Highland Packages (Flight + Hotel)

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Top hotels in Highland

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 ฿3,078 per night from 25 Jan to 26 Jan
฿3,078
฿3,477 total
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
The room was very nice comfortable clean and stocked. Staff was very nice only inconvenience was the mini fridge did not work

Reviewed on 10 Jan 2026

DoubleTree by Hilton Chicago - Alsip
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is ฿3,588 per night from 28 Jan to 29 Jan
฿3,588
฿4,126 total
28 Jan - 29 Jan
includes taxes & fees
8.2/10 Very Good! (1,173 reviews)
The variety of food.

Reviewed on 12 Jan 2026

Hilton Chicago/Oak Lawn
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 ฿4,790 per night from 28 Jan to 29 Jan
฿4,790
฿5,364 total
28 Jan - 29 Jan
includes taxes & fees
9.2/10 Wonderful! (226 reviews)
Everything

Reviewed on 10 Jan 2026

Wind Creek Southland Casino and Hotel
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.

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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.