Nightlife in Chicago starts to gain momentum after the sun slips behind the city’s skyscraper-strewn skyline with popular nightclubs and cocktail lounges offering fun vibes and lively music. When you’re in the mood for a bar-hopping adventure with friends in the city, you can hit the lively strips such as River North or Wrigleyville and find virtually endless possibilities for a fun night out. Into craft beer? Chicago’s abundance of rustic brewhouses and gastropubs will get you going. 

    To spend an evening out while also taking in Chicago’s skyscraper heights, scenic rooftop bars are top destinations spanning from Michigan Avenue to Wacker Drive. Those looking for a queer side of Chicago nightlife can explore north of Park West where some of the longest-running neighbourhood bars have been serving the pride community for many years. There are countless spots for nightly entertainment in Chicago to suit a wide range of preferences. 

    Why book with

    Start planning your trip

    Also popular in United States of America

    Keep exploring

    Travel alert

    Check COVID-19 restrictions.

    Find out more
    Back to top