Old Town Chicago, IL
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.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Old Town Chicago Hotel Deals
Congress Plaza Hotel
I don’t usually leave reviews. But this place is not it. The beds are terrible. Mattress is extremely uncomfortable and the bedding is disgusting. And despite how they word it on Expedia there is NO parking associated with this hotel.
Reviewed on Mar 30, 2026
Hilton Chicago/Magnificent Mile Suites
Great location and great service
Reviewed on Mar 30, 2026
Embassy Suites by Hilton Chicago Downtown River North
Our stay was ok. It was very crowded and we could hear the family in the room next door. Because it was crowded, you had to wait for elevators for a while. Or ride on completely packed elevators. Especially in the morning during breakfast hours. Water pressure is extremely weak in the shower. Room ...
Reviewed on Mar 30, 2026
Hotel Riu Plaza Chicago
Everything was absolute perfection. I am thoroughly impressed by the staffs professionalism & kindness. Everyone worked so well together!!! RIU will be booked everywhere they are avaliable!
Reviewed on Mar 30, 2026
Hilton Chicago O'Hare Airport
Everything was clean and the staff was very friendly and helpful!
Reviewed on Mar 25, 2026
The Wade
great highly recommend
Reviewed on Mar 30, 2026
Other neighborhoods around Old Town Chicago
Gold Coast
The abundant dining options and 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
Michigan Avenue and Navy Pier are a few top attractions in Near North Side. Hop around the city on the metro at Clark-Division Station or Chicago Station (Brown Line) and check out the area's fascinating museums, panoramic lake views, and popular shops.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
Streeterville
Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
