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
The price is CA $202 per night from Nov 16 to Nov 17
CA $202
CA $237 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (5,111 reviews)
"Service was good and breakfast was good, room was clean. Only complaint was the air filter I noticed in the ceiling vent looks like it hasn’t been changed in a very long time, long past over due."
Reviewed on Oct 18, 2025

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Oct 30 to Oct 31
CA $202
CA $230 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,084 reviews)
"Friendly staff. Conveniently located same place as conference I attended."
Reviewed on Oct 18, 2025

Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
The price is CA $140 per night from Nov 4 to Nov 5
CA $140
CA $206 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this 4-star family-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.2/10 Very Good! (2,938 reviews)
"The area was amazing"
Reviewed on Oct 18, 2025

Pendry Chicago
230 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $309 per night from Nov 21 to Nov 22
CA $309
CA $420 total
Nov 21 - Nov 22
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
9.2/10 Wonderful! (1,115 reviews)
"Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly."
Reviewed on Oct 16, 2025

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Nov 14 to Nov 15
CA $275
CA $323 total
Nov 14 - Nov 15
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,144 reviews)
"Easy access to terminal 3"
Reviewed on Oct 14, 2025

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Nov 9 to Nov 10
CA $217
CA $296 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
8.8/10 Excellent! (2,896 reviews)
"Amazing front desk service!"
Reviewed on Oct 19, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Nov 20 to Nov 21
CA $188
CA $266 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...
8.8/10 Excellent! (2,144 reviews)
"Great room with unique character and very helpful friendly staff"
Reviewed on Oct 18, 2025

Claridge House
1244 N Dearborn Parkway, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Nov 3 to Nov 4
CA $131
CA $195 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this 4-star spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful ...
8.8/10 Excellent! (1,430 reviews)
"Really liked the Claridge. Wonderful neighborhood and convenient to the Newberry. The staff was very friendly and welcoming. The room was nice size and spacious. The lobby has many comfortable seating areas which was very convenient. There is a Starbucks two blocks away. Only downside, the bedsheets ..."
Reviewed on Oct 19, 2025

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Nov 9 to Nov 10
CA $184
CA $215 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,963 reviews)
"Great spot next to the pendry"
Reviewed on Oct 18, 2025

Hotel Riu Plaza Chicago
150 East Ontario Street, Chicago, IL
The price is CA $206 per night from Nov 9 to Nov 10
CA $206
CA $282 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.2/10 Wonderful! (2,612 reviews)
"Clean room, awesome breakfast, and well lit room."
Reviewed on Oct 18, 2025
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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

Warwick Allerton - Chicago
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The area was amazing "
A verified traveller stayed at Warwick Allerton - Chicago
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