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Photograph: Lindsay Eberly

The most luxurious dishes and drinks in Chicago

Go big by splurging on wagyu steaks, seafood towers, caviar churros and much more.

Samantha Nelson
Written by
Samantha Nelson
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While Chicago has many great options for cheap eats, sometimes you just want to really indulge and are willing to pay a premium to do it. You could visit one of the best restaurants in Chicago for a fancy tasting menu, but if you’re in search of something more specificflights of vintage spirits, perfectly-cooked cuts of steaks and platters of caviar and seafood—the following spots are happy to oblige. So treat yourself by ordering the most luxurious and expensive dishes and drinks in Chicago.

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Most luxurious dishes and drinks

  • Bars
  • River North

The new addition to the rum-focused bar’s menu is made with rum and curacao from the 1940s, the same spirits ingredients used by the cocktail’s creator Victor J. Bergeron at Trader Vic’s, plus lime juice, cane sugar and almond orgeat ($800). The ingredients are very limited, so only a few people will be able to take their taste buds back in time.

  • Restaurants
  • Humboldt Park

Heritage offers a wide variety of caviar starting at $70 for 15 grams, but if you want to go all out you should order the Baller Caviar Tasting which serves up to four people for $500. It includes a full tin of Black Label and a flight of four Polanco Caviar varieties from Uruguay accompanied by Cool Ranch beignets, housemade bread, pickles and potato chips, plus a bottle of Laurent Benard Champagne.

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  • Restaurants
  • Steakhouse
  • Rush & Division
  • price 3 of 4

Start your meal at the steakhouse with an opulent spin on the classic cocktail made with 21-year-old Glenfiddich single malt scotch, bruleed Thai banana, chocolate truffle bitters and maplewood smoke and garnished with 24k gold leaf ($75). Pair it with Maple & Ash’s most impressive seafood tower, which features Alaskan king crab, half a Maine lobster and oysters seasoned with garlic butter and chili oil ($259).

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  • Restaurants
  • Global
  • Streeterville

The restaurant within the Four Seasons Hotel Chicago prepares dishes as luxurious as its surroundings, such as caviar served with egg white and yolk, brioche puree and pickled mustard seeds ($24), and a 20-ounce American wagyu rib eye accompanied by rutabaga, crispy brussels sprouts and cured tomatoes ($165). Complete your meal with a glass of Dom Perignon ($69) or Ruinart Champagne ($47).

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  • Restaurants
  • Steakhouse
  • River North

Doug Psaltis and Hsing Chen revived the historic Flair House in River North, which dates back to 1883, to open their Basque-influenced chophouse. Mixologist Paul McGee pays tribute to that transformation with the Flairhouse Revival martini made with 1960s Gibson gin, dry vermouth and aged yellow Chartreuse ($78). Sip it while snacking on a pair of bite-sized savory churros topped with caviar ($28).

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  • Restaurants
  • Steakhouse
  • West Loop
  • price 3 of 4

A favorite since the steakhouse opened in 2015, the Beef Wellington is made with a 10-ounce center cut filet mignon seared and rubbed with Dijon mustard, then topped with creamed spinach, mushroom duxelles and a slice of seared foie gras, and wrapped in puff pastry. The meal for two is cut tableside and served with bordelaise sauce ($115).

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