Chicago, widely known as the "Windy City," is a premier destination in Illinois. For students, this metropolis offers an unparalleled lifestyle, blending a vibrant academic atmosphere with iconic sports culture, world-class architecture, and endless urban adventures.
Whether you are studying at a local university or visiting for a quick weekend getaway, this guide will help you navigate Chicago's architectural landmarks, legendary theater scene, and top-tier dining. We will also share essential money-saving tips to help you experience one of the largest cities in the United States without breaking the bank. Let’s dive into your Chicago adventure!
Why do students choose to study in Chicago?
Chicago attracts students from across the globe, thanks to prestigious institutions like the University of Chicago, Northwestern University, and the University of Illinois Chicago. These universities are centers of excellence for Business, Law, Education, and Science. Many students flock here to pursue competitive degrees in Engineering, Computer Science, Economics, and Psychology, leveraging the city's rich intellectual and professional resources.

Beyond academics, Chicago is a gateway to diverse career opportunities. The city’s dynamic job market allows students to secure valuable internships, network at industry-leading events, and attend career fairs. These professional connections serve as a perfect foundation for launching a successful career immediately upon graduation.
Chicago is an incredibly student-friendly city, offering a variety of affordable housing, from modern dorms to apartments near campus. Notably, the University of Chicago campus is widely celebrated for its breathtaking architecture and a vibrant, engaging student life.
If this glimpse into the city has sparked your interest, keep reading to discover the must-visit attractions and unmissable experiences that make Chicago a top-tier student destination.
What to do in Chicago?
Beyond the academic appeal, Chicago offers endless possibilities for short-term visitors. Whether you're here for a weekend or a semester, check out these essential destinations and use our travel tips to craft the perfect itinerary for your time in the city.

Immerse yourself in the beauty of Chicago’s architecture
Chicago is globally renowned for its architectural wonders and iconic skyline. One of our favorite budget-friendly activities is to grab a pair of comfortable walking shoes and take a self-guided tour of the city's most impressive architectural landmarks.
- The Chicago Riverwalk - a picturesque urban oasis that stretches along the Chicago River, offering stunning views of the city's iconic skyline.
- The iconic Wrigley Building stands proudly with its striking white facade and clock tower in the place where Michigan Avenue crosses the Chicago River.
- The Tribune Tower, decorated with fragments of famous structures from around the world, is a true testament to Chicago's architectural heritage.
- The Willis Tower, previously recognized as the Sears Tower and still commonly referred to by Chicago residents as such, stands as a symbol of Chicago's remarkable innovation and engineering excellence. If you have some extra money to spare, for $38.50 you can experience the Skydeck and a walk at 1,353 feet in the air.
- The Drake Hotel - a historic and elegant establishment that has been an iconic landmark since its opening in 1920. Situated along the prestigious Magnificent Mile, the luxurious Drake Hotel can be viewed from both outside and inside in the lobby.
- Chicago Water Tower, known as a symbol of resilience, survived the Great Chicago Fire of 1871.
- The Hilton Palmer House, with its elegant lobby, will surely leave a lasting impression on visitors.

Hop on a tour around Chicago
If you prefer an expert's insight, we highly recommend booking an official architectural walking tour or a scenic river cruise.
The Chicago Architecture Foundation provides deeply insightful tours led by professional guides, offering historical context and fascinating backstories behind the city's most famous structures and hidden gems.
Another fantastic way to see the city is by taking a river cruise. There is no better way to admire the breathtaking skyline than from the deck of a boat on the Chicago River.

Visit museums and art galleries
For those looking to dive into Chicago's rich cultural and artistic scene, exploring the city’s world-class museums and galleries is an absolute must.
- The Art Institute of Chicago is an absolute must-visit, housing an extensive collection from thousands of years. Here you can find iconic works from Grant Wood, Georges Seurat, Van Gogh and more. A student entrance ticket to the gallery is $26.
- The Museum of Contemporary Art Chicago showcases cutting-edge contemporary art, providing students with an immersive experience and exposure to thought-provoking exhibits. For students, ticket prices are only $8.
- For those interested in science and natural history, the Field Museum is a treasure trove of knowledge, featuring exhibits on dinosaurs, ancient civilizations, and biodiversity. In this museum, you can even view Sue, the largest and most complete T. rex skeleton ever discovered. You can find tickets to this museum starting from $18.
- Continue your educational tour in the Museum of Science and Industry to experience interactive exhibits on science, technology, engineering, and innovation. Get a ticket to the museum from $25.95.
We recommend planning ahead by visiting museum websites to check for special exhibitions or timed-entry requirements. Don't forget to look for student discounts and free admission days—it's the perfect way to enjoy Chicago's incredible art culture while staying on a budget.

Take part in cultural and art events
Alongside New York, Chicago boasts one of the liveliest theater scenes in the country. From Broadway-caliber productions to experimental fringe theater, the city offers a diverse array of captivating performances.
If you have a passion for the performing arts, don't miss legendary venues such as the Goodman Theatre, the Steppenwolf Theatre Company, and the Chicago Shakespeare Theater. These establishments are staples of the arts community, offering everything from timeless classics to bold, cutting-edge contemporary plays.
Stay in the loop with the city's happenings by keeping an eye on our event calendar and planning your visits to these must-see Chicago landmarks.
- Chicago Jazz Festival and Chicago Blues Festival celebrate music and the city's rich cultural heritage.
- Lollapalooza Chicago music festival is filled with live performances by the most famous artists across various genres.
- Chicago International Film Festival, showcasing a diverse selection of international films and hosting many emerging filmmakers.

Explore outdoor spaces and parks
Chicago shines brightest when the weather is warm, thanks to its abundance of beautiful outdoor spaces and public parks. We’ve curated a list of the best spots to relax, exercise, and soak up the sunshine.
- Millennium Park is a busy urban oasis, showcasing stunning art installations like "The Bean '' and offering recreational activities such as ice skating in winter and outdoor concerts in summer, making it a checklist destination for locals and tourists alike.
- Another must-visit park is Grant Park, known as "Chicago's Front Yard." This big green space offers breathtaking views of the city skyline and is home to iconic landmarks like Buckingham Fountain. In the park, you can enjoy a variety of activities, from picnicking and playing sports to attending outdoor concerts and festivals. For a unique experience, you can also embark on a kayaking adventure along the Chicago River, taking in the magnificent cityscape from a different perspective.
- Lincoln Park, one of the city's largest parks, offers a zoo, a conservatory, and many opportunities for walking, biking, and picnicking. Regardless of the season, there’s always something to do in this park!
- Navy Pier, situated along Lake Michigan, the park truly captures the essence of Chicago's outdoor scene. Here students can enjoy entertainment options such as a Ferris wheel, carousel, and mini-golf course. And if you happen to be in Chicago in the warmer months, the pier also hosts free concerts, fireworks displays, and cultural festivals.

Embrace the sports culture
Chicago’s sports culture is legendary, with iconic teams like the Chicago Cubs (baseball) and Chicago Bulls (basketball) creating a high-energy atmosphere. Catching a game live is an essential Chicago experience you won't want to miss.
- Attending a game at Wrigley Field, the historic home of the Chicago Cubs, offers an unforgettable experience as fans cheer on the team and soak in the lively atmosphere.
- Similarly, catching a basketball game at the United Center, where the Chicago Bulls showcase their skills, allows students to witness the city's love for the game firsthand.
If you're looking for a casual vibe, check out popular spots like The Cubby Bear near Wrigley Field or The Scout Waterhouse + Kitchen. These spots offer fantastic food, great drinks, and the perfect environment to cheer on our local teams with fellow fans.
Immersing yourself in the local sports culture is one of the best ways for students to bond, network, and truly feel part of the Chicago community.

Where to eat in Chicago?
Student life in Chicago is an incredible culinary journey. You can enjoy everything from world-famous deep-dish pizza at Pequod's or Gino's East to the authentic flavors found in vibrant neighborhoods like Chinatown and Little Italy.
If you're hunting for affordable eats, local food festivals like the Taste of Chicago and the Chicago Food Truck Festival are perfect. You can also join organized food tours such as Chicago Food & City Tours or Chicago Detours to discover the city's best-hidden culinary gems.
For dinner with a view, don't miss Chicago's stunning rooftop bars. The Signature Lounge and Cindy's Rooftop provide some of the best panoramic city views, making them perfect spots for a memorable evening.

Student budget tips for visiting Chicago
Navigating Chicago as a student is easy when you take advantage of the many discounts available for museums, cultural attractions, and entertainment venues. Follow these smart, money-saving tips to maximize your city experience.
- Many institutions offer discounted admission prices for students with valid student IDs. So wherever you go, don’t forget to take it with you!
- If you’re an Illinois resident, some of the museums and art galleries do a monthly free entrance day. Check out the official websites of your preferred institutions to know if and when you can visit them for free.
- The CityPASS and Go Chicago Card provide bundled discounts for multiple attractions, making it an economical choice for students who plan to explore various sites during their trip.
- When it comes to transportation, students can take advantage of discounted public transportation fares with a valid student ID, using the extensive bus and train network to get around the city affordably. Ventra U-Pass is one of the options offered to full-time students looking to save on transportation.
By leveraging these student-focused tips, you can enjoy all that Chicago has to offer—from its world-class culture to its vibrant food scene—without putting a strain on your budget.
Whether you're looking for an inspiring place to learn or an unforgettable city adventure, Chicago is ready to captivate you. Start planning your trip today using this guide and discover why the Windy City is the perfect place to explore!