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Best Romantic Restaurants in Old Town

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135 restaurants available nearby

A photo of BLVD Steakhouse restaurant
1. BLVD Steakhouse
4.4
Awesome(2893)
Price: Very Expensive
• Steakhouse • West Loop
Booked 53 times today
BLVD Steakhouse is a classic American steakhouse inspired by Hollywood's Sunset Blvd—the golden era's famed strip of dining and entertainment establishments. Our space embodies the glamour and luxury that defined Old Hollywood, offering sophisticated yet approachable service with a chef-driven menu of prime cuts, fresh seafood, and other seasonal favorites from Celebrity Chef/Partner Joe Flamm. Outside, our massive full season patio with a sprawling bar evokes an enchanted ‘secret garden’ look and feel with lush greenery, linen curtains, luxe upholstery, and romantic string lighting.
A photo of Tre Dita restaurant
2. Tre Dita
4.7
Exceptional(723)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 102 times today
Led by Chef Evan Funke, Tre Dita, Italian for "three fingers", pays homage to the precise measurement of bistecca Fiorentina. If booking in the dining room at Tre Dita, you will enjoy a menu of antipasti, handmade pastas, signature entrees and steaks. If booking in the Bar Tre Dita, you will enjoy a smaller menu of stuzzi, antipasti, handmade pastas and entrees. The full cocktail, wine list and dessert menu is available in both locations.Please note that Tre Dita only accepts reservations 7 days in advance.
A photo of Le Colonial - Chicago restaurant
3. Le Colonial - Chicago
4.8
Exceptional(7852)
Price: Very Expensive
• Vietnamese • Gold Coast / Streeterville
Booked 85 times today
Le Colonial is a celebration of seductive spirit and vivid flavors reminiscent of Saigon in the 1920s. With locations in Atlanta, Denver, Delray Beach, Houston, Lake Forest, and Naples, the famed Vietnamese restaurant is designed to capture a bygone era of sophistication and opulence. Celebrated restaurateurs Rick Wahlstedt and Joe King deliver exquisite attention to detail in the luxurious, classic, and romantic atmosphere Perched on Oak Street in Chicago’s Gold Coast. For special occasions, our private dining space provides a bespoke setting for unforgettable celebrations.
A photo of Rosebud Rosetta Italian restaurant
4. Rosebud Rosetta Italian
4.5
Awesome(2800)
Price: Expensive
• Italian • Downtown / Loop
Booked 26 times today
Rosetta Italian introduces an elegant Italian Restaurant in the heart of the loop, amidst Chicago’s financial district and the finest entertainment venues in the city. Escape the everyday hustle and bustle inside this relaxing dining oasis and enjoy an unforgettable culinary experience. Offering a classic selection of Rosebud's signature Italian dishes, steak, tender chicken entrees, seafood specialties, and a hamburger, voted number one in the city of Chicago by the Chicago Tribune, Rosebud knows a thing or two about the fine art of cooking. Join us for a satisfying lunch before heading back to the office or for a romantic dinner before a show in Chicago’s famed theater district. The inviting atmosphere, impressive wine list and impeccable service at Rosetta Italian encompass the sophistication and style that only Rosetta Italian can deliver. A 3% Surcharge will be added to every check. We will be happy to remove this by request.
A photo of Geja's Cafe restaurant
5. Geja's Cafe
4.9
Exceptional(5551)
Price: Expensive
• Fondue • Lincoln Park
Booked 31 times today
For over 59 years, fondue dining at Geja’s Café has been a favorite indulgence for Chicagoans as well as out-of-towners. It’s a perfect way to kindle romance, celebrate a special occasion or simply join family and friends for a fun and unforgettable dining experience.To start we offer a Swiss Gruyere cheese fondue, served with fresh breads, fruits and vegetables for dipping. Our crisp house salad, dressed with tangy Dijon vinaigrette, offers a counterpoint to the rich, warm cheese fondue appetizer.Next, you’ll cook your choices of Australian lobster tail, Gulf shrimp, beef tenderloin, fresh sea scallops or boneless chicken breast in a pot of sizzling soybean oil or broth. The main course is served with fresh vegetables and eight gourmet dipping sauces.Our famous chocolate fondue is flamed table-side, and presented with marshmallows for roasting and other delectable dippers.A 4 % operational fee is added to all checks to work in concert with Chicago's One Fair Wage Ordinance.
A photo of Aba - Chicago restaurant
6. Aba - Chicago
4.8
Exceptional(2590)
Price: Very Expensive
• Mediterranean • West Loop
Booked 286 times today
Aba is a Mediterranean restaurant with locations in Chicago, IL, Austin, TX, and BalHarbour, FL. Aba, meaning father in Hebrew, incorporates Chef CJ Jacobson’s lighter styleof cooking with influences from the Mediterranean, including Israel, Lebanon, Turkey, andGreece. The bar program showcases rare Mediterranean-inspired wines and spirits.Signature dishes include Smoky Garlic Hummus, Muhammara, Heirloom Crispy ChickenThigh, Shawarma-Spiced Skirt Steak, Grilled Salmon Kebab and more. The bar programshowcases rare Mediterranean-inspired wines and spirits.
A photo of Adalina restaurant
7. Adalina
4.5
Awesome(2313)
Price: Very Expensive
• Italian • Gold Coast / Streeterville
Booked 62 times today
Adalina in Chicago is a perfect place for a romantic evening. The reviews highlight its beautiful, elegant, and dimly lit setting that's perfect for a date night. The restaurant's ambiance, excellent service, and beautiful decor create a romantic atmosphere. The Michelin-starred chef Soo Ahn's modern and engaging Italian menu is also a hit with the customers.
A photo of Boka restaurant
8. Boka
4.8
Exceptional(7139)
Price: Expensive
• Contemporary American • Lincoln Park
Booked 45 times today
Michelin-starred Boka Restaurant has been a cornerstone of Chicago’s dining scene since 2003. In 2014, following a major renovation, Chef Lee Wolen joined as Executive Chef and Partner, quickly gaining critical acclaim. Named “Chef of the Year” by both Phil Vettel of the Chicago Tribune and Eater Chicago in 2014, and again in 2015, Lee has helped elevate Boka to new heights. The restaurant offers contemporary American cuisine that highlights seasonal ingredients sourced from local farms. The sophisticated yet inviting ambiance sets the stage for an exceptional dining experience, with daily-changing tasting menus that showcase timeless and seasonal American flavors.
A photo of Nonnina restaurant
9. Nonnina
4.6
Exceptional(2845)
Price: Moderate
• Italian • River North (Chicago)
Booked 53 times today
Nonnina is a romantic spot in Chicago, offering old-school Italian cooking with a retro vibe. Reviews frequently mention the 'cute', 'comfortable', and 'intimate' ambiance, perfect for a date night. One review mentioned a 'romantic dinner for 2' on their anniversary, with 'excellent service'. Another highlighted a 'beautiful red velvet booth' for a 'date night'. The combination of great food, exceptional service, and a cozy atmosphere makes Nonnina an ideal place for a romantic evening.
A photo of 3 Arts Club Cafe at RH Chicago restaurant
10. 3 Arts Club Cafe at RH Chicago
4.8
Exceptional(3534)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 168 times today
3 Arts Club Cafe at RH Chicago is a romantic spot, often described as having a 'romantic setting' and 'beautiful, serene atmosphere' in reviews. It's the perfect place for a date night, with an array of timeless classics on the menu, a wine vault, and an overall ambiance that's perfect for a special occasion.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Joe
    Chicago / Illinois •9 reviews
    5.0
    Dined 1 day ago
    Exceptional food, atmosphere and service. Do yourself a huge favor and get the Holiday cheese and the Holiday chocolate fondue.
    More info
    Geja's CafePrice: Expensive• Fondue• Lincoln Park
    •
    4.9
  • OpenTable Dinervip
    Denver / Colorado •1 review
    5.0
    Dined 1 day ago
    Not my first time at Le Colonial but my first review. Relaxed ambiance with a Vietnamese theme. We were courteously seated and served, the service is as expected from a high-end dining experience. However, the food was the star of our dining experience. The mocktail lyche iced tea was 2 of 5 stars, probably wouldn’t order again. The chicken dumplings were amazing 10/10! Very flavorful accompanied by an equally tasty sauce. A definite must try. My first time trying pho which was delicious another 10/10. Crisp yet comforting broth flavors, perfect for the cold Chicago night. The crispy shrimp and pork rolls were also very good 8/10. For entrees, their specialty fried rice was excellent 10/10. The shaking beef was another favorite must try 10/10. Roasted salmon and chicken curry were good but not on par with our other menu choices, 6/10.
    More info
    Le Colonial - ChicagoPrice: Very Expensive• Vietnamese• Gold Coast / Streeterville
    •
    4.8
  • Agnese
    Chicago / Illinois •10 reviews
    5.0
    Dined 2 days ago
    There were a few things that didn’t go well for the price tag. 1) We were 3 people dining. 2 of us received their main course and we had to wait more than 5 min for the 3rd person to receive their main course . Unacceptable. 2) When I ordered coffee along with the desert order- we received our coffees while before our desert arrived while my lemonchello arrived while after our desert. No consistency 3) My experience with truffle season.. Usually the places that offer truffles - they offer a special dish.. truffle pasta or truffle rissotto.. here it was- add to one of the dishes..so, I picked the most delicate/simple- pasta limone which is also not perfect as the flavor loses to catch the taste of the truffle - especially if you charge $59 fur the truffle shaving (black.. not white truffle )..
    More info
    Tre DitaPrice: Very Expensive• Italian• River North (Chicago)
    •
    4.7
  • Marcusvip
    Washington, D.C. Area •10 reviews
    5.0
    Dined 3 days ago
    It was a quiet Wednesday night before Thanksgiving. Jay provided excellent service, and the food was great and piping hot. The music should be classier and not so much pop, but overall a very good experience.
    More info
    Rosebud Rosetta ItalianPrice: Expensive• Italian• Downtown / Loop
    •
    4.5
  • kiara
    Nebraska •1 review
    5.0
    Dined on 22 Nov 2024
    10/10 experience. Cute place to have date night! The brussel sprouts were so good and the mashed potatoes were creamy. The steak was 10/10 as well. Highly recommend!
    More info
    BLVD SteakhousePrice: Very Expensive• Steakhouse• West Loop
    •
    4.4

Discover best romantic restaurants in Old Town

Discover the essence of romance in Old Town, Chicago with our curated selection of romantic dining spots. Nestled in this historic and vibrant neighborhood, each restaurant offers a unique ambiance that perfectly sets the stage for an intimate evening. From sophisticated interiors to lively, fun settings, these establishments promise an unforgettable dining experience. Enjoy the convenience of locations that are ideal for a delightful pre-theater dinner or a serene spot to celebrate special occasions. The common thread across these restaurants is their commitment to excellent service, great food, and a truly romantic atmosphere that enhances every meal. Old Town's dining scene is renowned for its eclectic mix of charming eateries that cater to every taste and occasion, making it a prime destination for lovers and food enthusiasts alike. Whether you're planning a date night or a memorable anniversary dinner, you'll find the perfect setting to ignite or rekindle romance in Old Town, Chicago.

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