Haute Top 5: The Best Waterfront Dining in Chicago

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While Chicago has miles of wide-open lakefront, its almost entirely taken up by beaches, parks and pathways (not that we’re complaining). Still, there are a few spots in the city where you can snag an a waterfront table with a view. Here’s where you can find them.

1 City Winery at the Chicago Riverwalk

City Winery at the Chicago Riverwalk offers a prime spot to watch the boats mosey up and down the blue waters of the Chicago river. Besides its selection of wines on tap (chosen based on the best-sellers from its West Loop location) City Winery offers sandwiches, salads, charcuterie boards and cheese plates with a view.

2 North Pond

North Pond boasts a trifecta that make it one of the city's top spots for a romantic dinner à deux: an intimate dining area overlooking a Lincoln Park pond, a killer view of the Chicago skyline and, last but not least, a Michelin star.
2610 N. Cannon Dr.

3 Tiny Hatt

You'll find Tiny Hatt right next door to City Winery. The venue, a joint venture between Big Hatt Gourmet and Lincoln Square's Tiny Lounge, serves up classic American fare like sliders and deviled eggs along with a selection of craft beers, barrel-aged cocktails that almost (almost!) rival its atmosphere.
55 Chicago Riverwalk

4 Chicago Cut

Swanky steakhouses are a dime a dozen in this city, but Chicago Cut manages to stand high above the crowd thanks not only to its on-site dry-aging room, but to its million-dollar view of the river. The water (and the menu) are best taken in on the restaurant's expansive patio with a bottle of wine from its massive wine list.

5 Caffe Olivia at Ohio Street Beach

The only downside to Caffe Olivia? If you come in the summer, the people watching might distract you from your waterfront view. This beachfront joint serves up casual bar fare and a prime view of the crowds on Ohio Street Beach.
550 E. Grand Ave