Photo by Joe Farmer
Plan, book, travel with confidence
Better together
Save up to NT$5,755 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
The Latest Highland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
8/10 Very Good! (1,810 reviews)
Great property right in the heart of the city, super convenient location and nice rooms
Reviewed on 2024/6/6
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Property is 5 star all the way. Staff is excellent. Restaurant is 5 star as well.
Reviewed on 2024/6/6
Highland Hotel Deals
Econo Lodge
17301 S Halsted St, Building B, South Holland, IL
Fully refundableReserve now, pay when you stay
The price is NT$1,753 per night from Jun 25 to Jun 26
NT$1,753
per night
Jun 25 - Jun 26
4.6/10 (378 reviews)
"Great customer service bad ratchet room"
Reviewed on 2024/5/31
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St, Orland Park, IL
Fully refundableReserve now, pay when you stay
The price is NT$3,069 per night from Jun 16 to Jun 17
NT$3,069
per night
Jun 16 - Jun 17
7.2/10 Good! (893 reviews)
"Nice place to stay"
Reviewed on 2024/5/28
Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is NT$4,105 per night from Jun 20 to Jun 21
NT$4,105
per night
Jun 20 - Jun 21
7.8/10 Good! (1,004 reviews)
"great place"
Reviewed on 2024/6/2
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
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.