Oakland
Chicago
Popular places to visit
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.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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
One of Chicago ’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Things to do
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Chicago Blackhawks Ice Hockey Game at United Center
Chicago Museum of Contemporary Art: General Admission Ticket
Top hotels in Oakland
Hilton Chicago/Magnificent Mile Suites
Staff was very courteous and helpful
Reviewed on Jan 1, 2026
Hilton Chicago
We had a wonderful stay at Hilton Chicago. The hotel is beautiful, well-maintained, and perfectly located in downtown Chicago. Our room was clean and comfortable, and the staff was professional and friendly. You can really feel the history of this place, but at the same time everything feels modern ...
Reviewed on Jan 5, 2026
Palmer House a Hilton Hotel
We loved the restaurant staff and options. Mrs. Rose and Tony.
Reviewed on Jan 2, 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Everything was clean. Room was wonderful with an amazing view of the river. Its in the middle of either main areas. Staff was more than friendly and always had a smile. Highly recomend for a night or two in the city.
Reviewed on Jan 4, 2026
Embassy Suites by Hilton Chicago Downtown River North
Staff was amazing room eh was ok. The service was great though and they gave us fans and extra blankets no problem!
Reviewed on Jan 2, 2026
Eurostars Magnificent Mile
Clean room
Reviewed on Jan 4, 2026
Other neighbourhoods around Oakland
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
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
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 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 Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
