Sycamore Restaurants
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- JJasonVIPSeattle / Eastern Washington •6 reviews5.0Dined 2 days agoThis is our usual goto spot for date night and celebrationsMore infoCooper's Hawk Winery & Restaurant - Algonquin, ILPrice: Moderate• American• Algonquin•4.7
- TTimothyWisconsin •20 reviews5.0Dined 5 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 6 days agoImpecable service ! Delicous food ! Great ambiance .More infoMio ModoPrice: Moderate• Italian• St. Charles•4.7
- KKenVIPChicago / Illinois •30 reviews5.0Dined 7 days agoTerrific menu and wine list. Attentive staff. Service was wonderful. A little crowded on weekends but always a pleasurable dining experience.More infoLa ZaZa Trattoria - St. CharlesPrice: Expensive• Italian• St. Charles•4.9
- HhungryVIPChicago / Illinois •12 reviews5.0Dined on Mar 5, 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
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13 top restaurants for every kind of date in Chicago
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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Chicago’s best new restaurants, ideal for your next brunch, lunch, or dinner, are home to some of the city’s hottest tables.
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Chicago’s best bars range from high-end cocktail lounges and charming wine bars to tried-and-true neighborhood escapes.
10 special occasion-worthy restaurants in Chicago
Chicagoans know that special-occasion meals come in all shapes and sizes. And even though many celebrations in this Midwestern sports town are centered around home team victories, championships aren’t the only reasons to party here. These Windy City restaurants transform a regular Saturday (or Monday or Tuesday) night into an unforgettable evening. Read on for a guide to the 10 best places in Chicago for celebrating special occasions right now.
15 restaurants that define Chicago
Meet the best restaurants that define Chicago's dining scene, capturing its past and present while also imagining its future.
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- Row Houses
- D B James House
- Civil War Memorial
- Wilkinson Renwick Marsh Nature Preserve
- Frederick Townsend Garage
- Blain's Farm & Fleet
- Chauncey Ellwood House
- Holiday Inn Express Sycamore
- Quality Inn Sycamore
- P A Nehring Forest Preserve
- David Syme House
- Carlos Lattin House
- William W. Marsh House
- Community Park
- Sycamore Golf Course
- Motel 6 Sycamore
- Sycamore Swimming Pool
- Country Inn & Suites by Carlson Sycamore
- George's Block
- Peter Johnsen Rooming House