South Chicago Heights Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top South Chicago Heights vacation deals
- Travelodge by Wyndham Downtown Chicago
Oct 23 - Oct 25Travelodge by Wyndham Downtown Chicago + Flight
Downtown Chicago2 nights2.0 star property7.6/10 - Good (2,731 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop ORD - YTZ • NonstopCA $886CA $675found 1 day agoper traveller - Trump International Hotel & Tower Chicago
Oct 17 - Oct 20Trump International Hotel & Tower Chicago + Flight
Downtown Chicago3 nights5.0 star property9.6/10 - Exceptional (1,975 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $2,450CA $1,782found 4 hours agoper traveller - Hotel Saint Clair- Magnificent Mile
Sept 24 - Sept 27Hotel Saint Clair- Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.4/10 - Very good (2,097 reviews)"The hotel was a good area, walking distance of everything. Have zero complaints."Reviewed August 6, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,159CA $876found 1 day agoper traveller - Level Chicago – Old Town
Sept 14 - Sept 16Level Chicago – Old Town + Flight
Downtown Chicago2 nights4.0 star property9.0/10 - Wonderful (512 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • NonstopCA $1,305CA $989found 1 day agoper traveller - The Emily Hotel
Sept 18 - Sept 21The Emily Hotel + Flight
Downtown Chicago3 nights4.0 star property9.2/10 - Wonderful (1,336 reviews)"A super cute hotel in a great walkable neighborhood. Only downside is they are very strict about check in/check out times. Also the walls between rooms are thin. Our neighbors were having a super fun time which was great for them, but kept us awake throughout the night."Reviewed August 5, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,687CA $1,346found 17 hours agoper traveller
South Chicago Heights Hotel Deals
Wingate by Wyndham Tinley Park
Wingate by Wyndham Tinley Park
Holiday Inn Express & Suites Schererville by IHG
Holiday Inn Express & Suites Schererville by IHG"Would stay there again and recommend this place to family and friends"
Hampton Inn & Suites Hammond
Hampton Inn & Suites Hammond"The room was specious and clean. The complementary breakfast hit the spot."
Spark by Hilton Matteson Chicago I 57
Spark by Hilton Matteson Chicago I 57"The cleanliness and friendliness."
Wind Creek Southland Casino and Hotel
Wind Creek Southland Casino and Hotel
Hampton Inn & Suites Schererville
Hampton Inn & Suites Schererville"Very clean and updated rooms. Stayed one night for a wedding and had a smooth check in and check out. Only complaint is that walls are not sound proof and you can hear basic conversations from the rooms. This did wake us several times at night and early morning. So if your a sensitive sleeper pack ear plugs"
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
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 $675 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.