Chicago City Guide

General Information / Guide

Chicago, known as the "Windy City," is the third-largest city in the United States and is located on the southwestern shore of Lake Michigan in Illinois. Famous for its impressive skyline, world-class museums, and vibrant cultural scene, Chicago offers a dynamic urban experience. The city is known for its rich history, diverse neighborhoods, and deep-dish pizza, making it a must-visit destination for travelers seeking both entertainment and cultural enrichment.

Climate / Weather / When to Go

Chicago experiences a humid continental climate, with cold, snowy winters and hot, humid summers. The best time to visit is from late April to early June and from September to October when the weather is pleasant, and the city is alive with festivals and outdoor activities. Summers can be hot, with temperatures often reaching the upper 80s (30°C), while winters are cold, with temperatures frequently dropping below freezing.

How to Get There

Chicago is served by two major airports: O'Hare International Airport and Midway International Airport. O'Hare, one of the busiest airports in the world, is located about 17 miles northwest of downtown, while Midway is approximately 10 miles southwest of the city center. Both airports offer various transportation options, including the CTA (Chicago Transit Authority) trains and buses, taxis, rideshares, and rental cars, providing easy access to the city.

Food / Restaurants / What to Eat and Drink

Chicago's culinary scene is renowned for its diversity and quality. Iconic dishes include deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. For fine dining, the city boasts numerous Michelin-starred restaurants such as Alinea and Grace. For a more casual experience, head to neighborhoods like Wicker Park and Logan Square for trendy cafes and eclectic eateries. Don't miss the vibrant food markets like the Chicago French Market for a variety of international cuisines.

Important Places / Places to Visit

Millennium Park: Home to the iconic Cloud Gate sculpture (affectionately known as "The Bean") and a hub for concerts and events.

Art Institute of Chicago: One of the oldest and largest art museums in the United States, known for its extensive collection of Impressionist and Post-Impressionist art.

Navy Pier: A popular tourist destination with shops, restaurants, an IMAX theater, and the Centennial Wheel offering panoramic views of the city.

The Field Museum: A natural history museum housing the famous T. rex skeleton named Sue and numerous other fascinating exhibits.

Willis Tower Skydeck: Offers breathtaking views of the city from its glass-floored observation deck on the 103rd floor.

Lincoln Park Zoo: One of the oldest zoos in North America, located in the heart of Chicago, and free to the public.

What to Do

Explore the architectural marvels of Chicago with an architecture river cruise, visit the museums along Museum Campus, or relax at one of the city’s beautiful beaches along Lake Michigan. Take a walk or bike ride along the Lakefront Trail, or catch a game at Wrigley Field, home of the Chicago Cubs. For shopping, stroll down the Magnificent Mile, which is lined with luxury shops, boutiques, and department stores.

Nightlife / Bars / Entertainment

Chicago’s nightlife is as varied as its cultural offerings, with something for everyone. For live music, head to venues like the House of Blues or the historic Green Mill Cocktail Lounge for jazz. The West Loop and River North neighborhoods are known for their trendy bars and clubs. For a unique experience, visit the speakeasies hidden around the city, reminiscent of the Prohibition era.

Shopping / What to Buy

Chicago is a shopper’s paradise, with a range of options from luxury boutiques to eclectic markets. The Magnificent Mile on Michigan Avenue offers a mix of high-end shops and popular retailers. For unique, locally made goods, explore the shops in neighborhoods like Bucktown and Wicker Park. Don't forget to pick up some Chicago-themed souvenirs, such as deep-dish pizza kits or memorabilia from one of the city's sports teams.

Festivals/ Events

March: Chicago St. Patrick's Day Parade

May: Chicago Blues Festival

July: Taste of Chicago

August: Lollapalooza

September: Chicago Jazz Festival

December: Christkindlmarket

Holidays / Festivals / Important Days

1 January: New Year’s Day

Third Monday in January: Martin Luther King Jr. Day

Fourth Thursday in November: Thanksgiving

25 December: Christmas Day

Things to Pay Attention to / Important Information

Chicago’s weather can be unpredictable, so it’s wise to dress in layers and carry an umbrella.

Public transportation is extensive and efficient, making it easy to navigate the city without a car.

Be mindful of your belongings in crowded tourist areas and stay aware of your surroundings.

Explore beyond the downtown area to experience the diverse neighborhoods that give Chicago its unique character.

Transportation

Chicago has an extensive public transportation system operated by the CTA, including buses and the "L" trains, which provide convenient access to most parts of the city. The Metra rail system offers commuter train services to the suburbs. For those who prefer biking, Divvy bikes are available for rent throughout the city. Taxis, rideshares, and rental cars are also widely available, but parking can be expensive and hard to find in downtown areas.