Old Town Chicago

Chicago

Old Town Chicago Neighborhood entrance gate and sign

Popular places to visit

Things to do


Old Town Chicago Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is CA $184 per night from May 26 to May 27
CA $184
CA $218 total
May 26 - May 27
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,135 reviews)
The only place I stay in Chicago perfect place right on Michigan ave with a lot of good history

Reviewed on May 16, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is CA $205 per night from May 25 to May 26
CA $205
CA $283 total
May 25 - May 26
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! (4,157 reviews)
Room was clean, good quality towels and bed linens. Staff was helpful. Breakfast buffet was excellent - good variety of entrees.

Reviewed on May 16, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is CA $167 per night from May 25 to May 26
CA $167
CA $198 total
May 25 - May 26
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,417 reviews)
Everything was nice, the only thing is that there should be a little bid more personel in the lobby taking care of guess needs

Reviewed on May 15, 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is CA $113 per night from May 26 to May 27
CA $113
CA $176 total
May 26 - May 27
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,695 reviews)
It was very close to restuarants, easy to find and very accessible. All staff were really helpful.

Reviewed on May 16, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $198 per night from May 25 to May 26
CA $198
CA $235 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,183 reviews)
Good for business not really a vacation spot for me. No breakfast and small personal room

Reviewed on May 16, 2026

River Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
The price is CA $122 per night from May 25 to May 26
CA $122
CA $170 total
May 25 - May 26
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,997 reviews)
It was extremely dusty as if no one had been in there for months. Went to the front desk to ask for washcloths since there weren’t any in our room and I was told someone was gonna bring them up. NO ONE CAME! There’s also no water fountains or ice on the floors, you’ll have to pay $3 for bottles. ...

Reviewed on May 15, 2026

Freehand Chicago
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.

Other neighbourhoods around Old Town Chicago

Chicago_NearNorthSide_137043_09

Near North Side

4.5/5(825 area reviews)

Navy Pier and Michigan Avenue are a few top attractions in Near North Side. Hop around the city on the metro at Clark-Division Station or Chicago Station (Brown Line) and check out the area's fascinating museums, panoramic lake views, and popular shops.

Near North Side
Lincoln Park

Lincoln Park

5/5(20 area reviews)

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Lincoln Park
River North

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

River North
Magnificent Mile

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

Magnificent Mile
Streeterville

Streeterville

Navy Pier and Michigan Avenue are just a few worthwhile attractions to visit in Streeterville. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

Streeterville
Downtown Chicago

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Downtown Chicago


Old Town Chicago

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