Highland Park Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Emily
  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 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

Top hotels in Highland Park

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is ฿4,691 per night from 19 Nov to 20 Nov
฿4,691
฿5,347 total
19 Nov - 20 Nov
includes taxes & fees
8.6/10 Excellent! (2,087 reviews)
"Nice"

Reviewed on 20 Oct 2025

Hyatt Regency O'Hare Chicago
Claridge House

Claridge House

4 out of 5
1244 N Dearborn Parkway, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿3,079 per night from 3 Nov to 4 Nov
฿3,079
฿4,578 total
3 Nov - 4 Nov
includes taxes & fees
8.8/10 Excellent! (1,425 reviews)
"EXCELLENT Staff, clean, central located"

Reviewed on 18 Oct 2025

Claridge House
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
Fully refundable
The price is ฿4,007 per night from 26 Oct to 27 Oct
฿4,007
฿4,624 total
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (2,473 reviews)
"Yes"

Reviewed on 19 Oct 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
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.

Popular places to visit

What to do in Highland Park

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