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Choose from 3430 Orland Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
  • 48 min drive from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,100 reviews)
Secure paid parking, but pricey, parking area behind property. Did not sit at the bar area, but looked nice.

Reviewed on Apr 12, 2026

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
  • 50 min drive from Orland Square
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,844 reviews)
Ok

Reviewed on Apr 12, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
  • 51 min drive from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,807 reviews)
Yes

Reviewed on Apr 12, 2026

Hotel Riu Plaza Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
  • 51 min drive from Orland Square
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,169 reviews)
I enjoyed my stay.

Reviewed on Apr 12, 2026

Aloft Chicago Mag Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
  • 50 min drive from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,496 reviews)
Was nice but expensive

Reviewed on Apr 11, 2026

Hyatt Regency Chicago
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
  • 50 min drive from Orland Square
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,621 reviews)
Room was minimal no cups in room, people fighting in hallway at 3am. Noise all night. Girl at check in was rude. Speak English!

Reviewed on Apr 11, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
  • 50 min drive from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,079 reviews)
Wonderful location and great staff and price !

Reviewed on Apr 12, 2026

River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
  • 51 min drive from Orland Square
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
8.8/10 Excellent! (2,418 reviews)
Don’t have a microwave in the room

Reviewed on Apr 10, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
  • 47 min drive from Orland Square
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,733 reviews)
This was by far one of the worst hotel experiences of my life. The property condition is dated and not aligned with the photos. The towels had visible stains on them. The coffee maker has and old and used pod in it. The bathtub was clogged then my room wasn’t cleaned on a two night stay. I’d highly ...

Reviewed on Apr 12, 2026

Hilton Chicago
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
  • 50 min drive from Orland Square
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
9/10 Wonderful! (3,256 reviews)
The only flaw in this property is the parking. OMG….it cost almost half of the room rate we received and negotiating the underground parking was VERY intimidating. Larger SUV’s would be a real challenge.

Reviewed on Apr 12, 2026

Swissotel - Chicago
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
  • 50 min drive from Orland Square
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,861 reviews)
Resort fee unwarranted. Few/slow elevators. No coffeemaker, fridge, microwave in room. Couldn't open bathroom door all the way.

Reviewed on Apr 11, 2026

Freehand Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave Chicago IL
  • 50 min drive from Orland Square
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.6/10 Excellent! (4,437 reviews)
Great location, loved the restaurant in the hotel. Trader Joes grocery store, Starbucks across the street, many restaurants and even a casino in walking distant. The subway was literally steps away if thats your travel option.

Reviewed on Apr 12, 2026

Hilton Garden Inn Chicago Downtown/Magnificent Mile
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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