Explore top 2025 4 Star Hotels in Old Town Chicago

Name: Hotel Riu Plaza Chicago
Price range: $201 total
Rating: 9.2

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Top 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

$144 nightly

$169 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...

8.4/10 Very Good! (5,122 reviews)

"Parking was terrible and expensive. Recommend valet parking. Staff, very hard to talk to and i arrived at 3:30 scheduled to check in at 4 pm. Room wasn't available until 4;30. Staff wasn't to concerned."

Reviewed on Oct 20, 2025

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Fully refundableReserve now, pay when you stay

$144 nightly

$164 total

Oct 30 - Oct 31

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...

8.6/10 Excellent! (2,083 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

Fully refundableReserve now, pay when you stay

$105 nightly

$123 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.

8.2/10 Very Good! (2,949 reviews)

"Great location, rooms were kinda dirty and dated. For the price, wasn’t a bad option. Wouldn’t pay more than $150/night here"

Reviewed on Oct 20, 2025

Pendry Chicago

230 North Michigan Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

$251 nightly

$295 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a ...

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

$195 nightly

$229 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

8.2/10 Very Good! (2,147 reviews)

"First time visiting Chicago staying at an airport hotel but surprisingly it was quiet, clean and it felt peaceful staying here."

Reviewed on Oct 19, 2025

Swissotel - Chicago

323 E Wacker Dr, Chicago, IL

Fully refundableReserve now, pay when you stay

$180 nightly

$211 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, ...

8.8/10 Excellent! (2,899 reviews)

"Mohammed at the front desk was welcoming and friendly and treated my daughter like a very special guest. She is looking forward to all of us coming back for another stay!"

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

$176 nightly

$207 total

Nov 20 - Nov 21

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and ...

8.8/10 Excellent! (2,151 reviews)

"It was a beautiful property in a spectacular location. Close to transit, and walkable to everything in the loop. Would definitely stay again."

Reviewed on Oct 20, 2025

Claridge House

1244 N Dearborn Parkway, Chicago, IL

Fully refundableReserve now, pay when you stay

$119 nightly

$139 total

Nov 3 - Nov 4

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling for business? Take advantage of the 24-hour business ...

8.8/10 Excellent! (1,425 reviews)

"EXCELLENT Staff, clean, central located"

Reviewed on Oct 18, 2025

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Fully refundableReserve now, pay when you stay

$131 nightly

$154 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...

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

Fully refundableReserve now, pay when you stay

$171 nightly

$201 total

Nov 9 - Nov 10

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...

9.2/10 Wonderful! (2,612 reviews)

"Clean room, awesome breakfast, and well lit room."

Reviewed on Oct 18, 2025

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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.