Best Bloody Marys in Near South Side, Chicago
The 5 top-rated bloody marys in Near South Side, Chicago, ranked by flavor score.
The top choice is bloody mary at Chicago Waffles South Loop (1400 S Michigan Ave), with a flavor score of 83 out of 100 from 12 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Best Bloody Marys across Chicago→- Ranked #1At Chicago Waffles South Loop1400 S Michigan Ave
The Bloody Mary stands out for its unique flavors, fresh pico, and deliciously crafted ingredients that leave a lasting impression.
- Ranked #2At Weather Mark Tavern1503 S Michigan Ave
- Ranked #3At Little Branch Cafe1251 S Prairie Ave
The Bloody Mary features a kick of lime juice and house-made pickles, though some found it just okay overall.
- Ranked #4At Lips Drag Queen Show Palace, Restaurant & Bar2229 S Michigan Ave
The Bloody Marys are plentiful and boozy, but some found them overly salty, detracting from the overall experience.
- Ranked #5At The Spoke & Bird (South Loop)205 E 18th St
Which one is the GOAT?
You can crown one per category, so choose wisely.