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

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Dec 18 to Dec 19
CA $132
CA $154 total
Dec 18 - Dec 19
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 ...
8.4/10 Very Good! (5,331 reviews)
Very nice hotel

Reviewed on Nov 29, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Dec 28 to Dec 29
CA $143
CA $203 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,109 reviews)
Absolutely gorgeous! This hotel offers everything you need and want. Excellent food, amenities and the spa is the best part. We had a mother and daughter weekend with massage's, it was what we hoped for and more.

Reviewed on Nov 29, 2025

Opens in a new windowPalmer House a Hilton Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Jan 2 to Jan 3
CA $273
CA $321 total
Jan 2 - Jan 3, 2026
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 ...
8.2/10 Very Good! (2,186 reviews)
Convenient parking

Reviewed on Nov 29, 2025

Opens in a new windowHilton Chicago O'Hare Airport
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Dec 18 to Dec 19
CA $223
CA $319 total
Dec 18 - Dec 19
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,148 reviews)
Inviting lobby area with comfortable bar on the side. Excellent cocktails! 19th floor room with roomy bathroom & excellent water pressure. Soft, comfortable sheets on moderately firm mattresses. Very prompt room service with nice choices 24/7 (we ordered at midnight). Located about 2 blocks from ...

Reviewed on Dec 1, 2025

Opens in a new windowPendry Chicago
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Dec 17 to Dec 18
CA $149
CA $175 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this 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! (4,114 reviews)
Very good hotel, excellent location, new and clean rooms and facilities. Very modern. Great attention.

Reviewed on Dec 2, 2025

Opens in a new windowcitizenM Chicago Downtown
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Dec 9 to Dec 10
CA $133
CA $156 total
Dec 9 - Dec 10
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! (1,500 reviews)
Staff are very friendly and professional. Great location and near the Navy Pier with beautiful view from the lake side rooms.

Reviewed on Dec 4, 2025

Opens in a new windowThe Wade
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
The price is CA $194 per night from Dec 15 to Dec 16
CA $194
CA $273 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (2,597 reviews)
Great hotel, best location, nice and very helpful staff

Reviewed on Dec 3, 2025

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Dec 9 to Dec 10
CA $117
CA $179 total
Dec 9 - Dec 10
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8.4/10 Very Good! (2,984 reviews)
Proximity to shopping restaurants and transportation were all phenomenal.

Reviewed on Dec 2, 2025

Opens in a new windowWarwick Allerton - Chicago
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Dec 11 to Dec 12
CA $120
CA $141 total
Dec 11 - Dec 12
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (3,291 reviews)
Clean and comfy room with great location

Reviewed on Dec 3, 2025

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Dec 15 to Dec 16
CA $133
CA $196 total
Dec 15 - Dec 16
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 ...
9.2/10 Wonderful! (2,902 reviews)
Todo maravilloso, las habitaciones con black out impecable, excelente atención y ubicación. El desayuno, no habrá mejor desayuno que encuentres en otro hotel. La atención de Milaidy en el restaurante fue otro nivel. Regresaría siempre.

Reviewed on Dec 2, 2025

Opens in a new windowHotel Riu Plaza Chicago
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