7+ experiences available
Chicago
The city that works — and plays harder
Deep dish, deep house, deep culture. From Lollapalooza to legendary jazz clubs, Chicago brings world-class nightlife with Midwest heart.
1
Trip Packages
6
Upcoming Events
20
Venues
Featured Stories in Chicago
Best Restaurants Near Soldier Field for R&B Tour Weekend
Where to eat before and after the Usher and Chris Brown show at Soldier Field on August 21, 2026. Pre-show dinner spots, late-night eats, and next-day brunch.
Read
Where to Party After Usher and Chris Brown in Chicago
The R&B Tour hits Soldier Field on August 21, 2026. Here is where the party continues in River North and South Loop and beyond.
Read
The R&B Tour in Chicago: Your Complete Travel Guide
Everything you need to know about Usher and Chris Brown's R&B Tour stop at Soldier Field on August 21, 2026. Hotels, dining, nightlife, and the full weekend plan.
Read
Chicago White Sox Opening Day 2027: Guaranteed Rate Field and the South Side
Your complete guide to White Sox Opening Day 2027 at Guaranteed Rate Field, from Bridgeport tailgates to Armour Square neighborhood eats.
ReadFeatured Venues in Chicago
Featured Ambassadors in Chicago
This spot is open. Top ambassadors earning commissions in Chicago get featured here — it's how travelers find the locals they trust.
Upcoming Events
Latest from Chicago
View all articles →
Hilary Hahn Live in the city - May 2026 Classical Concert
World-renowned violinist Hilary Hahn brings her extraordinary talent to the city on May 24, 2026. Experience classical music mastery at this must-attend concert.
Read More
Fault Event Coming to the city - May 23, 2026
Get ready for Fault, an unmissable event hitting the city on May 23, 2026. Everything you need to know about this premier venue experience.
Read More
Les Miserables Chicago 2026: Premier Musical Theater Experience
Experience the legendary Les Miserables musical in Chicago on May 22, 2026. Get insider tips for this premier venue performance and plan your night out.
Read More
Best Restaurants Near Soldier Field for R&B Tour Weekend
Where to eat before and after the Usher and Chris Brown show at Soldier Field on August 21, 2026. Pre-show dinner spots, late-night eats, and next-day brunch.
Read More
Where to Party After Usher and Chris Brown in Chicago
The R&B Tour hits Soldier Field on August 21, 2026. Here is where the party continues in River North and South Loop and beyond.
Read More
The R&B Tour in Chicago: Your Complete Travel Guide
Everything you need to know about Usher and Chris Brown's R&B Tour stop at Soldier Field on August 21, 2026. Hotels, dining, nightlife, and the full weekend plan.
Read More
Get the Chicago Weekend Guide
The best events, restaurants, and experiences in Chicago — delivered every Thursday.
No spam. Unsubscribe anytime.
Ready to experience Chicago?
Browse our curated packages or request a custom trip designed just for you.