Old Town Chicago Travel Guide
Tourist Guide
Visit Old Town Chicago
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
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.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Our pick of the best Old Town Chicago Hotel Deals
Congress Plaza Hotel
Beautiful old historical hotel. The rooms were clean. We had a fantastic view of Lake Michigan. There were a few things that would have made me want to give it a higher rating. Free coffee and front door man. The staff seemed tired and under appreciated.
Reviewed on 9 Mar 2026
Hotel Riu Plaza Chicago
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.
Reviewed on 9 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
The breakfast menu was excellent. The hotel had a small pool and gym in a nice location. The room was clean and well-equipped with a refrigerator, coffee machine, and microwave. The bathroom was luxurious with Crab Tree The staff was friendly, and it was close to everything. However, there was no ...
Reviewed on 9 Mar 2026
Hilton Chicago/Magnificent Mile Suites
Good location, clean facility
Reviewed on 9 Mar 2026
Hilton Chicago O'Hare Airport
Great!!!
Reviewed on 8 Mar 2026
Eurostars Magnificent Mile
Great stay. Staff was slightly inattentive at times with requests for things to room.
Reviewed on 9 Mar 2026
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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.
