Orland Park Vacations from NT$29,422
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 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
The Latest Orland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was NT$43,745, price is now NT$29,422 per person
NT$29,422
per person
May 15 - May 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Big shoutout to Marina. Thank you for the hospitality and being so kind and helpful to me during my stay. Chicago is great!!
Reviewed on 2026/3/30
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$60,227, price is now NT$35,716 per person
NT$35,716
per person
May 15 - May 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Friendly staff, nice breakfast!
Reviewed on 2026/3/31
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$72,381, price is now NT$50,602 per person
NT$50,602
per person
May 15 - May 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
The staff were great. Amenities were also wonderful. Will come back.
Reviewed on 2026/3/31
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$60,844, price is now NT$43,198 per person
NT$43,198
per person
May 15 - May 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Chicago (ORD)
9.4/10 Exceptional! (2,019 reviews)
Wonderful location Nicely updated and appointed rooms. Quiet. Quick elevator. Excellent restaurant on site. Great value for money. Very helpful staff.
Reviewed on 2026/3/29
Sports Illustrated Resorts Chicago
Downtown Chicago
Save 100% on your flight
Price was NT$49,006, price is now NT$34,831 per person
NT$34,831
per person
May 15 - May 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on 2026/3/9
Find the Best Orland Park Vacation Packages
Orland Park Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$3,717 per night from Apr 5 to Apr 6
NT$3,717
NT$4,363 total
Apr 5 - Apr 6
includes taxes & fees
8/10 Very Good! (10,028 reviews)
very old and grand hotel. felt like i was in the titanic but a hotel. Was very eerie and felt haunted. if you are in to ghost wonderful place to stay. the stairs alone are just breath taking.
Reviewed on 2026/3/31
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,130 per night from Apr 5 to Apr 6
NT$4,130
NT$5,750 total
Apr 5 - Apr 6
includes taxes & fees
9.4/10 Exceptional! (3,687 reviews)
Very clean hotel, friendly staff and great location. We would definitely book again!
Reviewed on 2026/3/31
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$4,683 per night from Apr 12 to Apr 13
NT$4,683
NT$5,497 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (5,789 reviews)
Limited towels Leaking ceiling in breakfast area was leaking and moldy
Reviewed on 2026/3/31
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.
Discover the most popular places to visit in Orland Park
Wrigley Field
4.5/5(2,149 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(461 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(4,923 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
