Old Town Chicago, IL
Chicago
Visit Old Town Chicago
Stay near popular Old Town Chicago attractions
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
Old Town Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$112 nightly
The price is $133 total per night from Sep 8 to Sep 9
$133 total
Sep 8 - Sep 9
Total with taxes and 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! (10,241 reviews)
"Check-in was super quick and staff was very efficient and helpful. Booked a standard room with a king size bed facing the lake and it was a very nice weekend stay. Room was very clean. The AC is off central heatingThe location is incredibly convenient if you’re going somewhere near the lake or ..."
Reviewed on Aug 31, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$140 nightly
The price is $167 total per night from Sep 8 to Sep 9
$167 total
Sep 8 - Sep 9
Total with taxes and 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 ...
8/10 Very Good! (2,139 reviews)
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"
Reviewed on Aug 31, 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (883 reviews)
"Unfortunately this property was a bad experience. There is little to no communication from the host. Your only option is to talk to a chat bot from California. We tried checking in 10 minutes early and were told that wasn't possible, There was no one at the check-in desk when we got there. The room ..."
Reviewed on Aug 31, 2026
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$139 nightly
The price is $166 total per night from Sep 7 to Sep 8
$166 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
8/10 Very Good! (1,560 reviews)
"Very enjoyable stay. Clean and close to most tourists attractions. Great breakfast options, Liked the convenience of how close most things were."
Reviewed on Aug 31, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
$196 nightly
The price is $231 total per night from Sep 8 to Sep 9
$231 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,129 reviews)
"We stayed for one night at this beautiful and historic hotel. We enjoyed walking through the lobby looking at the history setup they had. The rooms were clean, the view from our room was amazing. We had a lake view + a view of the Buckingham Fountain. The staff was super helpful they were posted ..."
Reviewed on Aug 31, 2026
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$231 nightly
The price is $274 total per night from Sep 7 to Sep 8
$274 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,462 reviews)
"The beds and pillows were so so.. clean rooms. The shower didn’t have great pressure and there was no bathroom fan. Great location Friendly staff Would stay there again"
Reviewed on Aug 31, 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 Chicago
Find the best Old Town Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Chicago
Learn more about Old Town 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.
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.
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.
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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Old Town Chicago, IL
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- Visit Theatre District
- Visit Downtown Chicago
- Visit Lincoln Square
- Visit Streeterville
- Visit Rush Street
- Visit Evanston
- Visit Wicker Park
- Visit Old Town Triangle
- Visit West Loop
- Where to stay in Chicago
- Visit The Loop
- Visit Chinatown
- Visit River North
- Visit Gold Coast
- Visit Chicago
- Visit Lakeview
- Visit Near West Side
- Visit Wrigleyville
- Visit South Loop
- Visit Printers Row
- Visit Bucktown
- Chicago Vacations
- Visit Mid-North District
- Visit United Center
- Visit Oak Park
- Visit Goose Island
- Visit Cicero
- Visit Humboldt Park
- Visit Magnificent Mile
- Visit Near South Side
- Visit Near North Side
- Visit Lincoln Park
