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5 Best Chicago Attractions to See

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Are you looking for the 5 best Chicago attractions to see? Then you came to the right place! Visit this great city and save some money for that famous deep-dish pizza!

5 Best Chicago Attractions Using City Pass great for travel and saving money!

Chicago on Your Travel Bucket List?

Is Chicago a destination on your travel bucket list? It should be! There are so many things to see and do it can be a little overwhelming. Chicago is one of my favorite places to visit because you can always find new experiences from architecture to food each and every time and you can’t beat the Midwestern hospitality!

Chicago River Boat Tour

One of my first trips to this city was a few years ago as I tagged along with my husband on a business trip. We arrived a day before his meetings started and decided to make it a day full of museum stops, one of which included the Field Museum. The King Tut exhibit had just arrived and we were lucky enough to get tickets on opening day. We decided to use the headphone guided tour and were amazed at the beautiful artifacts and the stories behind each one. It was an experience I still treasure to this day.

Years later, on another trip with friends, we booked a three hour Segway Tour which brought us winding through the streets, parks, and attractions from the Shedd Aquarium, past Wrigley Field and back downtown. It was so fun!

chicago-scenes-eatpicks -Grant Park

Chicago Attractions to See 

I wish we knew of these before taking prior trips because Chicago has some affordable ways to explore some of the best and more popular sites in the Windy City.

Shedd Aquarium 

Skydeck Chicago 

Field Museum 

Adler Planetarium   OR   Art Institute of Chicago 

Museum of Science and Industry   OR   360 CHICAGO Observation Deck 

Enjoy the Chicagoan experience—from the city’s famous landmarks and beautiful architecture to the amazing food.

Other Chicago Attractions & landmarks to see?

  • The Bean
  • Millennial Park
  • Magnificent Mile
  • Grant Park
  • Hancock Building
  • Macy’s (Old Marshall Fields)- the shoe department has its own elevator button!

Macys Shoe Button Chicago

Some of our Favorite Food stops:

  • The Purple Pig
  • Carmines on Rush
  • Lou Malnati’s Pizza
  • Gibson’s Steak House


Purple Pig Chicago Pork Shoulder

Chicago City travel guides are great and super useful, but if you forget yours at home or your hotel (not that I have done this or anything-eh-hem) ask a local what to see or where to eat. Everyone is always willing to help and share their favorite places.

Have you ever traveled to Chicago? What do you recommend? 

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