48 Hours in Chicago: The travel plan for Sightseeing and Adventure travel

This post may contain affiliate links which pay us a tiny commission. This is how FreebieNest is able to operate free of charge to users.
Advertisement

Chicago, aptly nicknamed the Windy City, is located on the southern shore of Lake Michigan. It boasts a rich heritage, diverse culture, stunning architecture, and spicy cuisines. In just two days, you can experience the best that this vibrant city has to offer. Whether you’re a history buff, art enthusiast, foodie, or architecture aficionado, Chicago has something for everyone.

Day 1: Loosen Up for Chicago and its Stereotype, History

Morning Exploration

  • Art Institute of Chicago: Explore this renowned museum, founded in 1879, which houses masterpieces from various cultures and eras. Be sure to see iconic works like Grant Wood’s “American Gothic” and Vincent van Gogh’s “The Bedroom.”

Route 66 Start/End Sign

Other places also show a brief presence of the relaxation-including culture: Leaving the culture, you can also calmly walk to the starting or ending point of the Route 66 street that is popularly famous, to a walking distance. This famous sign marks or otherwise welcomes visitors to the famous Route 66 better known as the Main Street of America; pose for a photograph with this well-known drive-in from Chicago to Santa Monica, California at the backdrop.

Lunch at Chicago Cultural Center

The Chicago Cultural Center is regarded as one of the toughest landmarks; hence, it is appropriate to have lunch from there. Situated in the Beaux-Arts building, the Cultural Center includes a number of restaurants starting from coffee shops to the fine dining facilities. It will also be appropriate that one looks at the architectural features of the building before the exquisite Tiffany glass dome before enjoying the nice meal.

Afternoon Adventures

  • Millennium Park: Choose Millennium Park as your afternoon activity because it is the best of the city’s parks. This 24. Overgrown in the middle of the city is an incredibly beautiful 5-acre park that has several installations to it; these include the Jay Pritzker Pavilion, Crown Fountain, and the Bean sculpture. The park has well managed lawns and gardens to embark on an aerobics session or engage in any other outdoor activity, one of the most interesting activities is to have a picnic on the great lawn facing the skyline of the various cities.
  • Chicago River Boat Trip: Chill out on a boat on the Chicago River – it is one of the best things to do in the city. Explore the city’s architectural heritage and marvel at nearness to structures such as The Wrigley Building, Tribune Tower and the new Willis tower ex-Seers Tower you can. Measuring relatively short and with the professionalism added by the guides’ comments on the giants of chicago and other historical architectural landmarks, the boat tour is more than undoubtedly one of the most exciting things to do in the city.

Dinner and Evening Entertainment

  • State St and Michigan Ave: And for dinner and shopping head to the State Street and Michigan Avenue when it is evening. Also known as the Magnificent Mile, this avenue is replete in stores, any kind of stores along with department stores and some delicious restaurants. Foods like the steaks, seafoods, or even an international cuisine meal is not a hard thing to find in your quest.
  • Chicago Theater: It is conducive to end your first day of the tour in Chicago with a visit at the Chicago Theater which is highly an iconic theater. This famous hall was founded in the year 1921, eye-catching due to its magnificent interior designing and exterior designing which is symbolised in the grand hall, the ascension which resembles the stair case of a palace and the Marquee which is very much famous. Go for a live performance and watch a play, musical or comedy show, or go for a concert or simply sit back and admire architectural design of the theatre. In conclusion, when the night has come and the lights eHell’s Kitchen went up, the audience is immediately transported in a different era, an era where glamour and entertainment could be felt with each performance that started at night.

Day 2: Evaluate the City’s Building Structures and Sights

Morning Exploration

  • Chicago Architecture Foundation: Starting your second day in Chicago one has to recommend that you begin your day at the Chicago Architecture Foundation. This non-profit foundation founded and located in the Railway Exchange Building to raise awareness for preservation, offers many educational programs, exhibitions and tours concerning the architecture of the city. Entertain the visitor with the Chicago great architecture based on an exhibit, a lecture, workshop or narrated tour.
  • Chicago Skyscraper Tour: These two children grew up in Dunstable and turned into rather remarkable adults except, their destinies epitomized the two distinctive epochs of the world and the dissimilar destinies of two utterly different worlds. These are the tours in which the visitors can be accompanied by professionals in tour guiding who can teach the visitors history of development of the city which was from a small trading center to one of the biggest cities in the world. The beautiful buildings such as Willis Tower and John Hancock Center are enhanced with information about the innovative architects/ structural engineers behind them.

Lunch at Macy’s on State St

When your walking is through, go for lunch to the State Street’s restaurant called Macy’s. Located in one of Chicago’s most iconic landmarks, this retail behemoth has multiple eating establishments: These include American staple foods, Asians as well as the Mexican foods as well as others. You can enjoy an ordinary meal at the slightly formal yet relaxed Walnut Room where they are particularly known for Chicken pot pie or you can have a sandwich at any of the many food courts.

Afternoon Exploration

  • Michigan Avenue Bridge: Walmart: Cross the famous Michigan Avenue Bridge to watch the splendid Chicago River or view the skyline. Breathe for a moment and glance at the Wrigley Building once more, and the Tribune Tower and the London Guarantee Building as you cross this bridge that connects the Loop commercial district and the Magnificent Mile.
  • Chicago Riverwalk: Take a walk in Riverwalk the pedestrian way that runs along the Chicago River. Experience the designed buildings on the waterfront consisting of having a rest at the waterfront parks and plazas and having food or beverage in the café or bar. Even from sculpts, figure ice skating and other associated functions, the Riverwalk is perhaps one place that has it all for all kinds of people.

Dinner and Evening Excursion

  • Chicago Neighborhood Dining: For dinner you should invite your girlfriend/boyfriend to one of the most suitable districts in Chicago to try best meals. Pizza parlors of Lincoln Park, Mexican food of Pilsen, gourmet burgers in Wicker Park and much more – dining options of Chicago are simply rich. Hence, visit local bake shops, café and restaurants and be ready to taste our food as well as explore the culture that is found in Chicago.
  • Navy Pier: The last place of the two day tour of Chicago is the Navy Pier, an amusement center, located at the edge of Lake Michigan. There is the ferris wheel ideal for viewing the city skyline; the boardwalk of the pier; musicals and concerts at the open-air theatre. For children and teenagers, there are ties as shooting galleries; for adults and the elderly, organized events such as guided tours and theatres are available; thus, the final attraction that can crown the interesting journey to Chicago is Navy Pier.

Conclusion: Time to Discover: Things to Do in Chicago

However these present times being only two days to tour the ever busy city which is Chicago not all areas of this windy city can be covered but this globally created itinerary shows some of the richest points of interests in Chicago. From the refined art Mediums, brilliant architectures and lovely view of the rivers, to some among the warm social halls in America, Chicago will always be a discovery.