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Best Date Night Restaurants in Old Town

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415 restaurants available nearby

A photo of Utopian Tailgate restaurant
4.2
Awesome(181)
Price: Expensive
• American • Lincoln Park
Booked 1 time today
Utopian Tailgate is a perfect spot for a date night. With its rooftop setting, super-sized games, and elevated fare, it offers a fun, vibrant atmosphere. Reviewers rave about the 'fun vibes' and 'great ambiance,' perfect for a sunset and night chill. The 'delicious food' and 'amazing drinks' add to the experience. It's also recommended for a group of friends or a date night.
A photo of Kayao restaurant
4.6
Exceptional(130)
Price: Expensive
• Peruvian • Old Town
Booked 16 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 Gallucci restaurant
4.3
Awesome(469)
Price: Moderate
• Pizzeria • Old Town
Booked 13 times today
Gallucci is a great spot for a date night, with its fun and lively atmosphere, delicious food, and excellent service. As one reviewer puts it, it's a 'great date spot' with 'knowledgeable' waiters. The ambience is described as 'intimate', and the outdoor seating is a lovely touch. Plus, who can resist their authentic Neapolitan-style pizza and Southern Italian dishes? It's definitely a perfect place for a romantic dinner!
A photo of Professor Pizza - Old Town restaurant
4.4
Awesome(109)
Price: Expensive
• Pizzeria • Old Town
Booked 8 times today
Professor Pizza is now located at 1610 N Wells St, and is open for service in Old Town! Check out our menu and order today.Professor Pizza, located in the heart of Old Town Chicago, will be serving an array of pastas, sandwiches, appetizers, and pizzas. We look forward to serving you Chef Tony Scardino's unique expression of pizza and Italian-American cuisine table side. Book your table now to reserve your new weekly dinner must-have!
A photo of Kamehachi - Old Town restaurant
4.7
Exceptional(1071)
Price: Moderate
• Sushi • Old Town
Booked 17 times today
Serving Chicago since 1967, Kamehachi of Tokyo offers the finest sushi, teriyaki, tempura & noodle dishes.
A photo of Broken English Taco Pub-Old Town restaurant
4.6
Exceptional(346)
Price: Moderate
• Mexican • Old Town
Booked 6 times today
From the minds of long-time Chicago restaurateurs Adolfo Garcia, Carmen Rossi, and Phil Stefani, Broken English Taco Pub provides authentic Mexican tacos and a world-class selection of tequila and mezcal cocktails.We are located at 1400 N. Wells Street, in the heart of the historic Old Town Neighborhood of Downtown Chicago.
A photo of Corcoran’s Grill & Pub restaurant
4.5
Awesome(161)
Price: Moderate
• Irish • Old Town
Corcoran’s Grill & Pub is a top choice for date nights. Its vibrant, pub-like atmosphere and a menu that includes pub classics like Fish & Chips and the Pub Burger make it a lively spot. Reviews rave about the 'fun lively feel' and 'terrific service', while the wide range of beers on tap and special outdoor spaces make it an ideal spot to catch up with your date. Plus, it's conveniently located right across from The Second City, adding to its appeal.
A photo of Tre Dita restaurant
4.7
Exceptional(708)
Price: Very Expensive
• Italian • River North (Chicago)
Booked 120 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 Pizzeria Portofino restaurant
4.7
Exceptional(1478)
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.
A photo of Aba - Chicago restaurant
4.8
Exceptional(2585)
Price: Very Expensive
• Mediterranean • West Loop
Booked 190 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.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Sanjivvip
    Chicago / Illinois •5 reviews
    5.0
    Dined 4 days ago
    great food. super friendly service! and surprisingly kid friendly!
    More info
    Professor Pizza - Old TownPrice: Expensive• Pizzeria• Old Town
    4.4
  • Andreas
    Greece •1 review
    5.0
    Dined 6 days ago
    Food was excellent! Service was very swift. Unluckily the waiter spilled some sauce over one of our coats, and the waiter was trying to ignore it - however the manager reacted very professional (voiding our bottle of wine from the bill). Therefore over all: great, we definitely recommend this place!
    More info
    KayaoPrice: Expensive• Peruvian• Old Town
    4.6
  • Kenvip
    Chicago / Illinois •72 reviews
    5.0
    Dined 7 days ago
    I cannot count the number of visits we've had to The Girl and the Goat, but it continues to be a favorite for both personal and professional dining. I brought three colleagues, who have never been, to the restaurant for dinner. One diner is vegetarian, but there are menu offerings and options available to provide them with enough to eat. All three were quite impressed with the food. My only complaint would be our table was right next to the kitchen, which can be loud. However, we made due, and had an enjoyable meal. Service is always very good, and the cocktails are fun. If you're interested in dining, make sure you book way ahead, as there is almost no chance to get a table day of.
    More info
    Girl & the GoatPrice: Moderate• Contemporary American• West Loop
    4.8
  • OpenTable Dinervip
    Chicago / Illinois •11 reviews
    5.0
    Dined on 12 Oct 2024
    Overall first time experience was good. We went around noon so not crowded at all. Nice rooftop for a casual lunch.
    More info
    Utopian TailgatePrice: Expensive• American• Lincoln Park
    4.2
  • Stephen
    Chicago / Illinois •1 review
    4.0
    Dined on 22 Sept 2024
    Great spot! Solid food, good drinks, good atmosphere.
    More info
    Broken English Taco Pub-Old TownPrice: Moderate• Mexican• Old Town
    4.6

Discover best date night restaurants in Old Town

Planning the perfect date night in Old Town, Chicago just got easier! Discover an array of charming restaurants perfect for an intimate evening with your special someone. These venues, nestled in the historic and picturesque area of Old Town, offer a diverse range of dining options that cater to all tastes and preferences. From cozy, candlelit settings to vibrant, lively atmospheres, each restaurant provides a unique ambiance that's ideal for making your date night memorable. The dining scene in Old Town is renowned for its eclectic mix of culinary delights, blending traditional flavors with contemporary twists to create truly delightful experiences. Whether you're in the mood for innovative cuisine or classic comfort dishes, you'll find establishments that pride themselves on exceptional service and quality. Make your next date night extraordinary by exploring the best that Old Town, Chicago has to offer!

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