Chicago Comedy and Hockey with Spending in Mind

4.6 (218)

Thu, 18:00 – 01:00 (+1); Fri, 18:00 – 02:00 (+1); Sat, 18:00 – 04:00 (+1)

329 N Dearborn St

Foundation Room at House of Blues Chicago sits above the venue in Marina City. The lounge serves barrel-aged cocktails, black truffle frites and shareable sliders. The richly detailed space also offers mini-tours. Entertainment includes live comedy and late-night DJ sets. Waived covers are available through membership tiers.

3.5 (21)

Mon – Sat, 12:00 – 18:00

333 W 35th St

Chicago White Sox Team Store stocks official team apparel across a range of price points. Prices are in line with other sports vendors. The store also offers self-checkout. Reviews praise the selection but frequently report poor staff service and incorrect store hours. Verify hours before making the trip to 333 W 35th St.

4.1 (17)

Thu, 18:30 – 00:00 (+1)

329 N Dearborn St

Established and up-and-coming Chicago comedians take the stage at Chicago Comedy Club, an intimate venue at 329 N Dearborn St. Food and craft cocktails accompany the stand-up, with house-made bloody marys among the drinks. Standard prices are reasonable. Some visitors report unexpectedly high off-menu drink prices, so ask the price before ordering one.

4.7 (62)

Mon – Fri, 09:00 – 17:00

1801 W Jackson Blvd

Chicago Steel plays fast-paced USHL hockey at Fifth Third Arena. Game days include friendly player interactions and family-friendly mascot entertainment. Between periods, audience activities keep the crowd involved. Standard arena food is available. The team is scheduled to move to a new location after the 2025-26 season.