Navigating Chicago: A Business Traveler's Essential Guide for 2025

Welcome to Chicago

Chicago, a city that embodies the spirit of resilience and innovation, is a prime destination for business travelers. With its dynamic tech scene swelling by 18% over the past decade, featuring giants like Google and Salesforce, it's no wonder that professionals from all over the country flock here. My goal with this guide is to help you lock in productivity during your workweek while still enjoying the unique culture and nightlife Chicago offers.

Where to Stay

Most business trips will see you placed in the bustling heart of the city. Here are some top hotel picks that not only offer proximity to major business districts but also provide an inviting atmosphere for unwinding after a busy day.

• The St. Regis Chicago

  401 E Wacker Drive, (312) 787-3447

  This luxurious hotel offers personalized service with its Signature Butler Service and beautiful views of the Chicago River.

• The Hoxton

  200 N Green St., (312) 761-1700

  If you prefer a more laid-back vibe where you can immerse yourself in the local scene, this trendy spot is your best bet. The on-site café and rooftop bar make it easy to mix business with pleasure.

• The Emily Hotel

  311 N Morgan St., (312) 764-1919

  Located in Fulton Market, it features a rooftop bar and a comfortable workspace, making it great for business travelers who need to unwind.

• Sable at Navy Pier

  900 E Grand, (872) 710-5700

  With its stunning views of the skyline, this hotel offers everything you need for a productive stay and immediate access to Navy Pier's attractions.

Where to Work

Feeling cooped up in a hotel room can stifle creativity. Take your work to one of Chicago's many coworking spaces.

• TeamWorking by TechNexus

  20 N. Wacker Drive, 12th Floor

  Offering a creative environment with meeting rooms and a rooftop terrace, it's perfect for tech professionals looking to network.

• Guild Row

  3130 N Rockwell St.

  A bright, airy space designed for focused work, ideal for freelancers and teams alike.

Where to Get Your Coffee

With a busy schedule, grabbing a quick cup of coffee is essential. Here are the best local spots:

• Sawada Coffee

  112 N Green St.

  Renowned for its rich Military Latte, it serves as a reliable offsite workspace.

• Oud Coffee

  714 N Wells St.

  Perfect for savoring a craft latte amid a creative atmosphere.

Where to Eat

Chicago's dining scene is diverse and satisfying, especially after a long day of meetings. Here are some top spots:

• Rose Mary

  932 W Fulton St.

  A vibrant setting where the menu features the best of Italian and Croatian cuisine.

• Au Cheval

  800 W Randolph St.

  Famous for its cheeseburger, this spot encapsulates the city's culinary spirit.

• Beard Papa's

  Various locations.

  Indulge in delicious cream puffs that are perfect for a quick treat.

Where to Drink

After a long day of meetings, you'll deserve a relaxing drink. Here are some local favorites for a night out:

• Goose Island Salt Shed Pub

  1221 W Blackhawk St.

  Perfect for unwinding riverside with a well-crafted beer after a busy workday.

• Headquarters Beercade

  213 W Institute Pl.

  Sip local brews while enjoying the retro fun of arcade games.

Where to Giggle

Finally, no Chicago experience is complete without indulging in some comedy. Here are the best venues:

• The Second City

  230 W North Ave.

  A legendary spot for improv and comedy, great for a relaxed night out.

• Zanies

  1548 N Wells St.

  Home to both established and up-and-coming comedians, this iconic venue offers an intimate live comedy experience.