aragon ballroom.
A legendary Uptown venue with a packed concert calendar — one of the neighborhood’s signature landmarks for live shows.
Uptown is a lake-adjacent North Side neighborhood with iconic music venues, a diverse dining scene, and quick transit access — a strong option for buyers and renters who want city energy without being downtown.
Uptown balances entertainment, lakefront access, and everyday neighborhood living. You’ll find historic architecture, classic Chicago walk-ups, pockets of newer condos, and a mix of quiet residential blocks just minutes from venues, parks, and the Red Line.
A standout mix — from late-night classics to global eats (especially along Argyle) and longtime neighborhood institutions.
Mostly vintage condos and walk-ups with pockets of newer construction — plus a wide price spread compared with many nearby lakefront neighborhoods.
Red Line stations (plus express buses) make downtown access straightforward, and you’re minutes from the lakefront trail, beaches, and parks.
A few local favorites that give Uptown its character. These are great starting points if you’re getting to know the neighborhood.
A legendary Uptown venue with a packed concert calendar — one of the neighborhood’s signature landmarks for live shows.
Another Uptown icon — a classic theater setting that hosts major touring acts, comedy, and special events.
A Chicago institution for jazz and late-night energy — a must-know Uptown stop with serious history.
Lake days, volleyball, dog beach nearby, and a long stretch of trail — a huge quality-of-life perk for Uptown residents.
One of the city’s best pockets for Vietnamese and Southeast Asian food — a destination corridor that keeps Uptown distinct.