Oakland Travel Guide
Tourist Guide
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.
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.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Skydeck - Willis Tower Admission
Chicago: City Minibus Tour with Optional Architecture Cruise
Our pick of the best Oakland Hotel Deals
Congress Plaza Hotel
Awesome location
Reviewed on 30 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North
Friendly desk staff, clean room. Fridge didn't have temp adjuster and contents froze, bottles broke.
Reviewed on 28 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Great
Reviewed on 27 Jan 2026
Hilton Chicago
The room was clean and the staff was very friendly.
Reviewed on 28 Jan 2026
Hotel Riu Plaza Chicago
Room was clean, comfortable and quiet.
Reviewed on 30 Jan 2026
Hilton Chicago O'Hare Airport
Room was great and so was the service.
Reviewed on 25 Jan 2026
Other neighbourhoods around Oakland
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 Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Near West Side
Live music, theatres and shopping highlight some notable features of Near West Side. Make a stop by Credit Union 1 Arena or United Center while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
Oakland Travel Guide
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- Visit Burr Ridge
- Visit Brighton Park
- Visit Canaryville
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- Visit East Garfield Park
- Visit Gold Coast
- Visit Grace Abbott Homes
- Visit Grand Boulevard
- Visit Jackson Park Highlands
- Visit Jefferson Park
- Visit Logan Square
- Visit Magnificent Mile
- Chicago Museum of Science and Industry
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- Visit South Deering
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- Visit West Loop
- Chicago Holidays
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- Visit Countryside
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- Visit Franklin Park
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- Hyde Park Hair Salon
- Visit Melrose Park
- Visit Mount Greenwood
- Robie House
- Visit Sauk Village
- Visit Schiller Park
- South Loop Holidays
- Visit Thornton Junction
- Visit Tinley Park
- University of Illinois Chicago
