How To Effectively Plan a Trip To Chicago

Chicago is a vibrant and multifaceted metropolis with world-class museums, galleries, restaurants, and recreational opportunities along the lakefront and Chicago River. Famous for its architecture, visitors can get up close and personal with iconic structures like the John Hancock Center (875 North Michigan) and the Willis Tower (360 North Wacker Drive) on river cruises and narrated walking excursions. Other major draws are the city’s professional sports teams, Navy Pier, and Chicago-style hot dogs.

Are you prepared for an exciting Chicago experience? Everything you need to know about getting about Chicago, from where to stay to the local traffic laws, can be found right here.

Accommodation Options

If you’re unfamiliar with the city yet want to see its top sights, staying in its central business district is a smart move. If you want to experience Chicago like a native, though, you might want to book a hotel on the “L” subway line in one of the city’s hip neighborhoods.

There are several exciting areas in Chicago, including Logan Square, West Loop, Pilsen, Bucktown, Wicker Park, and Andersonville. Wherever you end up in the city, you’ll have your pick of hotels offering rooms at different prices.

Chicago Tours

Chicago is home to various tours, such as the Chicago cuisine tour, a boat tour of Lake Michigan or the Chicago River, a bus tour, a walk through the city, or even a Segway tour.

If you’re planning a trip to Chicago, we suggest looking into purchasing tour tickets in advance through an online platform. Thus, book a Chicago boat tours a place of choice and let yourself explore.

The Go Chicago Card is an all-inclusive sightseeing pass that may save you money if you check to see whether the tours you want to see are already included.

Also read: Things To Do In Thackerville OK

What To Dine On

Chicago boasts various eateries, from those with Michelin stars to hot dog vendors providing Chicago-style dogs. Latinos and Latinas make up the city of Chicago’s second largest ethnic group, and Mexican cuisine is extremely popular among the locals.

Pilsen, Little Village, Humboldt Park, and the Lower West Side, as well as the Michelin-starred Topolobampo, are all excellent choices for dining. You won’t go hungry here; the city has over 7,300 eateries.

There is the thriving nightlife in Chicago, with many restaurants and bars to choose from for a glass of wine, beer, or cocktail.


Key Takeaways

  • The Chicago Riverwalk is a great place to take a stroll and take in the sights and sounds of the city while still being close to the water. Enjoy live music and a wine tasting with a cheese plate at the City Winery.
  • Enjoy the city without breaking the bank by taking advantage of deals at street markets, mobile restaurants, and hotel and bar happy hours.
  • Free seasonal trolley rides are available in Chicago. You may ride the free trolley from the Art Institute of Chicago to the Navy Pier. There’s a free trolley service at the Randolph Street Market, too.
  • Inquire about any discounts available at the hotel where you will be staying. Many hotels and resorts provide packages that include free or discounted admission to local attractions, as well as meals and drinks at on-site eateries and nightclubs.
  • Using public transportation, walking, or biking can help you save a lot of money while getting around Chicago. The L is convenient, quick, and inexpensive. Get a Divvy bike and use their app to navigate and learn about the city.