Chicago

Chicago, the Windy City, is a bustling metropolis along Lake Michigan's shores. Known for its stunning architecture, rich history, and diverse culture, Chicago offers a dynamic atmosphere that appeals to urban explorers, art enthusiasts, and food lovers alike. An ideal visit spans 3 to 5 days, allowing travelers to immerse themselves in the city's unique charm.

Travel Tips in Chicago

Best Time to Visit:

Chicago's winters are cold, with January temperatures often below freezing and occasional snowfall. However, the city offers a variety of indoor activities and winter events during this season. For milder weather and outdoor festivals, consider visiting in spring (April–May) or fall (September–October). (thesavvyglobetrotter.com)

Getting There and Around:

Chicago is accessible via two major airports: O'Hare International Airport and Midway International Airport. The city's public transportation system, including the 'L' trains and buses, efficiently connects neighborhoods and attractions. Rideshare services and taxis are also readily available. (expedia.com)

Safety:

While Chicago is generally safe for tourists, it's advisable to stay vigilant, especially in less crowded areas at night. Keep personal belongings secure and be cautious in unfamiliar neighborhoods.

Local Customs, Language, Etiquette:

English is the primary language. Tipping is customary: 15–20% in restaurants, a few dollars for hotel staff. When addressing locals, "sir" and "ma'am" are appreciated.

Must-Know Practical Advice:

During peak tourist seasons, attractions can be crowded. Purchasing tickets online in advance can save time. For eco-friendly travel, consider using public transportation or biking.

Highlights & Things to Do in Chicago

1. Millennium Park: Home to the iconic Cloud Gate sculpture ("The Bean"), this park offers free art installations, gardens, and seasonal events.

2. Art Institute of Chicago: One of the oldest and largest art museums in the U.S., featuring an extensive collection from ancient to contemporary art.

3. Navy Pier: A lakeside entertainment hub with restaurants, shops, and the Centennial Wheel offering panoramic city views.

4. Chicago Riverwalk: A scenic pathway along the Chicago River, ideal for walking, dining, and enjoying public art installations.

5. Shedd Aquarium: Explore marine life from around the world in this renowned aquarium located on the lakefront.

6. Chicago International Puppet Theater Festival (Jan. 21–Feb. 1, 2026): Experience innovative puppetry performances across various venues. (thehauteseeker.com)

7. Chicago Restaurant Week (Jan. 23–Feb. 8, 2026): Savor prix-fixe menus at over 500 restaurants, showcasing the city's culinary diversity. (choosechicago.com)

Prices & Costs in Chicago (approximate in USD)

Accommodation (per night, double):

• Budget: $100–$150

• Mid-range: $150–$250

• Luxury: $250+

Food:

• Street/local meal: $10–$15

• Mid-range restaurant: $20–$50 per person

• Daily basics: $30–$50

Transport:

• Local rides: $2.25 per ride

• Taxis: $3.25 base fare + $2.25 per mile

• Airport transfer: $25–$50

Main Attractions/Entry Fees:

• Millennium Park: Free

• Art Institute of Chicago: $25

• Shedd Aquarium: $40

Daily Budget Range (excluding travel to the city):

• Budget traveler: $100–$150

• Mid-range traveler: $150–$250

• Luxury traveler: $250+

Note: Prices can vary by season and lifestyle.