Best Espresso Drinks in Near South Side, Chicago
The 9 top-rated espresso drinks in Near South Side, Chicago, ranked by flavor score.
The top choice is caramel macchiato at Momentum Coffee - South Loop (2119 S State St), with a flavor score of 80 out of 100 from 5 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Best Espresso Drinks across Chicago→- Ranked #1At Momentum Coffee - South Loop2119 S State St
- Ranked #2At Overflow Coffee1449 S Michigan Ave
- Ranked #3At Overflow Coffee1449 S Michigan Ave
Espresso has a nice balance with citrus notes, though some found it under-extracted and disappointing on certain visits.
- Ranked #4At Little Branch Cafe1251 S Prairie Ave
Espresso is praised for its flavor and quality, though some found the grounds lacking and service occasionally brisk.
- Ranked #5At Overflow Coffee1449 S Michigan Ave
- Ranked #6At The Spoke & Bird (South Loop)205 E 18th St
The espresso features nice chocolate notes and a creamy texture, but some found it overly acidic and inconsistently served.
- Ranked #7At Momentum Coffee - South Loop2119 S State St
- Ranked #8At Dollop Coffee Co.1210 S Indiana Ave
- Ranked #9At Momentum Coffee - South Loop2119 S State St