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.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do
Skydeck - Willis Tower Admission
Field Museum of Natural History Admission Tickets
Top hotels in Old Town Chicago
Congress Plaza Hotel
"tiniest room i’ve ever stayed in and shower leaked all over the floor and"
Reviewed on 25 May 2026
Hotel Riu Plaza Chicago
"Beautiful!"
Reviewed on 25 May 2026
The Chicago Hotel Collection - Magnificent Mile
"The rooftop bar was amazing? The location was great! The room was old and musty smelling. The carpet was wet and the floors felt uneven. The beds were comfortable! There weren’t enough elevators to support the volume of guests. The valet parking was very expensive compared to other hotels. The DJ ..."
Reviewed on 25 May 2026
River Hotel
"The hotel had an excellent location"
Reviewed on 24 May 2026
Hotel Felix River North/Magnificent Mile
"Good"
Reviewed on 25 May 2026
Freehand Chicago
"This hotel is showing its age and it’s in need of a good deep cleaning. The carpet is worn and stained in many areas. The A/C doesn’t seem to work in several rooms and the staff isn’t super concerned with customer service. Wouldn’t recommend staying here"
Reviewed on 25 May 2026
Check Old Town Chicago hotel availability
Other neighbourhoods around Old Town Chicago
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.
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.
