Things To Do
in Chicago

Chicago, known as the Windy City, sits on the shores of Lake Michigan and boasts a striking skyline of modern and historic architecture. It is famous for its deep-dish pizza, vibrant arts scene, and world-class museums. The city’s neighborhoods offer diverse cultures, cuisines, and local festivals year-round.

With extensive lakefront trails, parks, and riverwalks, Chicago balances urban energy with accessible green spaces.

Day Trips

Spend a day exploring around

day 1
Arrival at Millennium Park
morning
:

Start your journey with a stroll through Millennium Park, admiring the iconic Cloud Gate sculpture in the crisp morning light. Pause to capture reflections and watch the city come to life across the Bean’s mirrored surface. Feel the energy of joggers and families enjoying the park’s green spaces.

afternoon
:

Head to nearby Maggie Daley Park for lunch at a scenic picnic spot or café. Spend the afternoon exploring the park’s winding pathways, rock-climbing wall, and whimsical playgrounds. Let the urban skyline frame your adventures as you savor each moment.

evening
:

As the sun sets, find a rooftop bar for a cocktail overlooking the city’s dazzling architecture. Listen to live music or join a performance at the Jay Pritzker Pavilion. Cap the night with a leisurely walk along the park’s lit promenades.

day 2
Museum Campus Marvels
morning
:

Begin your day at the Field Museum, exploring Tyrannosaurus rex skeletons and ancient relics in well-curated exhibits. Wander through the expansive hallways and admire the botanical specimens in the Evolving Planet section. Capture the grandeur of museum architecture as natural light streams through lofty windows.

afternoon
:

Walk along the scenic lakefront to the Shedd Aquarium, marveling at colorful fish and playful dolphins in immersive habitats. Spend time in the Oceanarium and Caribbean Reef galleries, learning about global marine ecosystems. Grab a casual lunch at the aquarium café with panoramic lake views.

evening
:

Head to the Adler Planetarium’s rooftop for sunset views over Lake Michigan and the Chicago skyline. Engage in a star show or gaze through powerful telescopes at celestial wonders. Finish the evening with a lakeside stroll, listening to gentle waves and city lights shimmering on the water.

Cost Guide

Prices

ItemPrice
🍔Meal at inexpensive restaurant$12–18
Coffee$3–5
🚕1-mile taxi ride$3–5
🎟️Movie ticket$12–15
💊Pharmacy medicine$10–30

Strengths and Weaknesses

  • World-class architecture and museums
  • Diverse culinary scene
  • Extensive parks and lakefront
  • Strong public transit network
  • Harsh winter weather
  • Traffic congestion during rush hour
  • Higher accommodation costs Downtown
  • Occasional crime in certain neighborhoods

Places to Visit in Chicago

Visit one of these nice places.

Cloud Gate (The Bean)

Reflective sculpture in Millennium Park offering mirrored cityscape and lake views.

Skydeck Chicago

360° panoramic views from the top of Willis Tower; step out onto The Ledge’s glass boxes.

606 Bloomingdale Trail

Elevated greenway with murals, city views, and landscaped gardens—ideal for wide shots.

Wrigley Building

Iconic white terra-cotta facade along the Chicago River—best shot at golden hour.

Adler Planetarium

Front steps frame Lake Michigan and the skyline, especially dramatic at sunrise.

Culinary Guide

Food in Chicago

Chicago’s cuisine reflects its immigrant heritage, offering hearty comfort foods, fine dining, and global flavors. From iconic deep-dish pizza to inventive farm-to-table restaurants, the city caters to all tastes and budgets.

Chicago Famous Food

Signature dishes, delicacies and famous food

Chicago Deep-Dish Pizza

A thick, buttery crust layered with cheese and chunky tomato sauce; best found at Lou Malnati’s or Giordano’s.

Must-Try!

Chicago-Style Hot Dog

An all-beef frankfurter on a poppy seed bun topped with mustard, onions, relish, tomatoes, pickles, sport peppers & celery salt; try it at Portillo’s or Gene & Jude’s.

Italian Beef Sandwich

Thinly sliced roast beef drowned in au jus on a roll, often topped with giardiniera; Al’s Beef is a classic spot.

Food Markets

Explore local food markets

Chicago French Market

Indoor market in the West Loop featuring artisanal vendors—Greek, Mexican, ramen and more.

Maxwell Street Market (Sundays)

Seasonal open-air market with street food stalls offering tamales, tacos, and soul food classics.

Climate Guide

Weather

Chicago has a humid continental climate with four distinct seasons: cold, snowy winters; warm, humid summers; and mild spring and fall. Lake Michigan moderates temperatures but increases humidity.

How to Behave

Tips on cultural norms and respectful behavior

Respect Personal Space

Chicagoans value polite distance; avoid loud phone conversations on public transit.

Punctuality

Arrive on time for meetings and tours—lateness is frowned upon.

Queue Up

Form orderly lines at bus stops, coffee shops, and ticket counters; skipping is discouraged.

Safety Guide

Safety

Chicago’s crime rates vary by neighborhood; stay in well-lit areas, avoid vacant lots at night, use ride-shares after dark, and monitor local advisories. Downtown and tourist areas are generally safe with standard precautions.

Tipping in Chicago

Ensure a smooth experience

Tipping Etiquette

Restaurants typically include 15–20% tip; bar tabs 15–20%; taxis and rideshares round up or tip 10–15%.

Payment Methods

Credit/debit cards are widely accepted; contactless payments like Apple Pay are common; cash is optional for small vendors.

Best Time to Visit

And what to expect in different seasons...

Spring

Mild weather with blooming cherry trees at Jackson Park; occasional rain—pack layers.

Summer

Warm to hot temperatures, lake breezes, and outdoor festivals; ideal for boating and rooftop bars.

Fall

Crisp air and fall foliage in parks; perfect for river cruises and architecture tours.

Winter

Cold, windy with snow; bundle up for ice skating at Millennium Park and holiday markets.

Nightlife Guide

Chicago at Night

Chicago’s nightlife spans dive bars, jazz clubs in River North, rooftop lounges, comedy venues like The Second City, and late-night eateries. Neighborhoods such as Wicker Park, Logan Square, and the South Loop maintain vibrant bar scenes and live music.

Hiking in Chicago

Immerse in an unforgettable hike.

Starved Rock State Park

1.5 hour drive southwest; canyons, waterfalls, and 13 miles of trails.

Indiana Dunes National Park

Drive 1 hour east; sand dunes, beaches, and prairies along Lake Michigan.

Waterfall Glen Forest Preserve

30 minutes southwest; 11 miles of mixed-use trails through woodlands and prairies.

Airports

How to reach Chicago by plane.

O’Hare International Airport (ORD)

One of the world’s busiest airports, 17 miles northwest; accessible via Blue Line train or shuttle.

Midway International Airport (MDW)

Domestic flights hub, 10 miles southwest; connected by Orange Line train and bus services.

Getting Around

Walkability

Highly walkable in downtown (The Loop), River North, and Lincoln Park. Many attractions are within walking distance or connected by pedestrian-friendly lakefront paths.

Demographics

Explore demographics in this area.

Irish American

Strong cultural presence, especially in neighborhoods like Beverly.

African American

Historic communities in Bronzeville and Englewood with rich cultural heritage.

Latino

Vibrant Mexican and Puerto Rican communities in Pilsen and Uptown.

Polish American

One of the largest Polish populations outside Poland, centered in Avondale.

Popular Sports

Explore popular sports in region.

Baseball

Chicago Cubs (MLB) at Wrigley Field and White Sox at Guaranteed Rate Field.

Basketball

Chicago Bulls (NBA) play at the United Center; rich basketball history.

Football

Chicago Bears (NFL) at Soldier Field, set on the lakefront.

Transportation

Traffic

Rush hours (7–9 AM, 4–6 PM) see heavy congestion on the Kennedy and Dan Ryan Expressways. The CTA train and bus network offers reliable alternatives; Divvy bike-share is popular for short trips.

Accomodations

Find the best place to stay when visiting Chicago.

Dietary Restrictions

Tips for restricted diets.

Vegetarian

Most major restaurants offer vegetarian menus; check neighborhoods like Logan Square and Wicker Park for vegan-friendly cafés.

Vegan

Dedicated vegan eateries like The Chicago Diner and Upton’s Breakroom make plant-based dining easy.

Gluten-Free

Many pizzerias such as Piece Brewery provide gluten-free crust, and most bakeries now offer GF pastries.

Health & Medical

Healthcare

Chicago has top-ranked hospitals like Northwestern Memorial and University of Chicago Medical Center. Urgent care clinics and pharmacies are widely available; travel insurance is recommended for visitors.

Discover United States

Read more in our United States 2025 Travel Guide.

United States Travel Guide