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Best Romantic Restaurants in Old Town

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73 restaurants available nearby

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A photo of Kayao restaurant
4.7
Exceptional(249)
Price: Expensive
• Peruvian • Old Town
Booked 35 times today
At Kayao, we aim to showcase the dynamic flavors, techniques, and ingredients that unite Peruvian and Asian culinary traditions. Kayao is a melting pot of cultures and cuisines, where guests are invited to embark on a culinary journey that transcends borders and opens hearts. Through our commitment to authenticity, creativity, Kayao seeks to create intrigue while also pushing the boundaries of culinary innovation.
A photo of Kamehachi - Old Town restaurant
4.8
Exceptional(1114)
Price: Moderate
• Sushi • Old Town
Booked 15 times today
Kamehachi of Tokyo - Wells Street is a romantic spot due to its inviting ambiance. Reviewers mention the sophisticated interior, attentive staff, and quiet atmosphere that allows for great conversations. It's the perfect place for a date, anniversary celebration, or any special occasion. As one reviewer put it, 'The restaurant was busy but not overly crowded or too loud. It felt alive but we could have a nice conversation.'
A photo of RPM Seafood restaurant
4.6
Exceptional(2059)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 240 times today
Introducing RPM Seafood, a dramatic multi-level restaurant overlooking the iconic Chicago River featuring the truest expression of the world’s best fish and seafood.The sister restaurant to RPM Steak and RPM Italian, it marks the third collaboration between partners RJ, Jerrod and Molly Melman of Lettuce Entertain You Enterprises and celebrity couple Giuliana & Bill Rancic.
A photo of Le Colonial - Chicago restaurant
4.8
Exceptional(8161)
Price: Very Expensive
• Vietnamese • Gold Coast / Streeterville
Booked 118 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 Three Dots and a Dash restaurant
4.8
Exceptional(1976)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 68 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of Mon Ami Gabi restaurant
4.9
Exceptional(8430)
Price: Moderate
• French • Lincoln Park
Booked 84 times today
Honoring classic French cuisine, Mon Ami Gabi is a traditional French bistro located in the heart of Lincoln Park. Our menu features simple French food including Steak Frites, fresh seafood, exquisite bites, and French rolling wine carts. Valet is located at the corner of Lincoln Park West and Belden for $20 cash or Zelle. During the holiday season, for all parties of 9 or more, we ask our guests to call the restaurant directly to book a reservation.Did you know that you can use Lettuce gift cards for carryout and delivery? Just place your order through Lettuce website, the LettuceEats app or any Lettuce restaurant website.
A photo of John's Food and Wine restaurant
4.6
Exceptional(48)
Price: Expensive
• American • Lincoln Park
Booked 41 times today
John's is a neighborhood restaurant in Lincoln Park that serves a regularly changing menu of seasonal dishes. We offer both a la carte and tasting menu options. Our Chef’s Tasting Menu will now be available seven nights a week—in the dining room or at our bar. This exquisite five-course menu is priced at $115 and will always feature dishes that aren’t on our a la carte board. We do ask that all members of your party order the same menu. For walk-in guests, you can now also order the Chef’s Tasting Menu every night. We've carefully curated our wine list to complement every occasion and dish on our menu, highlighting small producers alongside renowned vineyards. Our bar is walk in only and great if you want to pop by for just cocktails and snacks but also always serves our full dinner menu. ** Guests can decide upon arrival between our Five Course Chef's Tasting Menu or our a la carte menu**
A photo of Fioretta restaurant
4.7
Exceptional(1086)
Price: Very Expensive
• Steak • West Loop
Booked 61 times today
Fioretta is reminiscent of a new-age Copacabana, celebrating old-world Italian cuisine with an opulent twist, a steady flow of impressive cocktails and wine, world-class live entertainment, and a glamorous vibe cast over the entire experience.Seamlessly blending steakhouse fare with elevated versions of old-world Italian cuisine with help from Italian-American Chef, Joe Rizza. The menu pays homage to the Italian immigrants who graciously first introduced Americans to southern Italian classics. Fioretta’s custom-built solid-fuel hearth and open kitchen allows Rizza and his culinary team to impart superb flavor, char and texture to each dish. The menu strives to strike the perfect balance between nostalgia and innovation.
A photo of Le Bouchon - Chicago restaurant
4.8
Exceptional(2256)
Price: Expensive
• French • Bucktown / Wicker Park
Booked 25 times today
Le Bouchon has been thriving in Bucktown since 1993, serving classic French Bistro food in a dining room that will transport you to Paris. Voted one of the best French Restaurants in America by Timeout Magazine. Open from 11am-10pm Monday - Saturday.
A photo of Ummo restaurant
4.5
Awesome(602)
Price: Moderate
• Italian • River North (Chicago)
Booked 24 times today
UMMO is a contemporary Italian restaurant that unlocks the vibrant flavors of regional Italian cuisine in a colorful, beautifully imagined space.At UMMO, we present contemporary Italian cuisine that seamlessly combines his passion for Italian and American cultures. With a focus on simplicity and quality ingredients sourced from around the globe, UMMO offers fine, house-made pastas, decadent cheese and meat selections, vibrant vegetables, hearty proteins, delicate seafood, and more. As the menu changes frequently to reflect seasonal and new discoveries, guests can experience the full breadth of what Italy has to offer.Join us at UMMO for an unforgettable culinary journey.

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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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