Best Bloody Marys in Loop, Chicago
The 12 top-rated bloody marys in Loop, Chicago, ranked by flavor score.
The top choice is bloody mary at Pittsfield Cafe (55 E Washington St), with a flavor score of 90 out of 100 from 25 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 Pittsfield Cafe55 E Washington St
The Bloody Mary stands out with its generous garnish of salami, provolone, olives, celery, and spicy tomato mix.
- Ranked #2At Remington's20 N Michigan Ave
- Ranked #3At Elephant & Castle185 N Wabash Ave
- Ranked #4At First Draft649 S Clark St
The Bloody Mary bar offers fresh ingredients and a variety of fixings, but some found the drink lacking flavor.
- Ranked #5At Elephant & Castle111 W Adams St
- Ranked #6At Meli Cafe500 S Dearborn St
The Bloody Marys are praised for their flavor, especially with bacon, but some found them overly sweet or too tangy.
- Ranked #7At Eleven City Diner1112 S Wabash Ave
The Bloody Marys are praised for their great flavor and mix, but many find the prices too high.
- Ranked #8At Roanoke Restaurant135 W Madison St
- Ranked #9At Half Sour755 S Clark St
The Bloody Mary often lacked spice and depth, with some finding it too salty or watered down.
- Ranked #10At Venteux Brasserie, Cafe & Oyster Bar224 N Michigan Ave Pendry Hotel Chicago