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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! (10,090 reviews)
Very clean and quiet rooms

Reviewed on Apr 11, 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! (5,840 reviews)
Definitely a family hotel! There were lots of other families there ranging in all ages. The pool is not that big but was nice to have. Be warned though the pool was very cold. Sometimes it was super busy and other times pretty open (we were there during spring break so I’m sure that played a part). ...

Reviewed on Apr 11, 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! (3,800 reviews)
Excellent customer service.

Reviewed on Apr 11, 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! (3,168 reviews)
Clean room.

Reviewed on Apr 10, 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! (3,495 reviews)
Excellent hotel. The valet parking is very expensive at $92 dollars a day.

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! (2,620 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! (5,077 reviews)
Very convenient location, kind staff, and comfy rooms.

Reviewed on Apr 11, 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! (2,417 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! (2,729 reviews)
Clean room. Friendly staff.

Reviewed on Apr 11, 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! (3,254 reviews)
The lighting in the bathroom was not good and while the room was clean, it was not spotless and housekeeping did not come for 3 days although I could have requested it. There was no housekeeping option on the door tag. The television channels were quite limited and movies and room service prices ...

Reviewed on Apr 11, 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! (4,434 reviews)
Got to the hotel early and we were able to check in early. Rooms and all were in good conditions. Would stay here again when in Chicago.

Reviewed on Apr 11, 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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