Mastro's
5 people recommend, 2 warn against itvia r/chicagofood, r/AskChicago8 comments cited below
What people say, in short
Mastro's receives Chicago steakhouse recommendations, including from one diner who says they have not been disappointed. The Dearborn Street restaurant represents those city-level recommendations here; most do not name the outlet. Others describe a decline or mediocre visits and question returning at their own expense. The split is substantial enough that it should not be read as a consistency guarantee.
Address
Mastro's Steakhouse, 520 N Dearborn St, Chicago, IL 60654
At a glance
- Opinions divided
- Yes
Nearby on this map
Other places on this map closest to Mastro's, as the crow flies.
The evidence
Every point below is paraphrased from a real public comment, ordered by how much the community engaged with it. Caveats and negatives are kept in — follow any link to read the original for yourself.
- Caveatu/theriibirdun in r/chicagofood · Dec 2025consistency
Says Maestros used to be excellent but recent visits were meh and wouldn't return on their own dime.
- Recommendsu/drive_causality in r/chicagofood · Sep 2026consistency
Says they've never been disappointed there.
- Caveatu/Abies_Lost in r/chicagofood · Dec 2025
Says Mastro's has been poor since a change in ownership.
- Recommendsu/Such-Sympathy-5816 in r/AskChicago · Aug 2025
Lists as a better steak place than Gibsons.
- Recommendsu/icanttellalie in r/AskChicago · May 2025
Lists Mastro's among steak spots in a price discussion.
- Mixedu/johnnyApple420 in r/chicagofood · Oct 2024consistency
Loves Mastro's but feels it has declined over the past five years.
- Recommendsu/Long-Historian-9789 in r/chicagofood · Oct 2026
Suggests Maestros for two.
- Recommendsu/JayMoney8518 in r/chicagofood · Sep 2026
Names Mastro's as a steakhouse answer.
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Freshness
Details last checked 10 Nov 2026. Recommendations reflect what people said at the time; confirm current details before you go.