Explore top 2026 4 Star Hotels in Old Town Chicago

Name: THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Price range: $201 total

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Top Old Town Chicago 4 Star hotels

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$143 nightly

$170 total

Sep 8 - Sep 9

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 free WiFi in public areas, express check-out, ...

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

$248 nightly

$292 total

Sep 27 - Sep 28

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, ...

8.4/10 Very Good! (2,476 reviews)

"All great"

Reviewed on Sep 6, 2026

Hilton Chicago

720 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$224 nightly

$266 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

8.6/10 Excellent! (3,161 reviews)

"There were bugs and what looked like mold in the bathroom. I don’t think the window sealed properly and it was also the least sound proof place I’ve ever stayed. I wouldn’t stay there again."

Reviewed on Sep 6, 2026

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

$274 nightly

$326 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...

9.4/10 Exceptional! (3,494 reviews)

"Amazing place to stay. Rooms were very well maintained, staff was friendly, and room was always cleaned on time. Didn't get a chance to get breakfast, but I did eat dinner at Stentons, and I can say it was lovely. Hotel is within walking distance to everything you could possibly dream of. I highly ..."

Reviewed on Sep 5, 2026

L7 Chicago by LOTTE

225 N Wabash Ave Chicago IL

$287 nightly

$341 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a lobby fireplace are also ...

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$159 nightly

$190 total

Sep 8 - Sep 9

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...

The Wade

644 N Lake Shore Dr Chicago IL

Fully refundableReserve now, pay when you stay

$144 nightly

$171 total

Sep 7 - Sep 8

Total with taxes and fees

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

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

$235 nightly

$279 total

Sep 8 - Sep 9

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee ...

9.2/10 Wonderful! (3,267 reviews)

"Such a beautiful hotel. I loved that it has some history in it. Staff were very kind, friendly and helpful. The rooms were also very clean. Would definitely recommend and will definitely be coming back. If they could add some more elevators that would be awesome."

Reviewed on Sep 5, 2026

Fairmont Chicago at Millennium Park

200 North Columbus Drive Chicago IL

$229 nightly

$272 total

Sep 8 - Sep 9

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL

Fully refundableReserve now, pay when you stay

$169 nightly

$201 total

Sep 7 - Sep 8

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 24-hour business center and free WiFi in public ...

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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.