Best Romantic Restaurants in Old Town

134 restaurants available nearby

1. BLVD Steakhouse

4.4

Price: Very Expensive

• Steakhouse • West Loop

Booked 54 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 Pizzeria Portofino restaurant

2. Pizzeria Portofino

4.7

Exceptional(1363)

Price: Expensive

• Italian • River North (Chicago)

Booked 189 times today

Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.

3. Tre Dita

4.7

Exceptional(618)

Price: Very Expensive

• Italian • River North (Chicago)

Booked 108 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.

4. Aba - Chicago

4.8

Exceptional(2524)

Price: Very Expensive

• Mediterranean • West Loop

Booked 236 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 Rosebud Rosetta Italian restaurant

5. Rosebud Rosetta Italian

4.6

Exceptional(2778)

Price: Expensive

• Italian • Downtown / Loop

Booked 21 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.

6. Geja's Cafe

4.9

Exceptional(5514)

Price: Expensive

• Fondue • Lincoln Park

Booked 53 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.

7. RPM Seafood

4.6

Exceptional(1504)

Price: Very Expensive

• Seafood • River North (Chicago)

Booked 99 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.

8. Adalina

4.6

Exceptional(2266)

Price: Very Expensive

• Italian • Gold Coast / Streeterville

Booked 71 times today

Adalina is a refined hospitality destination serving a modern and engaging Italian menu in a timeless yet alluring setting in the heart of Chicago’s Gold Coast neighborhood. Led by Michelin-starred and Top Chef alumni Soo Ahn. Adalina’s menu creates a balance between Northern and Southern cuisine, providing expertly staged shared plates along with strong statement items that satisfy a table. Guests can expect house made extruded and stuffed pastas. Adalina’s offerings will be accompanied with tableside services, and a well curated beverage and wine program that aims to evoke a sense of excitement for guests. Adalina makes the perfect venue for a romantic evening, business dinner or special occasion.For parties larger than 10 guests, please email events@adalinachicago.com to inquire about our Private Dining options and availability.

A photo of Miru at The St. Regis Chicago restaurant

9. Miru at The St. Regis Chicago

4.7

Exceptional(1150)

Price: Very Expensive

• Japanese • River North (Chicago)

Booked 95 times today

Miru, Japanese for "view" celebrates the flavors and cuisine of Japan. We invite you to join us for a collection of sharable dishes including tempura and crispy rice, a robust seafood and beef selection, as well as expertly crafted sushi, overlooking the Chicago River and Navy Pier.

A photo of Le Colonial - Chicago restaurant

10. Le Colonial - Chicago

4.8

Exceptional(7765)

Price: Very Expensive

• Vietnamese • Gold Coast / Streeterville

Booked 135 times today

Heralded as an escapist's paradise, Le Colonial is a celebration of the seductive spirit and vivid flavors of Vietnam. The restaurant opened on iconic Oak Street in March 2019, after moving from its location of over 20 years on Rush Street. Le Colonial features a dining room, an all-season terrace overlooking Oak Street, an evocative bar/lounge, and The Monkey Parlour (a private dining room with seating for up to 12 guests).

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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.

134 restaurants available nearby

1. BLVD Steakhouse

2. Pizzeria Portofino

3. Tre Dita

4. Aba - Chicago

5. Rosebud Rosetta Italian

6. Geja's Cafe

7. RPM Seafood

8. Adalina

9. Miru at The St. Regis Chicago

10. Le Colonial - Chicago

Discover best romantic restaurants in Old Town

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