Chicago Travel Guide

It might be known as the Windy City for a different reason, but there are a so many fun things to do in Chicago that the city will blow you away. From cool activities like ballroom dancing and helicopter rides to more traditional experiences like carriage rides and touring incredible art museums, the city is awash with exciting things to add to your itinerary.

Chicago is known for its dedication to art and culture. The best art galleries in Chicago are known for housing world-famous paintings from renowned artists. The Art Institute of Chicago, for example, features paintings by Pablo Picasso.

If you're visiting Chicago in summer, you should add cruises to your must-do activities. Viewing the city on a boat is one of the best experiences you will have in the city.

The city of Chicago is a cultural hub, so it’s no surprise it has a huge variet of museums. Among them is the Field Museum, which is considered one of the best museums in Chicago for artifacts. Writers can also visit the American Writers Museum to see how the craft has helped shape the nation.

Are you looking for Chicago secrets to spice up your vacation? Here's a list of the top lesser-known attractions that you should visit.

From the skyscrapers that form its skyline to stunning parks and a state-straddling lake, there are many famous Chicago landmarks to explore. The Windy City’s network of waterways provides an excellent way to tour these spectacular attractions, especially if you visit Chicago in the summer. Cruising along the Chicago River on an architecture tour is a must-do — this is where the world’s first skyscraper was built, after all.

Food is an integral part of the history and culture of Chicago. When traveling to the city, you should add certain foods to your culinary bucket list. Some of the must-eat dishes in the city include Chicago-style hotdogs, fish and pork tacos, and donuts.

Are you thinking of treating your partner to a romantic city break in Chicago? This list of the top things to do in Chicago for couple might just help you choose.

The Windy City is known for its magnificent architecture, open green spaces, and delightful gastronomy scene, and it really comes alive after dark. Take in city views lit up from the water or a sky-high observation deck. Head to one of Chicago’s many sporting venues and cheer on the home team. Follow the footsteps of notorious gangsters like Al Capone and visit spooky haunts and hidden speakeasies. Or witness a dazzling fireworks display over Lake Michigan from a historic pier. Whatever your interest, this list of epic things to do in Chicago at night has you covered.

Chicago is a great city to visit with kids. You can kick off the vacation by taking a cruise or boat tour. These family-friendly activities let you view the city from the water.

With ghosts, gangsters, donuts, and architecture, Chicago is a vibrant city teeming with excitement and entertainment. But how to narrow it down? We’ve created an itinerary that’ll send you to every corner of the city to indulge in local culinary delights and to experience music and art — and yes, baseball is an art to many. We’ve packed in some steps and pedals between meals to keep you moving, so rest up before you head out to Chi-Town, because you won’t want to miss a beat. 

Day 1

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