Restaurants for Trendsters in Chicago 

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  • 1

    Gilt Bar

    230 W Kinzie St, Chicago, IL
    12 reviews

    Good date spot. May have to wait for a table and it gets crowded near the bar, but it's worth it. Awesome drinks.

    Popular withFoodiesTrendstersDesign
  • 2

    Longman & Eagle

    2657 North Kedzie Avenue, Chicago, IL 60647
    13 reviews

    With a motto like "EAT - DRINK - WHISKEY," I didn't need to actually taste anything to be sold. I was staying in The Loop, so Logan Square was a bit of a trek, but it was one well worth it. The evening was perfect for sitting outside, and we were lucky to score a table as they don't take ...

    Popular withFoodiesTrendstersLocal
  • 3

    The Signature Room at the 95th

    875 North Michigan Avenue, Chicago, IL 60611
    33 reviews

    I could spend hours just taking in the breathtaking views here, which are probably second best to the views from Willis Tower. The cocktails are delicious, and not very pricey, so it's a perfect spot to just lounge the night away. The restaurant is on the 95th and the lounge is on the 96th. You can get bites up in ...

    Popular withLuxuryTrendstersFoodies
  • 4


    2039 West North Avenue, Chicago, IL
    3 reviews

    Inside a gorgeous historic 20th-century building near the busy corner of Damen, North and Milwaukee Aves in Wicker Park, the subterranean Trenchermen is classy without being pretentious. The food, with the executive sous chef having trained under Daniel Boulud and other kitchen superstars, is outstanding, with attention paid to every detail. The menu of New American innovative dishes for sharing ...

    Popular withTrendstersDesignFoodies
  • 5

    ROOF on theWit

    201 North State Street Chicago, IL 60601
    16 reviews

    Amazing views from this 27th floor lounge at TheWit Hotel. Very hip and chill atmosphere. Cocktails and food are delicious.

    Popular withTrendstersNightlifeDesign
  • 6

    Intelligentsia Coffee

    7 reviews

    I visit Intelligentsia on Randolph about 3 days per week. My favorite coffee in the city. You can purchase whole bean coffee by the pound to take with you, they have quite a large selection. Very hip inside. The staff is very knowledgable about the coffee.

    Popular withLocalFoodiesTrendsters
  • 7


    1840 West North Avenue, Chicago, IL
    3 reviews

    Great brunch spot in Wicker Park. The brisket hash tastes like love in a bowl. Super colorful and hearty dish. I loved that the indoors opened to a patio. Great for weekend brunch on a summer day!

    Popular withFoodiesTrendstersLocal
  • 8

    Square One

    1400 S Michigan Ave, Chicago, IL 60605
    11 reviews

    a beautiful new spot in south loop, trendy but chill. try the sheriff pepper - my favorite!

    Popular withTrendstersFoodies
  • 9

    RPM Italian

    52 West Illinois Street, Chicago, IL, United States
    4 reviews

    Highly recommend!! Trendy italian restaurant. Make sure you reserve at least a week in advancem

    Popular withTrendstersFoodiesLuxury
  • 10

    Girl & the Goat

    809 West Randolph Street, Chicago, IL 60607

    If you watch Top Chef, your should remember Stephanie.... She is "the girl!" Great food and great service. Small plates and your order many!!! The broccoli and cauliflower mix is wonderful. Make reservation months in advance

    Popular withFoodiesNightlifeTrendsters
  • 11

    The J. Parker

    1816 N Clark St, 13th Floor, Chicago, IL
    7 reviews

    Love this spot. When the weather is nice, it's a great place for a drink. Great views.

    Popular withTrendstersOutdoorLocal
  • 12

    Bavette's Bar & Boeuf

    218 W. Kinzie St., Chicago, IL 60654
    6 reviews

    Very nice menu full of good range and deliciousness. The decor is lovely both upstairs and downstairs. Downstairs is always a good place to sit, relax and have a cocktail either with friends or as a date spot!

    Popular withFoodiesTrendstersLocal
  • 13

    Au Cheval

    800 West Randolph Street, Chicago, IL, United States
    8 reviews

    Got the burger like every self respecting human should. Get it with a fried egg on top.

    Popular withFoodiesLocalTrendsters
  • 14

    DMK Burger Bar

    2954 North Sheffield Avenue, Chicago, IL 60657
    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
  • 15

    Garrett Popcorn

    Chicago O'Hare International Airport, Terminal 3, Gate H2, 10000 Bessie Coleman Dr, Chicago, IL, United States
    4 reviews

    I sought out Garrett's in the Chicago O'Hare Airport based on an enthusiastic recommendation from native Chicagoan, fellow travel writer and dear friend Jill. When I told Jill I had a stopover in Chicago she immediately shouted out "Garrett's Popcorn!" I was instructed to try their famous Chicago mix with cheddar cheese and carmel corn and I was nt disappointed! ...

    Popular withFoodiesLocalTrendsters
  • 16

    Molly's Cupcakes

    2536 North Clark Street, Chicago, IL

    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
  • 17

    RM Champagne Salon

    116 North Green Street, Chicago, IL 60607
    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
  • 18

    Green Mill

    4802 N Broadway St, Chicago, IL 60640
    10 reviews

    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
  • 19

    Kuma's Corner

    2900 West Belmont Avenue, Chicago, IL 60618-5804

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

    Popular withFoodiesLocalTrendsters
  • 20

    Cafe Ba-Ba-Reeba

    2024 N Halsted St, Chicago, IL 60614
    20 reviews

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

    Popular withFoodiesTrendstersStudents
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