Best Things to Know before Traveling to Chicago

12 Best Things to Know before Traveling to Chicago

“Important tips and information for your trip to vibrant Chicago: weather, sights, transportation, safety, cuisine.”

Will you be visiting Chicago soon? Then, before you go to Chicago, let’s take a look at the best Things to Know before Traveling to Chicago. Chicago is well-known for its diverse population, stunning buildings, and interesting neighbourhoods. From the towering skyscrapers that dot the cityscape to the vibrant arts and culture scene, Chicago offers visitors a lot. Chicago experiences four distinct seasons, so it’s important to keep that in mind. Be prepared for all kinds of weather by bringing along appropriate clothing.

Be sure to familiarise yourself with the Chicago public transportation system as well. Neighbourhoods such as Wicker Park, River North, and the famous “L” trains are accessible in more ways than one. Explore the city’s fascinating musical past, marvel at Frank Lloyd Wright’s breathtaking architecture, and take leisurely strolls along the picturesque shores of Lake Michigan. With this newfound knowledge, you can fully immerse yourself in the charisma and allure of Chicago. These are the best things to know before traveling to Chicago, so keep them in mind.

Find out more: 12 Best Things to Do in Miami

Must-Have Apps for Traveling in Chicago

The correct apps can greatly improve your experience and make your trip to Chicago more enjoyable. To make the most of your time in Chicago, download these apps:

Transit Apps (CTA and Metra): To get up-to-the-minute information about public transportation, such as train and bus schedules, routes, and service alerts, download applications like “Transit” or the official apps for Metra and the Chicago Transit Authority (CTA). If you’re new to Chicago’s vast public transportation system, you need these apps.

Uber or Lyft: If you require transportation outside of the city’s public transit routes, ride-sharing applications such as Lyft and Uber are a great convenience. They can get you where you’re going fast and easily, and they’re all over Chicago.

Google Maps: If you need directions while walking, taking the bus, or driving, Google Maps is your best bet. It helps you plan your routes efficiently by providing real-time traffic updates, accurate directions, and integration with public transit schedules.

SpotHero or ParkChicago: Finding a parking spot in Chicago can be quite a challenge. You can save time and make sure you have a spot when you get there by using apps like ParkChicago or SpotHero to locate and reserve parking spots in advance.

Chicago CityPASS (Official App): The Chicago CityPASS app should be considered if you intend to visit the city’s most famous landmarks. Attractions like the Shedd Aquarium, Field Museum, and Willis Tower Skydeck offer discounted tickets and the ability to skip lines.

List of 12 Best Things to Know before Traveling to Chicago

Take advantage of Chicago’s many diverse neighbourhoods, each with its own distinct vibe, before you go. Be prepared for windy conditions by packing layers. Make quick work of getting around town with the extensive public transport system. Experience world-renowned museums and architecture while indulging in iconic deep-dish pizza. Get to know the warm hospitality of the locals and enjoy the rich cultural offerings.

Visit Chicago’s Official Website to Know More

Embrace the Seasons (and Pack Accordingly)

Embracing the diverse climate and vibrant seasons is an essential part of experiencing Chicago. With a nickname like “The Windy City,” Chicago experiences weather changes that mirror the city’s vibrant culture. Humidity and warmth make summer a great time to relax by Lake Michigan or cheer on the Cubs at the ballpark. A rainstorm could strike at any moment, so bring an umbrella and plenty of clothing. Undoubtedly, familiarizing yourself with these Things to Know before Traveling to Chicago.

Perfect for leisurely strolls in Millennium Park or Lincoln Park Arboretum, the city is painted in breathtaking hues during autumn. Spring is a great time to visit because of the mild weather and lack of crowds, whereas winters can be very cold and snowy. In order to traverse the winter wonderland, be sure to bring the essentials: a warm coat, hat, gloves, and sturdy shoes. Before you go to Chicago, make sure you know these things.

Foodie Paradise Awaits

Knowing that Chicago has a world-renowned food scene is one of the greatest things to do before visiting the city. The deep-dish pizza is a must-try, according to my personal experience. There is a devoted following for iconic choices such as Gino’s East, Giordano’s, and Lou Malnati’s. But Chicago isn’t only about pizza.

I highly recommend getting a Chicago-style hot dog, which is a tasty creation that is topped with a variety of delicious things. A visit to one of the many restaurants serving Michelin-starred cuisine or reasonably priced fare from the city’s many ethnic neighbourhoods, such as Greektown or Chinatown, is an absolute must. Finally, for a delicious sweet and savoury snack, pick up a mix at Garrett Popcorn Shop.

Public Transportation is Your Friend

Learning about the CTA’s (Chicago Transit Authority) efficient public transportation system is a great first step in preparing for a vacation to Chicago. Having been there on my own, I can attest to the usefulness of a reloadable Ventra card for utilising the city’s various public transportation options, including the famed “L” train. Not only is the “L” a fast and efficient way to get around, but it also gives you great views of the skyscrapers of Chicago from above. Alternatives to the CTA, such as taxis and ride-sharing services, are often more expensive. Therefore, choose the CTA for a less expensive and more convenient mode of transportation.

Museum Magic for All Tastes

Knowing that Chicago is a museum haven is one of the greatest things to do when getting ready for a vacation there. Having experienced the city firsthand, I can attest to the fact that the Art Institute of Chicago is an absolute must-see. If you’re an art lover, you really must go see these works by Picasso, Monet, and Van Gogh. Furthermore, the Field Museum has a wealth of information for history enthusiasts, particularly regarding its intriguing prehistoric animal displays.

The Museum of Science and Industry is another must-see; it has fascinating and instructive interactive exhibits. If you’re seeking something a little more out of the ordinary, you might want to check out the Museum of Contemporary Photography or the National Museum of Mexican Art. A new angle on Chicago’s art and culture can be found in these lesser-known treasures. If you want your trip to Chicago to be both educational and unforgettable, then you should definitely plan to visit these museums. Without a doubt, these best Things to Know before Traveling to Chicago.

Architectural Gems Around Every Corner

“Best Things to Know before Travelling to Chicago” Chicago is home to a remarkable piece of architecture. Take in the breathtaking views of the Tribune Tower, Willis Tower, and the other skyscrapers along Michigan Avenue. Embark on a river cruise with the Chicago Architecture Foundation for an illuminating exploration. Millennium Park, home to the world-renown Cloud Gate sculpture (also known as “The Bean”) and the lovely Lurie Garden, truly deserves a visit. Seeing Chicago’s architectural marvels up close and personal is an experience I will never forget, even as a frequent visitor. Views of the skyline or a stroll through Millennium Park are surefire ways to be enchanted by Chicago’s irresistible combination of old and new.

Explore Diverse Neighborhoods

If you want to get to the heart of Chicago, you have to explore all its different neighbourhoods, which are full of life and personality. Wicker Park is a hive of activity, home to hipsters, vintage stores, and art galleries of all stripes. With its tranquil lakefront views and world-class zoo, Lincoln Park is the perfect destination for families.

The Magnificent Mile is a haven for shopaholics, featuring world-renowned department stores and a multitude of high-end brands. Strolling through the picturesque streets of Old Town takes you on a nostalgic journey through time, with its Victorian architecture and delightful shops. To fully immerse yourself in Chicago’s culture and discover all it has to offer, it’s important to be well-informed before your trip.

Theater, Music, and Nightlife

Chicago has a thriving theatre scene that can be compared to Broadway in New York City, so it’s important to know about it before you go. At the historic Oriental Theatre, you can see world-renowned musicals, while at the Goodman Theatre, you can see captivating plays. The Chicago Symphony Orchestra performs symphonies, and smaller venues are great places to see up-and-coming indie bands.

As the sun goes down, be a part of Chicago’s vibrant nightlife by checking out Wicker Park and Bucktown’s hip bars and rooftop lounges. River North is the place to go for posh nightlife, and Magnificent Mile has plenty of places to grab a drink after supper. These adventures sum up the top things to know about Chicago before you go.

Free Fun Abounds

It is important to get yourself acquainted with some basic guidelines before setting out on a trip to Chicago. One must take advantage of the city’s many free activities among its many experiences. Renowned for its mesmerising public art installations, Millennium Park is one of the highlights. If you want to see the city skyline in all its glory, you must take a stroll along the picturesque lakefront path.

If you’re a fan of nature and want to see some beautiful plants, you should definitely stop by the Lincoln Park Conservatory. Furthermore, astute tourists can take advantage of free museum days that some museums host on particular weekdays. With these tips in mind, you can maximise your time in Chicago and still stay within your budget by discovering the top experiences.


Get to know Chicago’s many neighbourhoods, famous buildings, and world-renowned museums before you go. Always pack for the unexpected, but particularly in the winter months. From gourmet hot dogs to deep-dish pizza, the city’s food scene is vibrant and exciting. Marvel at the breathtaking views from the city’s skyscrapers as you explore the shoreline of Lake Michigan. To maximise your time, carefully plan your itinerary.


Do I need to tip in Chicago?

Like many other popular tourist spots, Chicago doesn’t require tips or gratuities. How much you leave depends on the quality of service you received. Tipping is sometimes expected and expected to be done, like in a restaurant, hotel, or taxi.

What is Chicago best known for?

It is the third-largest city in the United States, after New York City and Los Angeles. It is located on the shores of beautiful Lake Michigan. Awesome buildings, a lively music scene, delicious food (like deep-dish pizza), and famous neighbourhoods are what Chicago is known for.


Leave a Comment

Your email address will not be published. Required fields are marked *