Chicago, Illinois

The Ultimate Guide to Travelling in Chicago, Illinois

Chicago, the Windy City, is a world-class destination that offers something for everyone. From its stunning architecture to its world-renowned museums, iconic landmarks, and vibrant neighborhoods, Chicago is a must-visit city for any traveller.

Places to Go

1. Willis Tower (formerly Sears Tower)

  • Address: 233 S Wacker Dr, Chicago, IL 60606
  • Hours: Monday - Sunday 9am - 10pm
  • Admission: $22 adult, free for children under 3 years old

Experience the thrilling view of the city from the Skydeck on the 103rd floor. Don’t forget to step out onto the Ledge, a glass balcony that extends four feet outside the building!

2. Millennium Park

  • Address: 201 E Randolph St, Chicago, IL 60601
  • Hours: Monday - Thursday 6am - 11pm, Friday - Sunday 5am - 12am
  • Admission: Free

Explore this beautiful park featuring iconic landmarks such as the “Cloud Gate” sculpture (also known as “The Bean”), the Jay Pritzker Pavilion for outdoor concerts and performances, and the Lurie Garden.

3. Navy Pier

  • Address: 600 E Grand Ave, Chicago, IL 60611
  • Hours: Monday - Sunday 10am - 12am
  • Admission: Free, attractions vary in price

Take a stroll along Lake Michigan’s shoreline and enjoy the shops, restaurants, and entertainment options. Don’t miss the Centennial Wheel, a 196-foot tall Ferris wheel with enclosed gondolas.

4. Art Institute of Chicago

  • Address: 111 S Michigan Ave, Chicago, IL 60603
  • Hours: Tuesday - Sunday 10:30am - 5pm, Thursday 10:30am - 8pm
  • Admission: $20 adult, free for children under 14 years old

Discover over 300,000 works of art in the museum’s collection, including famous pieces like “American Gothic” and “Nighthawks.”

5. Wrigley Field

  • Address: 1060 W Addison St, Chicago, IL 60613
  • Hours: Vary depending on Cubs games or events
  • Admission: Varies depending on event

Catch a Chicago Cubs game at this historic stadium and experience the excitement of baseball in the city.

Activities

1. Take a Riverwalk Boat Tour

  • Departure point: various locations along the Chicago River
  • Hours: Monday - Sunday 10am - 6pm (seasonal)
  • Admission: $25-$40 adult, free for children under 3 years old

Learn about the city’s history and architecture while cruising along the Chicago River.

2. Explore a Neighborhood Market

  • Markets vary in location and schedule
  • Hours: Vary depending on market

Visit one of the many neighborhood markets, such as the Lincoln Park Farmers Market or the Wicker Park Farmers Market, to sample local foods and products.

3. Go on a Brewery Tour

  • Various breweries throughout the city
  • Hours: Monday - Sunday (varies by brewery)
  • Admission: Free or varies depending on tour and brewery

Discover Chicago’s thriving craft beer scene and take a tour of one of the many local breweries, such as Lagunitas Brewing Company or Revolution Brewing.

4. Attend an Outdoor Music Festival

  • Various locations throughout the city
  • Hours: Vary depending on festival schedule
  • Admission: Free or varies depending on festival

Enjoy live music and performances at festivals like Lollapalooza, Pitchfork Music Festival, or the Chicago Jazz Festival.

Where to Eat

1. Girl & the Goat

  • Address: 809 W Randolph St, Chicago, IL 60607
  • Hours: Monday - Thursday 5pm - 10pm, Friday - Sunday 11am - 10pm
  • Price range: $15-$30 entree

Try this Mediterranean-inspired restaurant from Top Chef winner Stephanie Izard.

2. Au Cheval

  • Address: 809 W Randolph St, Chicago, IL 60607 (same location as Girl & the Goat)
  • Hours: Monday - Thursday 5pm - 10pm, Friday - Sunday 11am - 10pm
  • Price range: $15-$30 entree

Enjoy classic American diner fare and trendy cocktails in this hip spot.

3. Xoco

  • Address: 449 N Clark St, Chicago, IL 60654 (multiple locations)
  • Hours: Monday - Thursday 7am - 8pm, Friday - Sunday 7am - 9pm
  • Price range: $5-$10 entree

Sample Mexican street food and delicious soups at this casual spot from Rick Bayless.

4. Pequod’s Pizza

  • Address: 2207 N Clybourn Ave, Chicago, IL 60614 (multiple locations)
  • Hours: Monday - Thursday 11am - 12am, Friday - Sunday 11am - 1am
  • Price range: $10-$20 entree

Experience classic deep-dish pizza in this Chicago institution.

Where to Stay

1. The Langham Chicago

  • Address: 330 E Chicago Ave, Chicago, IL 60611
  • Rate range: $300-$600 per night
  • Amenities: Outdoor pool, fitness center, on-site spa

Stay in luxurious accommodations and enjoy the amenities at this upscale hotel.

2. The Four Seasons Hotel Chicago

  • Address: 120 E Delaware Pl, Chicago, IL 60611
  • Rate range: $400-$800 per night
  • Amenities: Outdoor pool, fitness center, on-site spa

Experience world-class service and amenities at this luxurious hotel.

3. The Robey Hotel

  • Address: 2015 N Oakley Blvd, Chicago, IL 60622
  • Rate range: $200-$400 per night
  • Amenities: Fitness center, on-site restaurant

Stay in stylish accommodations and enjoy the amenities at this trendy hotel.

Things to Know

1. Weather**

Chicago’s weather can be unpredictable, with temperatures ranging from -20°F (-29°C) in winter to over 90°F (32°C) in summer.

2. Traffic**

Be prepared for traffic congestion, especially during rush hour or when there are events happening in the city.

3. Safety**

As with any major city, take normal precautions to stay safe at night and in crowded areas.

Transportation

1. Public Transportation**

Chicago has an excellent public transportation system, including buses and trains (the ‘L’). You can purchase a Ventra card for convenient travel.

2. Ride-hailing Services**

Uber and Lyft are widely available in Chicago, but be aware of surge pricing during peak hours or events.

3. Taxis**

You can hail a taxi on the street or book one through a service like Yellow Cab.

Tips

1. Be prepared for crowds**

Chicago is a popular tourist destination, so expect large crowds at popular attractions and areas.

2. Try local cuisine**

Sample the city’s famous deep-dish pizza, Italian beef sandwiches, and other delicious dishes.

3. Explore beyond downtown**

Venture into Chicago’s many neighborhoods to discover unique shops, restaurants, and cultural experiences.

4. Take advantage of free attractions**

Many museums, parks, and landmarks offer free admission or discounts for certain times of the day.

Other Things

1. Visit a Museum**

In addition to the Art Institute of Chicago, consider visiting other world-class museums like the Field Museum or the Museum of Science and Industry.

2. Take a Day Trip**

Explore nearby cities and attractions, such as Milwaukee’s breweries or the scenic Wisconsin countryside.

3. Attend a Sporting Event**

Catch a Chicago Cubs game at Wrigley Field, a White Sox game at Guaranteed Rate Field, or watch the Chicago Bears play football at Soldier Field.

By following this guide, you’ll be well on your way to experiencing all that Chicago has to offer!