Oct. 21-22, 2026 | Chicago, IL
Business trips don’t have to be all business. While you’re in Chicago, take some time to explore one of America’s greatest cities. Whether you’re inspired by world renowned architecture, interested in history, or simply looking for incredible food and unforgettable views, Chicago offers countless ways to make your trip even more rewarding.
YOUR TRAVEL GUIDE
– GETTING TO DHI CONNEXTIONS –
TRAVEL FROM THE AIRPORT
O’Hare International Airport (ORD)
Approximately 18 miles away | 35-40 min drive
Midway International Airport (MDW)
Approximately 12 miles away | 25-30 min drive
– MAKE THE MOST OF YOUR TRIP –
THINGS TO DO NEARBY
Chicago Riverwalk
Located in the heart of downtown, the Chicago Riverwalk is the perfect place to explore the city at your own pace. Enjoy beautiful river views, discover local restaurants and cafés, watch boats pass by, or simply unwind while surrounded by Chicago’s famous skyline.
Location:
115 E Lower Wacker Dr, Downtown Chicago, IL
Approximately 5 min walk from event site
Pricing:
Free to explore; shopping, dining, and attractions vary by location.
Chicago Architecture Center
Discover the stories behind Chicago’s iconic skyline at the Chicago Architecture Center. Explore exhibits, guided tours, and river cruises that showcase the city’s world-renowned architecture, from historic landmarks to modern skyscrapers. It’s the perfect way to experience the design and innovation that make Chicago a must-visit destination.
Location:
Approximately 6 min walk from event site
Pricing:
0-5 Years Old: Free
6+ Years Old: $15
River Cruise priced seperately
Chicago Architecture Center
Discover the stories behind Chicago’s iconic skyline at the Chicago Architecture Center. Explore exhibits, guided tours, and river cruises that showcase the city’s world-renowned architecture, from historic landmarks to modern skyscrapers. It’s the perfect way to experience the design and innovation that make Chicago a must-visit destination.
Location:
Approximately 6 min walk from event site
Pricing:
0-5 Years Old: Free
6+ Years Old: $15
River Cruise priced seperately
American Writer’s Museum
Discover the only museum in the country dedicated to American writers and their works. Interactive exhibits and immersive displays make it easy to explore the people and stories that have influenced generations of readers and writers.
Location:
180 N Michigan Ave, Chicago, IL 60601
Approximately 6 min walk from event site
Pricing:
Adults (Online/At Door): $14/$16
Seniors (Ages 65+): $10
Children (Ages 12 and Under): Free
Aqua Tower
One of Chicago’s most recognizable skyscrapers, Aqua Tower is known for its striking wave-like balconies that redefine the city skyline. Designed by Studio Gang, this architectural masterpiece blends innovative design, sustainability, and breathtaking views, making it a must-see for architecture enthusiasts.
Location:
Approximately 3 min walk from event site
Pricing:
Free
Aqua Tower
One of Chicago’s most recognizable skyscrapers, Aqua Tower is known for its striking wave-like balconies that redefine the city skyline. Designed by Studio Gang, this architectural masterpiece blends innovative design, sustainability, and breathtaking views, making it a must-see for architecture enthusiasts.
Location:
Approximately 3 min walk from event site
Pricing:
Free
Chicago Architecture Center
No visit to Chicago is complete without exploring Millennium Park. Home to the famous Cloud Gate sculpture, known as “The Bean,” this iconic downtown destination features stunning public art, beautiful gardens, outdoor performances, and incredible views of the city skyline.
Location:
Approximately 35 min drive from event site
Pricing:
Free to explore; shopping, dining, and attractions vary by location.
– START YOUR DAY OFF RIGHT –
BREAKFAST & COFFEE NEARBY
Kanela Breakfast Club
502 E Illinois St, Chicago, IL 60611
Approximately 12 min walk from event site
– GRAB A DRINK AND NETWORK –
BEER & COCKTAILS NEARBY
– GRAB A BITE AND EXPLORE THE ICONIC CITY –
LUNCH & DINNER NEARBY
Joe’s Seafood, Prime Steak & Stone Crab
60 E Grand Ave, Chicago, IL 60611
Approximately 12 min walk from event site
