Chicago Heights Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Chicago Heights Vacation Packages

Chicago Heights Hotel Deals

Holiday Inn Chicago ā€“ Midway Airport S by IHG

Holiday Inn Chicago ā€“ Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is SARĀ 438 per night from Aug 10 to Aug 11
SARĀ 438
SARĀ 552 total
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"The room was clean and recently remodeled. The breakfast was delicious, which was a pleasant surprise. It was real food, not microwaved stuff. Speaking of which, there are no microwaves in the rooms, only one in the lobby. There is a can, which we used to get to the airport when we left, but I don't ..."

Reviewed on 17 July 2026

Holiday Inn Chicago ā€“ Midway Airport S by IHG
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Fully refundable
The price is SARĀ 430 per night from Aug 10 to Aug 11
SARĀ 430
SARĀ 505 total
10 Aug - 11 Aug
includes taxes & fees
Sleep Inn Midway Airport Bedford Park
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
The price is SARĀ 524 per night from Jul 20 to Jul 21
SARĀ 524
SARĀ 587 total
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (516 reviews)
"Loved the whole experience"

Reviewed on 17 July 2026

Wind Creek Southland Casino and Hotel
See all 816 properties in 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.

Frequently asked questions

How much does a Chicago Heights vacation package cost?
You'll find cheap prices on Expedia for your Chicago Heights escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Chicago Heights costs.
What are the cheapest months to go to Chicago Heights?
If you're looking to snag a cheap Chicago Heights vacation package, consider planning a trip in January, February and November. You'll typically find better prices on accommodations and flights during these quieter months ā€” ideal for budget-conscious travelers.
How to find the best Chicago Heights package deals?
Use Expedia's filter tool to help you find some great Chicago Heights package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Chicago Heights package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chicago Heights vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Chicago Heights getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chicago Heights?
If you're planning an impromptu Chicago Heights adventure, check out 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 score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Chicago Heights?

  1. Choose your travel dates: What you plan to do in Chicago Heights and your favorite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the price of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Chicago Heights.
  3. Decide how long to go away for: Now that you know more about Chicago Heights, you can work out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, book the perfect Chicago Heights vacation package for you.