
13 top restaurants for every kind of date in Chicago

by Lisa Shames
Updated January 24, 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.
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4.6 (1538)
$30 and under
Contemporary American
Bucktown / Wicker Park
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MM
MaryM
Dined on Jul 12, 2024
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K
Kelcey
Dined on Jan 19, 2025
4.8 (256)
$31 to $50
Italian
Little Italy / University Village
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MK
MiraKleVIP
Dined 3 days ago
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MK
MiraKleVIP
Dined 3 days ago
4.7 (4356)
$31 to $50
Steakhouse
Gold Coast / Streeterville
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OT
OpenTable Diner
Dined 5 days ago
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OT
OpenTable Diner
Dined 5 days ago
4.8 (5419)
$50 and over
Contemporary American
West Loop
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OT
OpenTable Diner
Dined 5 days ago
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OT
OpenTable Diner
Dined 5 days ago
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H
Haley
Dined 2 days ago
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J
JohnVIP
Dined 1 day ago
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Y
Yolanda
Dined 1 day ago
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K
KristaVIP
Dined 1 day ago
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J
JeremyVIP
Dined 5 days ago
4.7 (1087)
$30 and under
American
Lincoln Park
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RV
RebeccaVVIP
Dined 6 days ago
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RV
RebeccaVVIP
Dined 6 days ago
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P
priscilla
Dined on Oct 3, 2024
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