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.
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.
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.
Things to do
Skydeck - Willis Tower Admission
Chicago CityPASS®: Experience 5 must-see attractions
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Old Town Chicago
Congress Plaza Hotel
The closest parking was $62 for 24hrs and the bed was extremely firm making the sleep terrible but other than that, the stay was great
Reviewed on 12 Apr 2026
Hilton Chicago/Magnificent Mile Suites
Everything was great
Reviewed on 12 Apr 2026
Embassy Suites by Hilton Chicago Downtown River North
Ok
Reviewed on 12 Apr 2026
Hotel Riu Plaza Chicago
The hotel has the best location, the staff is very friendly, and it is very clean and quiet
Reviewed on 12 Apr 2026
Hilton Chicago O'Hare Airport
Excellent location. Great bathroom. Comfortable bed.
Reviewed on 12 Apr 2026
The Wade
It felt that after the acquisition, this property has really fell off the wagon. The staff was nonexistent, when I was trying to check out there was nobody at the front desk. Upon checking in experience was also disorganized. One night I tried to call room service, then tried to call the front desk, ...
Reviewed on 12 Apr 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 Michigan Avenue and Navy Pier 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
Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travellers also love the fascinating museums, panoramic lake views and popular shops.
