Chicago Travel Guide

Chicago, IL

Chicago Travel & Living Guide

Welcome to Chicago! Planning a vacation to our wonderful city, with so much to see and do can be difficult. You really want to make sure you get the most out of your visit.

This is not an easy thing to do, even for people who actually live in or close to the city, because Chicago is filled with many amazing museumsmodern attractionsworld class restaurants, and so much more to see and do that you’ll need much more than one visit to get the full experience of what Chicago can provide.

That is why I created this site, so you have, in one place, all the information you need to plan your next visit to the Windy City.

City-Chicago.com is an independent insider guide built and maintained by a resident of the area that has lived here for over 20 years!

Consider me as your guide, helping you get the most out of your Chicago vacation and giving you the inside tips and advice that other Chicago travel guides don’t.

Not only that, but I’ll also show you where to get the biggest discounts and coupons to make your visit not only enjoyable, but also much cheaper.

There are many reasons you’ll enjoy Chicago:

  • Great sports town – If you are a fan of any of the major sports in America, then attending a Chicago sports team game is a MUST, it could be one of of your best memories of your visit.
  • Unique city neighborhoods – With 77 neighborhoods, each with it own unique style, history, and architecture, it won’t be hard to find a neighborhood that you like.
  • Shopping! Shopping! Shopping! – If you are a shopper of any kind, you need to go down to the Magnificent Mile and go on a small shopping spree. Not only will you find great stores on the Mag Mile, but throughout the entire city – its a shopping paradise!
  • Excellent hotels – When you are here in Chicago, there are dozens of great affordable hotels to stay at while you enjoy each day having fun visiting the places in the city that you want.
  • Exciting tours – Tours are a great way to experience the great city of Chicago. Choose from a bunch of different tours such as boat tours, Segway tours, bus tours, and bike tours.

All this and much more make Chicago a world class city and a fun place to visit, whether you’re coming for fun or business.

Chicago Activities

Chicago’s activities include the obvious Millennium Park, Field Museum, Museum of Science and Industry, Willis Tower, Navy Pier, and so much more. There are also many great tours that show you everything from the cities beautiful skyline and architecture to the amazing food and desserts that everyone here enjoys.

Chicago’s Rich History

Chicago’s rich history is something you can explore through its numerous historical landmarks and museums. One aspect of the city’s history that stands out is its architecture. From the iconic Willis Tower to the historic Wrigley Building, Chicago’s skyline is a testament to its architectural prowess. You can take a walking tour of the city’s architectural wonders and learn about the different styles that have influenced Chicago’s skyline over the years. Another fascinating aspect of Chicago’s history is its famous Chicagoans. From renowned architects like Frank Lloyd Wright to influential figures like Oprah Winfrey, Chicago has been home to many individuals who have made significant contributions to various fields. Exploring the city’s history through its architecture and famous Chicagoans is an enriching experience that allows you to appreciate the city’s cultural heritage and the people who have shaped it.

Housing Market in Chicago

Looking for a place to live in the Windy City? The housing market in Chicago has a variety of options available for you. Here are some key points to consider:

  • Rental prices: The average rental prices in Chicago vary depending on the neighborhood and property type. In popular areas like downtown and the Gold Coast, you can expect higher rents, while more affordable options can be found in neighborhoods like Logan Square and Avondale.
  • Real estate market: Chicago’s real estate market is diverse, offering everything from historic brownstones to modern high-rise condos. Whether you’re looking to rent or buy, there’s something for everyone in this city.
  • Neighborhoods: Chicago is known for its unique neighborhoods, each with its own character and charm. From the trendy vibes of Wicker Park to the family-friendly atmosphere of Lincoln Park, you’re sure to find a neighborhood that suits your lifestyle.

With its wide range of housing options and vibrant neighborhoods, Chicago offers a place to call home for everyone.

Education in Chicago

When it comes to education in Chicago, you’ll find a plethora of top-rated schools and universities. The city is known for its commitment to providing quality education, and it shows in the numerous accolades received by its educational institutions. In addition to the top-rated schools and universities, Chicago also boasts a range of education initiatives and programs aimed at enhancing the learning experience for students of all ages.

Top-rated schools and universities

If you’re searching for top-rated schools and universities, you should definitely consider the options available in Chicago. The city is home to several renowned institutions that consistently rank highly in national school rankings. For college admissions, Chicago offers a diverse range of choices, from large public universities to prestigious private colleges. The University of Chicago, for example, is known for its rigorous academic programs and intellectual atmosphere. Northwestern University is another highly regarded institution, particularly known for its strong programs in journalism, law, and business. DePaul University and Loyola University Chicago are also popular choices for students seeking a quality education in a vibrant urban setting. With its abundance of top-rated schools and universities, Chicago is an excellent destination for those looking to pursue higher education.

Education initiatives and programs

There’s a variety of education initiatives and programs available in the city, making it a great place for students to enhance their learning experiences. Chicago is renowned for its strong commitment to education, and this is evident through the numerous initiatives and programs that have been implemented. One key aspect of these initiatives is the emphasis on community partnerships. The city has established partnerships with local businesses, non-profit organizations, and universities to create opportunities for students to engage in real-world experiences and gain practical skills. These partnerships provide students with internships, mentorships, and job shadowing opportunities, allowing them to apply what they have learned in the classroom to the real world. Furthermore, these community partnerships also provide resources and support to schools, ensuring that every student has access to a high-quality education. Overall, the education initiatives and programs in Chicago are designed to foster holistic development and prepare students for success in their future endeavors.

Iconic Landmarks in Chicago

One of Chicago’s most iconic landmarks is the Willis Tower. Standing tall at 1,450 feet, it is an architectural wonder that dominates the city’s skyline. As you visit this towering structure, you’ll be amazed by its sleek design and breathtaking views from the observation deck. But the Willis Tower is just one of many architectural wonders in Chicago. Here are some other notable landmarks you should check out:

  • The Bean (Cloud Gate): This famous sculpture in Millennium Park is a must-see. Its reflective surface and unique shape make it a popular spot for photos.
  • The Art Institute of Chicago: Not only is this museum renowned for its impressive collection, but its Beaux-Arts architecture is also a sight to behold.
  • The Chicago Water Tower: This historic landmark is one of the few buildings that survived the Great Chicago Fire in 1871. Its Gothic Revival style adds to its charm.

Whether you’re interested in architectural wonders or famous sculptures, Chicago has something for everyone to enjoy.

Must-Visit Attractions in Chicago

When you’re in the Windy City, don’t miss out on exploring the vibrant neighborhoods like Wicker Park and Lincoln Park. These neighborhoods not only offer unique architecture but also host various cultural festivals throughout the year. Wicker Park, known for its hipster vibes, is home to beautiful historic buildings and trendy shops, cafes, and restaurants. It’s the perfect place to immerse yourself in the local arts scene and enjoy live music performances. On the other hand, Lincoln Park is famous for its picturesque tree-lined streets, charming brownstone houses, and the renowned Lincoln Park Zoo. You can also visit the Peggy Notebaert Nature Museum and catch a play at the Steppenwolf Theatre. These neighborhoods truly showcase the diverse and lively spirit of Chicago.

Nearby Cities to Explore

If you’re looking to venture beyond the Windy City, you’ll find a variety of charming towns and vibrant cities just a short drive away. Chicago’s suburbs offer a plethora of opportunities for exploration and day trips. One popular destination is Evanston, located just north of the city. Known for its beautiful beaches and historic architecture, Evanston also boasts world-renowned Northwestern University. Another option is Oak Park, home to the Frank Lloyd Wright Historic District. Here, you can tour the architect’s stunning homes and immerse yourself in his iconic designs. For those seeking a more urban experience, head south to the bustling city of Naperville. With its vibrant downtown area, Naperville offers a mix of shopping, dining, and cultural activities. Whether you’re looking for small-town charm or city excitement, the suburbs surrounding Chicago are sure to satisfy your desire for exploration.


To wrap up your exploration of the Chicago area, don’t forget to take advantage of the diverse culinary scene and indulge in the city’s famous deep-dish pizza. Chicago is known for its deep-dish pizza, which features a thick crust, generous amounts of cheese, and a hearty tomato sauce. But beyond the pizza, the city offers a wide range of culinary options to suit every taste and budget. From upscale restaurants to casual diners, you can find everything from classic American dishes to international cuisines. As you reflect on your time in Chicago, consider the following:

  • The city’s culinary scene is a reflection of its diverse population, with influences from around the world.
  • You can try traditional Chicago-style hot dogs, Italian beef sandwiches, and Polish sausages.
  • Don’t miss out on exploring different neighborhoods to discover hidden gems and local favorites.