Oakland, IL
Chicago
Popular places to visit
Wrigley Field
Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Navy Pier
With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.
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.
McCormick Place
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.
Six Flags Great America
Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Oakland Hotel Deals
Reviewed on 20 June 2025
Reviewed on 20 June 2025
Reviewed on 20 June 2025
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Reviewed on 19 June 2025
Other neighborhoods 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).
Near West Side
Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Racine Station or Polk Station (Pink Line) to get around town.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
- Places of interest
- Oakland Hotels by Star Rating
- Hotels in top Chicago neighborhoods
- Oakland Hotels by Brand
- 41st Street Beach
- Wrigley Field
- Navy Pier
- Michigan Avenue
- McCormick Place
- Millennium Park
- Soldier Field
- Grant Park
- Chicago Riverwalk
- Lake Michigan
- United Center
- University of Chicago
- Northwestern University
- Art Institute of Chicago
- Willis Tower
- Chicago Theatre
- Merchandise Mart
- Loyola University Chicago
- Donald E. Stephens Convention Center
- University of Illinois Chicago
- Field Museum of Natural History
- Water Tower Place
- Cloud Gate
- Rate Field
- State Street
- Chicago Museum of Science and Industry
- Wintrust Arena
- SeatGeek Stadium
- John Hancock Center
- Lincoln Park Zoo
- Rosemont Theatre