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- CCathyChicago / Illinois •5 reviews5.0Dined 2 days agoIt was very nice. Good food and excellent service. Always a favorite.More infoLa ZaZa Trattoria - St. CharlesPrice: Expensive• Italian• St. Charles•4.9
- TTimothyWisconsin •20 reviews5.0Dined 6 days agoGreat service, good and cocktails. You can always find something new to try.More infoHardwarePrice: Moderate• Contemporary American• Aurora•4.8
- RRockyVIPChicago / Illinois •5 reviews5.0Dined 7 days agoImpecable service ! Delicous food ! Great ambiance .More infoMio ModoPrice: Moderate• Italian• St. Charles•4.7
- HhungryVIPChicago / Illinois •12 reviews5.0Dined on 5 Mar 2025Great food and wine! Service was outstanding. Can't wait to go back.More infoCooper's Hawk Winery & Restaurant - St. Charles, ILPrice: Moderate• American• St. Charles•4.7
- LHLindaHChicago / Illinois •3 reviews5.0Dined on 28 Feb 2025Thursday night music, great entertainment, great food, drinks and service.More infoPortofino'sPrice: Moderate• Italian• Campton Hills•4.6
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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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