Tre dita dining room
Photograph: Courtesy of Eric Wolfinger | |
Photograph: Courtesy of Eric Wolfinger | |

The most romantic restaurants in Chicago to book for date night

Upgrade date night with a lovely meal at these beautiful and intimate dining destinations.

Jeffy Mai
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While the quality of the food is always important, a restaurant’s design and ambiance also play a big role in the experience. That’s why at the city’s most romantic restaurants, you’ll find stunning dining rooms, dim lighting, beautiful backdrops and other intimate touches that help spark love. A perfect date night may involve a comforting meal at an Italian trattoria, a lavish steakhouse feast or an evening in an unexpected place (who knew furniture stores had so much allure?). Whatever you prefer, the most romantic restaurants in Chicago are sure to set the stage for a charming and unforgettable time.

RECOMMENDED: Discover the most romantic things to do in Chicago

Most romantic restaurants in Chicago

  • Italian
  • Loop

Crowned the most beautiful restaurant in Illinois, Lettuce Entertain You's gorgeous Tuscan steakhouse inside the St. Regis Chicago is one of the hottest spots in town. If you're fortunate enough to snag a reservation, prepare to wine and dine in style. Guests pass by a pasta lab—where tortelli, spaghetti and tagliatelle are crafted—on their way into the dining room, which offers stunning skyline views. The steaks are all cut to share, so combine them with plates like short rib meatballs and blue prawns in salsa verde, or chef Evan Funke's excellent pastas.

  • Contemporary American
  • Lincoln Park
  • price 3 of 4

On the northern end of the North Pond Nature Sanctuary sits a lovely farm-to-table restaurant that’s every bit as charming as it is delicious. Housed in a building that was constructed in 1912 to be a warming shelter for ice skaters, North Pond now serves as one of the most romantic dining rooms in town. Chef Cesar Murillo highlights what’s in season with a tasting menu each night but for a more affordable option, opt for the Sunday prix fixe brunch, which is priced at $59 per person. The skyline views are the cherry on top.

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Jeffy Mai
Editor, Time Out Chicago
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  • Steakhouse
  • River North
  • price 2 of 4

Brendan Sodikoff’s vaguely French steakhouse is a departure for the restaurateur. While his other spots (Gilt Bar, Au Cheval) have their charms, the appeal of this spot—decked out with jazz-era decor and music—is practically universal, and perfect for a cozy evening with your significant other. Diners need not be huge steak fans to get a good meal—in fact, as good as the steak frites is, both the fried and roasted chicken are even better. Elegant cocktails begin meals here, and if you really feel like treating your date, you can split one of the seafood towers.

  • Eclectic
  • Lincoln Park
  • price 3 of 4

This dimly lit fondue den is a reliably romantic date destination. The four-course Prince Geja Combination, while pricey, allows couples a chance to get cozy while experimenting with various dips. A cheese fondue appetizer with bread, grapes and apples is followed by a house salad. Then, beef tenderloin, chicken breast, lobster tail, jumbo shrimp and sea scallops are brought out to be cooked in the tableside hot oil pot. Lastly, a Belgian chocolate fondue served with sweet treats caps things off. We consider that dinner and a show!

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  • American creative
  • Lincoln Park
  • price 3 of 4

Boka Restaurant Group’s original restaurant has long been a paradigm of fine dining in the local scene. The warm and elegant space is fit for both a romantic date night and a special occasion. Culinary maestro Lee Wolen is the mastermind behind the menu, which focuses on seasonal American cuisine. His talents are on full display with the whole roasted dry-aged duck, a remarkable dish—featuring juicy, tender meat under crisp skin—that's entirely shareable.

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Jeffy Mai
Editor, Time Out Chicago
  • Steakhouse
  • West Loop

There’s no better reason to get dressed to the nines than having a swanky dinner at BLVD Steakhouse. The beautiful and opulent space is inspired by Hollywood’s Golden Age so expect touches like crystal chandeliers and a grand staircase. Culinary director Joe Flamm complements the sophisticated setting with luxuries such as seafood towers and dry-aged cuts of beef. If you’re really looking to impress your date, splurge on caviar service.

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Jeffy Mai
Editor, Time Out Chicago
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  • Soul and southern American
  • Hyde Park
  • price 2 of 4

Helmed by chef-owner Erick Williams, Virtue specializes in Southern cuisine and seriously sexy vibes. The lights are turned down low, the playlist is always on point, the food is filled with soul and the menu boasts some excellent wines by the glass and bottle. Couples are best suited ordering a few appetizers and sides to share plus their own entrees. Save room for banana pudding studded with Nilla wafers, and request a round of Champagne with Williams.

  • Italian
  • River West/West Town
  • price 2 of 4

Get away from the hustle and bustle of the city by heading to Piccolo Sogno’s lush, fenced-off garden oasis when weather permits. No, it’s not quite the Tuscan countryside but it’s the closest you can get without a half-day flight. Tony Priolo showcases the rustic flavors of Italy through pastas, pizzas and other staples such as bistecca alla griglia. Pair it with a bottle from the extensive Italian wine list for an impeccably romantic experience.

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Jeffy Mai
Editor, Time Out Chicago
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  • Italian
  • River North
  • price 2 of 4

Hogsalt Hospitality has a knack for creating transformative spaces that are stunning and memorable. At Ciccio Mio, the company nails the look and feel of an intimate Italian supper club with dim lighting, ornate furnishings and vintage-style artwork on the walls. The food’s no slouch, either, boasting favorites like spicy vodka rigatoni, lasagna rolls and chicken parm. And if you and your date still have room at the end, the cannoncini will provide a perfect finish.

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Jeffy Mai
Editor, Time Out Chicago
  • West Loop

There are three floors to explore at this modern riverfront steakhouse, which deals in premium cuts, decadent handmade pastas and classic Italian eats. The handsome dining room is hard to forget, but as soon as you see the views—an eyeful of the Chicago River and world-class architecture—you might have trouble concentrating on your date. Center the conversation with a bottle of bubbly and an order of tiramisu.

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  • Latin American
  • Logan Square

The Spanish word "penumbra" translates to "partial darkness," which is a fitting name for this dimly lit Logan Square wine bar that locals flock to. The menu is approachable, with a curated selection of pours available by the glass as well as a laundry list of bottles to choose from. The dinner menu offers more than small snackables, with a lineup of steaks, seafood, hearty vegetarian dishes and a handful of desserts.

  • American
  • Gold Coast
  • price 2 of 4

A furniture store might not seem like the most logical place for a romantic dining experience, but the in-house restaurant at RH’s Gold Coast location is a pleasant surprise. Push past the furniture to an atrium dotted with leafy trees and tables situated beneath chandeliers. The kitchen serves contemporary American fare like steaks, lobster rolls and truffle fries. Pair your food with a glass of wine and relax in the soft candlelight after dark—and don't let the lush surroundings distract you from your date.

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  • Mediterranean
  • West Loop

Come summertime, Aba is the place to be in the West Loop, thanks in part to its spacious patio that's dotted with fire pits. But for a special evening out with your partner, request a seat in the lush sky-lit dining room and order from chef CJ Jacobson's menu of Mediterranean-inspired menu. We're big fans of splitting an order of short rib hummus and a few skewers from the grill. Top off the night with crème brûlée pie, which is just as amazing (if not better) than it sounds.

  • Italian
  • West Loop
  • price 2 of 4

Italian food is always going to feel a bit romantic (especially when it's accompanied by a nice bottle of wine), but if you really want to heighten the mood, the magical decor at Alla Vita should do the trick. Couples can share a pizza or dig into the exquisite chicken parmigiana under rows of flowing curtains hanging from the ceiling or an indoor pergola draped with greenery. Yes, it's a difficult reservation to get, but a wonderful night with your main squeeze is worth the trouble.

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  • Contemporary American
  • West Loop
  • 4 out of 5 stars
  • Recommended

Andrew Zimmerman's warm, elegant West Loop stalwart is a destination for constantly changing dishes like wagyu beef tri tip with Asian pears; foie gras custard and cabbage; and lemon doughnuts with grapefruit curd and cardamom. The bar program, under Keith Meicher, turns out well-balanced drinks, while the globe-trotting wine list highlights bottles you likely won't find elsewhere. Best of all? The four-course prix fixe menu is only $110 per person—one of the most affordable Michelin-starred experiences in Chicago.

  • Italian
  • Rush & Division

Come dressed to impress at this glitzy Italian spot—because the servers certainly bring the fashion. The elegant dining room sports sophisticated touches, such as crystal chandeliers and vintage mirrors, while chef Soo Ahn presents luxurious options like a truffled Caesar salad, A5 wagyu and caviar service. After dinner, head downstairs for a drink at the Rose Lounge, a small and intimate cocktail den.

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Jeffy Mai
Editor, Time Out Chicago
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  • British
  • Lincoln Park

To book a reservation at Armitage Alehouse, you’ll need to be refreshing on the dot at 9am—and hope for a fair bit of luck, too. Pull it off, though, and you'll be treated to fancy takes on British pub fare, ranging from fish and chips to pot pies, plus the mild curries and chutneys of Anglo-Indian cuisine  Armitage Alehouse is an ode to 1920s British pubs, with an interior lined with antique oil paintings, ornate sconces and other vintage touches, making it the ideal spot for date night.

  • American
  • River North
  • price 2 of 4

If you love a dark and mysterious vibe, River North’s Gilt Bar features plenty of wooden walls and tucked away corners. Bathed in the soft glow of table lamps, you can sip dark cocktails like the 100 Year Old Cigar, a mix of rum, cynar, and laphroaig. Order from a menu of elevated American fare—go fancy with tenderloin steak tartare or hearty with the coal-fired ribeye. For a nightcap, sneak into The Library, a speakeasy-inspired room with chandeliers, velvet booths and books that is only accessible via a nondescript side door in the basement.

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  • Wine bars
  • West Loop

A subterranean wine bar hidden beneath a century-old West Loop building, the Press Room is the perfect spot to bring a date. The dark and ornate space feels like a cozy secret, and the menu features cheeses, charcuterie and small plates meant for sharing alongside a curated selection of classic cocktails and wines. If you want to keep the good times going, consider booking a room upstairs at the Publishing House Bed and Breakfast.

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Jeffy Mai
Editor, Time Out Chicago
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  • Vietnamese
  • Streeterville

There’s no other Vietnamese joint in the city with a room quite as pleasant, sophisticated or styled as the dining room here. Dishes gain from French-colonial-Vietnam flair, meaning Gulf shrimp gets a complex green curry sauce and wok-prepared lemongrass chicken is kicked up with Thai basil and jalapenos. Regulars rely on house favorites like crispy spring rolls and the lean, juicy ginger-marinated duck. They also know to head to the dim, sexy lounge for an after-dinner drink.

  • Lower West Side
  • price 2 of 4

Talk about romantic! S.K.Y. owner Stephen Gillanders named his Pilsen restaurant after his wife's initials. The sweet vibes don't stop there either: The dining room is sophisticated and intimate, with jewel-toned chairs and a booth that stretches the length of the room. Better yet, the menu is infinitely shareable, with plates like Maine lobster dumplings in jade butter and black truffle croquettes with aged white cheddar.

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  • Argentinian
  • Wrigleyville

Things to know when planning a trip to this Argentine grill: You will wait for a table and the candlelit dining room is seriously dim. Start with a plate of empanadas to share, then order a perfectly seared steak to dunk in the house chimichurri sauce and finish with the flan. Bring along that bottle of big red wine you’ve been holding on to and share it with your date—is life really always this sweet in Buenos Aires?

  • French
  • Lincoln Square
  • price 2 of 4

With a name that translates as “countryside bistro,” this Lincoln Square restaurant is so warm and inviting we could stay all night. Ingredients are fresh and meld into French bistro classics with unforgettable flavors. During the warmer months, snag a table in the beautiful courtyard to heighten the romance.

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  • River North

There's plenty to love about chef Carlos Gaytán's splashy Chicago restaurant, which acts as a portal to his hometown of Huitzuco, Mexico. The heated, all-season patio is a cozy alternative to dining indoors, but the interior creates an otherworldly backdrop for date night. The sand-colored walls are adorned with encased natural artifacts from Huitzuco. The French-influenced Mexican fare doesn't disappoint either—just be sure to save room for dessert.

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  • Mediterranean
  • East Village

As far as we're concerned, there are three very different spaces within Beatnik: The light and airy front room, the funky side bar and the dark and sexy dining room. For date night or a special occasion, book a table in the main area, which is filled with massive chandeliers, pillow-lined couches and ornate rugs. A menu of shared plates that pulls from all corners of the globe will strike up conversation as you sip cocktails.

  • Mexican
  • River North
  • price 4 of 4

If bonding over culinary history and culture are the key to your heart, look no further than chef Rick Bayless’s Michelin-starred Topolobampo. The lights aren’t low but the art-lined walls and dishes honoring the rich heritage of Mexican ingredients will provide plenty of conversation starters. It's Mexican cuisine at its finest, with a Michelin star to boot.

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  • French
  • Lincoln Park
  • price 2 of 4

Housed in the stately 1920s-era Belden-Stratford building across frrom Lincoln Park Zoo, French bistro Mon Ami Gabi’s simple, elegant atmosphere is in effect day and the night. Sit on the patio in warmer weather, imagining yourself at an outdoor cafe on the streets of Paris, or tuck yourself away in the dimly-lit wood-paneled walls of the intimate interior. Whether you order a filet mignon and split a bottle of Bordeaux with a new love interest or unabashedly dig into French-onion soup and ice cream-filled profiteroles, you’ll soon be calling your date “ma cherie.”

  • Chinese
  • West Loop

The interior of Stephanie Izard's Chinese restaurant in the West Loop was brought to life by design firm AvroKO, which sought to create "a dream-like version of the stores and shops that can be found in all quintessential Chinatowns in America." Every corner of the space has its own identity: There's a jade-hued room where you can wait for your table as well as a smaller dining room that's outfitted in crimson wallpaper and matching drapery. No matter where you sit, there's plenty to take in before you share dishes like xi'an goat slap noodles and veggie spring rolls with your date.

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  • Logan Square

No matter how often you dine at Daisies, there's always something new to try. That's because owner-chef Joe Frillman switches things up based on what's in season at his brother's farm. Diners can expect pasta dishes that highlight the week's haul, showcasing fresh herbs and veggies. During the day, pastry chef Leigh Omilinsky whips up divine baked goods in the restaurant's cafe.

  • Eclectic
  • Logan Square
  • price 2 of 4

If you can't take your date on a European vacation, you can at least send their taste buds on a journey through the mountain cuisines of France, Italy, Austria and Germany. Inspired by the rustic inns that provide shelter and sustience for travelers in the Alps, the menu at Table, Donkey and Stick includes charcuterie and cheese boards that are easy to share alongside heartier items like burgers and pork schnitzel. Begin (or end) the evening by sharing glasses of Alpine wine, brandy or liqueur.

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  • Lincoln Park

If your love language is raw fish, there are few cooler culinary experiences than Sushi Suite 202, which transforms a 500-square-foot guest room inside Hotel Lincoln into an intimate omakase counter. The semi-private dining destination offers a 75-minute, 17-course nigiri tasting menu that's brimming with tasty bites. If things get especially heated during your meal, it's easy to get a room once you're finshed eating.

  • American
  • Bridgeport
  • price 2 of 4

If your dream date night involves crispy cheese curds, duck fat french fries and a seriously upgraded Chicago dog, you've come to the right place. Chef Kevin Hickey's Bridgeport restaurant checks all of the boxes (and then some) inside a charming, pre-Prohibition era tavern. Plus, a heated tent out back offers yet another way to dine—just be sure to order a round of hot buttered cider.

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