Old Town Triangle
Chicago
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Old Town Triangle Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
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! (10,147 reviews)
"They were incredibly professional and accommodating. The staff was clear on expectations and were able to assist us on requests and information about the city. The rooms and hotel are gorgeous, the historical architecture was an amazing experience."
Reviewed on Jun 21, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CA $197 per night from Jul 5 to Jul 6
CA $197
CA $235 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,452 reviews)
"Clean room exelent"
Reviewed on Jun 19, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $183 per night from Jun 29 to Jun 30
CA $183
CA $217 total
Jun 29 - Jun 30
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! (1,601 reviews)
"Our stay was amazing! Staff was very helpful!"
Reviewed on Jun 19, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $215 per night from Jul 5 to Jul 6
CA $215
CA $245 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,692 reviews)
"Super clean room. TV wasn't quite working, it said lost signal and buffering most of the time. Troubleshooting asking questions with text is great! But I didn't like the staffs at the front desk. I felt uncomfortable even they took care of my request."
Reviewed on Jun 21, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $218 per night from Jul 5 to Jul 6
CA $218
CA $259 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,624 reviews)
"For the cost of the room, I guess it was all location and staff. Every single person we spoke to was kind, friendly, helpful and so pleasant. The bottom of the shower was peeling and the carpets were stained. Breakfast was complementary which was good because as it was decent it was not worth $35 ..."
Reviewed on Jun 21, 2026
Freehand Chicago
19 East Ohio Street Chicago IL
The price is CA $165 per night from Jul 5 to Jul 6
CA $165
CA $264 total
Jul 5 - Jul 6
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! (3,108 reviews)
"We stayed in a quad room, which was fine. There was a half drank iced tea bottle resting on the top of one of the bunks and an empty water bottle under the other. The bunk drapes and the sofa cushions were stained. Also, we left a bag of laundry in one of the cubbies. We did not notice until the ..."
Reviewed on Jun 21, 2026
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.
Where to stay in Old Town Triangle
Find the best Old Town Triangle areas and neighborhoods for the activities you enjoy most.
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
