Find and compare 4 Star hotels in Old Town Chicago
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Featured Old Town Chicago 4 Star hotels

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Apr 26 to Apr 27
CA $213
CA $250 total
Apr 26 - Apr 27
includes taxes & fees
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! (5,879 reviews)
What a fantastic hotel. Walking distance to so much of downtown. The staff were polite and helpful, the room was great! My wife says “this is where we are staying when we come to Chicago from now on.”
Reviewed on Apr 21, 2026

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 9 to May 10
CA $341
CA $400 total
May 9 - May 10
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,275 reviews)
Stayed for one night after returning from Europe. Check-in was easy and staff were very friendly. Great service at the restaurant and a decent gym. The carpet throughout the hotel, especially in the rooms, is in dire need of replacement. The carpet in my room must be 25 years old and filthy. The ...
Reviewed on Apr 20, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CA $162 per night from Apr 26 to Apr 27
CA $162
CA $229 total
Apr 26 - Apr 27
includes taxes & fees
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! (3,909 reviews)
Excellent, customer service. Excellent, customer service excellent room excellent breakfast excellent rooftop excellent lounging area top-tier hotel.
Reviewed on Apr 20, 2026

The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Apr 26 to Apr 27
CA $231
CA $275 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,809 reviews)
I had a short stay, but it was truly a great experience. I only stayed for one night, and from the moment I arrived, the service was friendly and efficient. The room was clean, comfortable, and well-maintained—perfect for getting a good night’s rest. The next morning, the breakfast was definitely ...
Reviewed on Apr 20, 2026

Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from May 8 to May 9
CA $262
CA $360 total
May 8 - May 9
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,131 reviews)
I have stayed at a few Fairmount properties in the past and I would say this was not my favorite of the brand. Overall a nice hotel but not for the price point.
Reviewed on Apr 20, 2026

Swissotel - Chicago
323 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from May 9 to May 10
CA $281
CA $382 total
May 9 - May 10
includes taxes & fees
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! (3,279 reviews)
Great stay and we highly recommend. We will be back.
Reviewed on Apr 21, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Apr 27 to Apr 28
CA $207
CA $236 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,506 reviews)
Everything was great!
Reviewed on Apr 21, 2026

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street Chicago IL
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,234 reviews)
Room itself was great; the employee who came to help get things from the car was not at all careful with our items and smashed a few. Car also had a scratch after getting it from valet.
Reviewed on Apr 19, 2026

The Blackstone, Autograph Collection
636 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from May 10 to May 11
CA $243
CA $329 total
May 10 - May 11
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful ...
9/10 Wonderful! (1,003 reviews)
The room was nice and clean and the staff were excellent. We did the valet parking, and they were very professional, and took great care of our car. The only problem we had was the door for the bathroom offered no privacy. The sliding barn like doors don’t make for good bathroom doors, and would ...
Reviewed on Apr 14, 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from May 8 to May 9
CA $223
CA $306 total
May 8 - May 9
includes taxes & fees
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! (2,742 reviews)
The location is great, but the cleaning staff could put more focus on the rooms. I had to move rooms because the first one was unfinished (toilet seat up, not wiped, hairs, pee ring around base of toilet) and the room they moved me to had more hair and scum in the toilet seat. I just went down and ...
Reviewed on Apr 21, 2026
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View all propertiesLowest 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.
Recent Old Town Chicago hotel reviews by fellow wanderers

Embassy Suites by Hilton Chicago Downtown River North
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"What a fantastic hotel. Walking distance to so much of downtown. The staff were polite and helpful, the room was great! My wife says “this is where we are staying when we come to Chicago from now on.”"
A verified traveller stayed at Embassy Suites by Hilton Chicago Downtown River North
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