Restaurants for Trendsters in Chicago, Illinois 

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  • 21

    Green Mill

    The crown jewel of historic-Chicago bars, this classic spot has been around under its current name since 1910. It’s hosted the likes of Frank Sinatra and Charlie Chaplin, and today continues to attract talented jazz musicians who keep the music blaring way past midnight. You can tell that people here care about the music, because the conversations are generally kept ...

    Popular withHistoryNightlifeTrendsters
  • 22

    Hot Chocolate

    7 reviews

    The chef and owner is a James Beard pastry chef 5 time nominated and 2012 award winning chef. Her cold cocoa drink with homemade marshmallow was to die for. She has a full service menu but honestly I never got pass the drinks. They're fabulous.

    Popular withLocalTrendstersHistory
  • 23

    Sprinkles Cupcakes Chicago

    9 reviews

    The time I was there they were hosting a book signing. I appreciate businesses who go the extra mile to stand out from their competitors. From book signings to their infamous cupcake ATM- Sprinkles Cupcakes does it right and everything is made fresh daily.

    Popular withFoodiesStudentsTrendsters
  • 24

    Yolk Streeterville

    Amazing bacon flavored waffle with maple syrup. Simply amazing breakfast!!!!

    Popular withFoodiesFamiliesTrendsters
  • 25

    DMK Burger Bar

    8 reviews

    Loved it! We got in and out pretty quickly despite the fact that it was packed, and the food was great! I went with some die-hard burger fans and they loved it, but they still had some interesting choices for the non-conventional burger person like me. I had the lamb burger with tzatziki sauce and the works and it was ...

    Popular withFoodiesTrendsters
  • 26

    Molly's Cupcakes

    Great variety of cupcakes every time. The cupcakes are moist and not overwhelmingly sweet. A wonderful place to hangout with multiple seating areas and games to play. The sprinkles bar is a big plus.

    Popular withLocalFoodiesTrendsters
  • 27

    Big & Littles

    5 reviews

    WOW, Go to this place. Food is very good. We ordered the following: Foie Gras Mouse Burger - Excellent. Super yummy. A Must Order if they have it. Foie Gras & Fries - Excellent. A Must Order too. Phil's Poutine - Excellent. It's a sunny side egg on fries. (Simple right?) not really. Try it for yourself. it's very good. ...

    Popular withFoodiesTrendstersLocal
  • 28

    RM Champagne Salon

    4 reviews

    Sat at the bar on a Saturday night and service was actually a little slow but other than that the drinks were fantastic (especially the champagne of course) and they have great taste in music!

    Popular withFoodiesTrendstersLuxury
  • 29

    Three Dots and a Dash

    4 reviews

    Do not miss this place if you are visiting. I am a huge fan of Tiki themed bars, and this one is my favorite in Chicago. The crab rangoon and pineapple guacamole were a big hit for us. We tried the Painkiller rum beverage and the classic Three Dots and a Dash. Well worth the price for these delicious drinks. ...

    Popular withNightlifeLocalTrendsters
  • 30

    Lillie's Q

    7 reviews

    One of the best drink menus in the city. They specialize in Whiskey and Moonshines. The food was to die for!!! I personally enjoyed the Carolina bbq sauce with the Tri-Tip. Which was some of the juiciest brisket I have ever tasted and I am from the South. My son loved the pulled pork sandwich and hot smokey bbq sauce. ...

    Popular withFoodiesDesignTrendsters
  • 31

    Kuma's Corner

    These burgers are 100% worth the wait and HUGE! There is also a really nice beer selection on tap.

    Popular withFoodiesLocalTrendsters
  • 32

    Cafe Ba-Ba-Reeba

    21 reviews

    Fun family tapas, this place is huge and food is decent for the price.

    Popular withFoodiesBusinessTrendsters
  • 33

    Pops for Champagne

    7 reviews

    Swanky champagne lounge! A perfect spot to enjoy a bottle of bubbly with a date or small group of friends. On Sundays, the downstairs jazz lounge Watershed is closed, but a live jazz band plays by the bar. Love the modern, mellow and classy ambiance. Service is lovely.

    Popular withFoodiesTrendstersNightlife
  • 34

    Wilde Bar & Restaurant

    4 reviews

    "Love and gluttony justify everything," reads the wall of this Boystown institution. Part restaurant, part bar, part library, a visit to Wilde feels like curling up in one of your grandfather's worn leather chairs. Except grandpa now serves cocktails!

    Popular withLGBTLocalTrendsters
  • 35

    Green Zebra

    2 reviews

    Green Zebra is probably the fanciest vegetarian-only restaurant in Chicago. The sleek and modern eatery offers a relaxed vibe, welcoming patrons with grey hues, lush palm-plants, and dim lighting. Instead, it’s the food that commands attention. Chef McClain’s menu integrates locally produced ingredients culled from farmers, foragers, and community members, ensuring the food is as fresh as the culinary concept. ...

    Popular withVegetarianTrendstersWellness
  • 36


    2 reviews

    Great food and service! If the owner is in he will always come by your table and guarantee you a good story!

    Popular withTrendstersFoodiesNightlife
  • 37

    Allende Restaurant

    2 reviews

    When these guys say late night tacos, they mean it. Allende serves up deliciousness until 5 AM on weekends! Two tacos, beans, rice and chips will only set you back $5. Perfect for soaking up that last cocktail you shouldn't have had on your way home or to your hotel. A Chicago MUST.

    Popular withLGBTTrendstersFoodies
  • 38


    3 reviews

    Perfect one-on-one spot whether it's for a date or just catching up with a friend. The staff is really good about helping you pick out wine and pairings without it being intimidating.

    Popular withFoodiesTrendstersLuxury
  • 39

    Little Goat

    Mmmmm. If you can't get in to the girl and the goat, this "diner" is not to be missed.

    Popular withFoodiesDesignTrendsters
  • 40

    Bongo Room

    My absolute favorite brunch spot, how can you say no to white choc caramel pretzel pancakes? My actual favorite menu item is the BLT benedict (which is way classier than it sounds) and a pancake on the side (yes they let you do this, it's off the menu ordering). You're welcome.

    Popular withLocalFoodiesTrendsters
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