Old Town Chicago Travel Guide
Chicago
Visit Old Town Chicago
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Top hotels in Old Town Chicago
Hotel Felix River North/Magnificent Mile
Good location near shopping and restaurants
Reviewed on 4 May 2026
River Hotel
Staff was very friendly!
Reviewed on 3 May 2026
Hilton Chicago/Magnificent Mile Suites
I booked a reservation in February 2026. I was to pay at the property however the day of my arrival, I received an email that my hotel room was canceled. I spoke to three different people regarding my reservation. I also let them know I had a friend traveling from another state who was to be checking ...
Reviewed on 4 May 2026
Hotel Riu Plaza Chicago
Room clean and quiet. Breakfast was fabulous for my expectations, although we needed a to-go option one of the days and concierge said it was not an option. Centrally located for a reunion as it was so convenient to everywhere we needed to visit. We took train to airport: be prepared for kiosk not ...
Reviewed on 4 May 2026
Club Quarters Hotel, Central Loop, Chicago
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Reviewed on 4 May 2026
Hilton Chicago O'Hare Airport
Best hotel gym! Spacious, lots of equipment, water, towels, clean. Room was great, very spacious and clean. Staff was friendly and informative
Reviewed on 3 May 2026
Other neighbourhoods around Old Town Chicago
Gold Coast
The ample dining options and fantastic lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.
Near North Side
Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at Clark-Division 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.
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.
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
Streeterville
Navy Pier and Michigan Avenue are just a few worthwhile attractions to visit in Streeterville. Travellers also love the fascinating museums, panoramic lake views and popular shops.
