Best Bloody Marys in Uptown, Chicago
The 8 top-rated bloody marys in Uptown, Chicago, ranked by flavor score.
The top choice is bloody mary at Tweet (5020 N Sheridan Rd), with a flavor score of 89 out of 100 from 80 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 Tweet5020 N Sheridan Rd
The Bloody Marys are praised for their bold flavors, with options like wasabi and sriracha, and a perfect spicy kick.
- Ranked #2At Big Chicks5024 N Sheridan Rd
The Bloody Mary features generous garnishes, a perfect level of spice, and delightful flavors that keep patrons coming back.
- Ranked #3At The Reservoir844 W Montrose Ave
The Bloody Mary is praised for its fantastic garnishes and comes with a beer back, enhancing the brunch experience.
- Ranked #5At Fat Cat4840 N Broadway Ave
The Bloody Mary offers a spicy kick and creative options, but some found it watered down and the garnish selection lacking.
- Ranked #6At O'Shaughnessy's Public House4557 N Ravenswood Ave
- Ranked #7At The Bar on Buena910 W Buena Ave
- Ranked #8At Dollop Diner5060 N Clark St
The Bloody Mary often disappoints with a bland, watery flavor that fails to meet expectations for spice and depth.