Best Big City in the US 9 Years in a Row
Why Chicago Remains the Best Big City in the U.S.—and the Ultimate Destination for Meetings and Events
For the ninth year in a row, Chicago has been named the Best Big City in the U.S. by Condé Nast Traveler readers—and it’s easy to see why. Known as the city that’s Never Done and Never Outdone, Chicago continues to set the bar for world-class experiences, seamless accessibility, and unforgettable events.
Whether you’re planning a large-scale convention, an incentive trip, or an executive retreat, Chicago offers an unmatched combination of infrastructure, innovation, and inspiration.
Unmatched Access and Connectivity
Chicago is one of the most connected cities in the world, with two international airports—O’Hare and Midway—serving as hubs for three major airlines. Attendees can fly in from nearly anywhere, often with direct routes, making travel easy and efficient.
A Hub of Innovation and Expertise
The city’s vast intellectual capital is another key draw. Chicago is home to Fortune 500 headquarters, leading universities, renowned hospitals, and thriving tech incubators. That deep well of knowledge makes it a natural choice for meetings and conventions that aim to inspire, educate, and connect forward-thinking professionals.
Exceptional Accommodations and Venues
From luxury hotels and boutique properties to unique venues like sky-high rooftops and historic landmarks, Chicago offers endless possibilities for hosting memorable gatherings. At the heart of it all is McCormick Place, the largest and most flexible convention center in the Western Hemisphere, equipped to handle events of any scale.
Diverse Neighborhoods, Global Flavor
Chicago’s 77 neighborhoods represent a mosaic of cultures and communities from around the world. Each offers its own flavor, from artsy enclaves to foodie favorites, giving attendees authentic experiences beyond the meeting room.
Award-Winning Dining and Culinary Adventures
The city’s culinary scene is legendary—Michelin-starred restaurants, James Beard Award winners, and comfort food classics alike make dining here an experience in itself. Whether it’s a group dinner, a chef-led tasting, or a casual bite between sessions, Chicago delivers.
Outdoor Beauty and Accessible Adventure
After meetings wrap, attendees can unwind along the Chicago Riverwalk, explore Millennium Park, or take in the skyline from the Lakefront Trail. With inclusive design and accessibility woven into its infrastructure, Chicago ensures everyone can experience its best attractions with ease.
Plan Your Next Event in Chicago
Nine years of being named the Best Big City in the U.S. isn’t just a title—it’s a testament to Chicago’s commitment to excellence. For planners seeking a destination that inspires, connects, and exceeds expectations, Chicago truly delivers.
To start planning your next meeting or event in the city that’s Never Done and Never Outdone, let the event architects at gmsdmc.comcurate the perfect experience for your attendees.