.
- 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.