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
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% 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
$116 nightly
The price is $138 total per night from Sep 8 to Sep 9
$138 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 ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$134 nightly
The price is $159 total per night from Aug 31 to Sep 1
$159 total
Aug 31 - Sep 1
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! (2,125 reviews)
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"
Reviewed on Aug 29, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
$226 nightly
The price is $268 total per night from Sep 19 to Sep 20
$268 total
Sep 19 - Sep 20
Total with taxes and 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 ...
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! (880 reviews)
"Check in can be slightly confusing however you get the hang of it quickly. It was close to many amenities, a train away or a longer walk. The loft was cleaning than most however there was still dust and some crumbs left behind. Over all we were pleased with our stay even though very pricey for 3 ..."
Reviewed on Aug 29, 2026
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
$234 nightly
The price is $278 total per night from Aug 31 to Sep 1
$278 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,336 reviews)
"Staff members were professional and helpful. Love that they have a laundry room available, fitness center and an attached parking garage as well. Rooms were nice and clean!"
Reviewed on Aug 29, 2026
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$234 nightly
The price is $278 total per night from Sep 7 to Sep 8
$278 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! (3,436 reviews)
"This hotel was clean, friendly, and quiet. Would definitely book a trip again."
Reviewed on Aug 29, 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
