East Side Travel Guide
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.

Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do

360 CHICAGO Observation Deck

Chicago CityPASS®: Experience 5 must-see attractions

Skydeck - Willis Tower Admission

Big Bus Chicago Hop-On Hop-Off Big Bus Tour

Chicago Sightseeing River and Lake Cruise
Top hotels in East Side

Congress Plaza Hotel

Hotel Riu Plaza Chicago
Was a really nice hotel. My only concerns was the phones in the room didn’t work. No way to call front desk, front people weren’t super helpful and there was no microwave. Rooftop bar and room were excellent
Reviewed on 10 May 2026

Hilton Chicago/Magnificent Mile Suites
The hotel staff is excellent! Very friendly and very helpful. The hotel is very clean and well maintained. The only issue I had was the charging ports and electrical sockets next to our bed did not work which made overnight charging of our phones and watches difficult.
Reviewed on 10 May 2026

River Hotel

Hotel Felix River North/Magnificent Mile
Small room but perfect for one person. Lovely modern bathroom. Good fitness room. Super friendly and helpful front desk staff
Reviewed on 10 May 2026

Club Quarters Hotel, Central Loop, Chicago
I arrived Chicago after 10 AM by train and the hotel staff was so kind to let me check in before 3 PM!
Reviewed on 10 May 2026
Other neighbourhoods around East Side

Hyde Park
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.

Near South Side
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.

South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

