Hotels near Orland Square

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Mar 28 - Mar 29
Tonight
Check prices close to Orland Square for tonight, Mar 28 - Mar 29
Mar 29 - Mar 30
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Check prices close to Orland Square for tomorrow night, Mar 29 - Mar 30

Featured Hotels near Orland Square

Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Free Cancellation
Reserve now, pay when you stay
15.5 mi from Orland Square
$214 nightly
The price is $235 total per night
$235 total
Apr 28 - Apr 29
Total with taxes and fees
At Sybaris Pool Suites, guests have access to features like spa services. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests.
Spa
Parking included
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Free Cancellation
20.35 mi from Orland Square
$120 nightly
The price is $141 total per night
$141 total
Mar 29 - Mar 30
Total with taxes and fees
At Holiday Inn & Suites Chicago - Downtown by IHG, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 65 per day. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, a 24-hour business center, and a seasonal outdoor pool.
Pool
Free WiFi
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.42 mi from Orland Square
$134 nightly
The price is $158 total per night
$158 total
Apr 14 - Apr 15
Total with taxes and fees
Homewood Suites by Hilton Chicago Downtown South Loop features a 24-hour gym, free WiFi in public areas, and a business center. Valet parking is offered for USD 70 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Pet friendly
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.42 mi from Orland Square
$110 nightly
The price is $129 total per night
$129 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Hilton Garden Inn Chicago Downtown South Loop enjoy a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is offered for USD 70 per night. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and a free grocery shopping service.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.45 mi from Orland Square
$104 nightly
The price is $122 total per night
$122 total
Apr 1 - Apr 2
Total with taxes and fees
Guests of Best Western Grant Park Hotel enjoy a 24-hour gym, free WiFi in public areas, and microwave in a common area. Valet parking is available for USD 58.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include a computer station and a vending machine.
Free WiFi
Restaurant
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.64 mi from Orland Square
$155 nightly
The price is $182 total per night
$182 total
Apr 5 - Apr 6
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.66 mi from Orland Square
$135 nightly
The price is $159 total per night
$159 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Valet parking is offered for USD 60 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this boutique hotel include express check-out, a porter/bellhop, and a vending machine.
Free WiFi
Restaurant
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave Chicago IL
20.71 mi from Orland Square
$169 nightly
The price is $198 total per night
$198 total
Apr 5 - Apr 6
Total with taxes and fees
The Blackstone, Autograph Collection features a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 70 per day. Front-desk staff can answer questions 24/7, and assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a computer station, and express check-in.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
20.81 mi from Orland Square
$115 nightly
The price is $135 total per night
$135 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
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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.

Orland Square hotels essential information

Accommodation
5,559 hotels
Lowest Price
$122
Highest Price
$235
Popular hotels
Sybaris Pool Suites, Congress Plaza Hotel, Hilton Garden Inn Chicago Downtown South Loop, Homewood Suites by Hilton Chicago Downtown South Loop, Hilton Chicago, Best Western Grant Park Hotel, Holiday Inn & Suites Chicago - Downtown by IHG, Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel, The Blackstone, Autograph Collection

Recent Reviews

Congress Plaza Hotel

Congress Plaza Hotel

1/5 Terrible
"I was very disappointed with my stay at the Congress Hotel. The room was in clear need of maintenance and updating. There were cracked tiles and damaged drywall, and the overall condition felt worn and neglected. The heating and air conditioning unit did not function properly, which made the room uncomfortable. The blanket provided had visible holes, and there were noticeable gaps under the door, allowing noise and light from the hallway to come through easily. Soundproofing between rooms was also extremely poor—it often sounded like neighboring guests were in the same room. Additionally, the space appears to have gone decades without meaningful updates, with heavy layers of old paint and an overall dated appearance. Unfortunately, the condition of the room significantly impacted the quality of my stay."
A verified traveler stayed at Congress Plaza Hotel
Posted 2 hours ago
Congress Plaza Hotel

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