13 top restaurants for every kind of date in Chicago
by Lisa Shames
Updated 24 January 2024
Whether you’re looking for a full-on spectacle or a cozy and casual night out, Chicago’s most romantic restaurants have it all. A first-date favorite sweetens the deal with tableside flower carts. Pitchers of hibiscus sangria keep the good times flowing at a Mexican hotspot made for group dates. And if you’re looking to propose, you can’t beat a lavish steakhouse known for the best Chicago River views.
This guide pairs Chicago restaurants with romantic occasions from first dates all the way to milestone anniversaries. These are Chicago’s 13 best date-night restaurants.
4.6
$30 and under
Contemporary American
Bucktown / Wicker Park
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