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Best Comfort Food Restaurants in Old Town

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87 restaurants available nearby

A photo of Woodie's Flat restaurant
1. Woodie's Flat
new
5.0
Exceptional(0)
Price: Moderate
• American • Old Town
Booked 1 time today
Woodie’s Flat is where sports, wings, and good beers come together in the heart of Old Town. Known for our award-winning wings, we’re the place to watch the big game, or grab a beer with friends.Every inch of our bar is built for fun—massive TVs for all the action, a dog-friendly patio, and a second floor where the energy never dies. Whether it’s college football, NHL, NBA, WNBA, or a random Wednesday night out, you’re gonna want to spend it with Woodie’s and team. And let’s talk about the food—our wings are legendary, and 3x People's Choice award winners at Chicago's Wing Out Festival. As our fearless leader and GM Shawn says, he’ll literally pay for them if you don’t think they’re the best wings you’ve ever had. A sizable beer list and we've even got those trendy non-alcoholic THC seltzers. From 22oz frosty fatpour mugs of beer to late-night bites, Woodie’s is the MVP of your weekend lineup.
A photo of Hawksmoor Chicago restaurant
2. Hawksmoor Chicago
4.5
Awesome(451)
Price: Moderate
• Steakhouse • River North (Chicago)
Booked 33 times today
Welcome to Hawksmoor Chicago, where we bring our acclaimed steakhouse experience from the UK to the iconic LaSalle Powerhouse in River North. Our ethos is simple: ‘Buy the best and let it shine.’ We serve all-natural, pasture-reared, dry-aged beef from US family-run farms, cooked over charcoal and seasoned simply with sea salt. Our seafood, sourced from trusted Northeastern fishermen, is prepared with equal care.In our 16,500 sq ft space, featuring barrel-vaulted ceilings and touches from the Golden Age of Travel, Hawksmoor is perfect for any occasion. Whether you’re stopping by for cocktails, a casual lunch or a special celebration, we make sure you leave full and happy. We also offer private dining for groups of 10 to full venue buy-outs for 500—ideal for birthdays, anniversaries, weddings and corporate events.And don’t miss our Sunday Roast: dry-aged beef, beef-dripping potatoes, Yorkshire pudding and bone marrow gravy—something like a Thanksgiving dinner every Sunday.
A photo of Girl & the Goat restaurant
3. Girl & the Goat
4.8
Exceptional(15038)
Price: Moderate
• Contemporary American • West Loop
Booked 134 times today
Girl & the Goat opened in 2010 with the goal of offering a menu of bold, flavorful dishes designed to share in a fun and lively atmosphere. To complement the experience, we offer a curated selection of wines from around the world, focusing on small producers, along with a rotating list of craft beers and a playful cocktail menu crafted by our bartenders. The ever-changing menu, driven by locally sourced and seasonal ingredients, features favorites like sautéed green beans, roasted oysters, crispy short ribs, and confit goat belly. While reservations are encouraged for the dining room, our bar welcomes walk-ins, adventurers, and those who prefer spontaneity.
A photo of La Serre restaurant
4. La Serre
4.6
Exceptional(517)
Price: Expensive
• French • West Loop
Booked 69 times today
Inspired by the coastal regions of Provence and Saint-Tropez, La Serre, located in Fulton Market, invites guests into a lush and colorful greenhouse setting. The culinary approach highlights the light and vibrant cuisine of Provence, with a focus on native techniques and ingredients, offering lighter takes on the dishes of the French-Mediterranean landscape. Fresh vegetables, seafood, and all-natural Black Angus beef are expertly prepared on the kitchen’s hardwood charcoal hearth, infusing each dish with incredible wood and charcoal flavors, elevating the ingredients without heavy sauces or seasonings.Whether you're enjoying steak, seafood, or Mediterranean-inspired dishes, La Serre is the perfect destination for romantic dinners, dates, birthdays, or fine dining. The bar offers expertly crafted cocktails and drinks, providing the ideal atmosphere for any occasion, from a casual night out to an elegant celebration.
A photo of The Walnut Room - Chicago restaurant
5. The Walnut Room - Chicago
4.6
Exceptional(7773)
Price: Expensive
• American • Downtown / Loop
Booked 12 times today
For Large Parties 21 or more: please contact us at http://macysrestaurants.com/contact-us/ For Holiday Questions and Menu: http://macysrestaurants.com/walnut-room/holiday2024/The world famous Walnut Room has been a Chicago tradition since 1907. Located on the 7th floor of Macy's on State Street, the Walnut Room was the first restaurant ever opened in a department store. Conveniently located in the heart of the Chicago theater district, the Walnut Room is an excellent choice to take a break from shopping or for a meal and a glass of wine before the show. Enjoy our Famous Mrs. Herring's Chicken Pot Pie and other well known favorites on the menu.
A photo of Le Bouchon - Chicago restaurant
6. Le Bouchon - Chicago
4.8
Exceptional(2135)
Price: Expensive
• French • Bucktown / Wicker Park
Booked 67 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 Andy's Jazz Club restaurant
7. Andy's Jazz Club
4.7
Exceptional(5155)
Price: Moderate
• Contemporary American • River North (Chicago)
Booked 46 times today
Admission is charged to all guests entering the venue and goes toward the musical entertainment that all will be enjoying while inside the club. All dining tables are good for 1 musical performance only. Please choose your reservation time according to your desired performance time. Andy's Jazz Club is a unique as a Jazz Room that offers full dining. We hope for a quiet room during all performances. We do ask that all guests be courteous to the artists while performing and keep conversation volume down during shows.
A photo of Blue Door Kitchen & Garden restaurant
8. Blue Door Kitchen & Garden
4.6
Exceptional(2435)
Price: Moderate
• American • Gold Coast / Streeterville
Booked 34 times today
Blue Door Kitchen & Garden, home to celebrated Chef Art Smith, is a farm-to-table oasis in the heart of Chicago’s Gold Coast and deeply rooted in the philosophy of letting the seasons dictate the menu. From its inception, the Blue Door brand has become synonymous with sustainability and responsible sourcing. We pride ourselves in showcasing dishes made from fresh, local ingredients sourced from Midwest farms. Experience a chef-driven menu featuring everything from pierogis and market fresh salads, to Chef Art Smith’s famous buttermilk fried chicken. Walk-ins are always encouraged. Be sure to join us during the warmer weather months when the beautiful outdoor patio is open. While visiting, be sure to enjoy one of Blue Door Kitchen’s garden-to-glass cocktails, local beers or perfectly paired wines from our extensive list.For reservations eight or larger, please call the restaurant 312-573-4000.
A photo of The Gage restaurant
9. The Gage
4.7
Exceptional(12097)
Price: Moderate
• American • Downtown / Loop
Booked 113 times today
The Gage has become a perennial favorite of locals and visitors alike for over ten years by effortlessly blending European influence with American style. The restaurant serves refined, rustic cuisine, innovative libations and an award-winning wine list all in a lively, convivial setting. Known as a “must visit” among Chicago’s dining scene, The Gage continues to evolve by serving well-rounded food and beverage menus that feature classic dishes and drinks with contemporary twists rooted in tradition.
A photo of Bandit restaurant
10. Bandit
4.7
Exceptional(1027)
Price: Moderate
• Bar / Lounge / Bottle Service • West Loop
Booked 27 times today
Bandit, located in the West Loop of Chicago, serves comfort food that is both nostalgic and elevated. Reviewers rave about the 'always fresh and delicious' food, the 'yummy' dishes, and the 'bomb' flavors. The menu features items like Churro Sandwich, The Diplomat Burger, and Crispy Chicken, that are classic, comforting, and made with quality ingredients. The ambiance of the restaurant, with its 'rustic materials', 'vintage paraphernalia', and 'polished décor', also adds to the comfort and warmth of the place.

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From verified diners like you
From verified diners like you
  • Joe
    Memphis / West Tennessee •4 reviews
    5.0
    Dined 1 day ago
    Our meal at Girl & the Goat was wonderful! The service was friendly and helpful. He knew the menu and ensured our experience delicious. We began our dinner with the naan. The dips served alongside were excellent. Next we enjoyed the chickpea fritters that we crisp with creamy inside, accented by pomegranate. We definitely wanted to try the goat empanadas, and were glad that we did. Our next course that we enjoyed were the wood-fired mussels. The broth was delicious. We ended with the roasted pig face. Our server enticed us with dessert. We finished our meal with the apple hand pie. Overall, we loved this place.
    More info
    Girl & the GoatPrice: Moderate• Contemporary American• West Loop
    •
    4.8
  • leslieVIP
    Chicago / Illinois •10 reviews
    5.0
    Dined 2 days ago
    This was our fist time dining at The Hawksmoore. Our server guided us in making the perfect choices for our table of 2 couples. We each ordered our steak of preference and added the mac and cheese, mashed potatoes, creamed spinach. Appetizers she recommended were scallops-delicious! and shrimp which I would skip as they were hard to peel. Everything was excellent and the steaks were cooked perfectly. Sticky toffee pudding and maple pie will make us go back!
    More info
    Hawksmoor ChicagoPrice: Moderate• Steakhouse• River North (Chicago)
    •
    4.5
  • Andrew
    Chicago / Illinois •1 review
    5.0
    Dined 2 days ago
    Our Valentines Dinner was amazing, La Serre has a beautiful aesthetic and the food was impeccable and impressive and the drinks were amazing as well! But the highlight was the service my girlfriend and I received when we had issues getting in due to the weather and were late for our reservation. Wendolyn was able to move things around and still get us in at the bar and made sure we still had a wonderful Valentine’s. We are incredibly appreciative and will be back, and will be telling everyone we know they need to come as well!
    More info
    La SerrePrice: Expensive• French• West Loop
    •
    4.6
  • Ryan
    San Francisco Bay Area •1 review
    5.0
    Dined 4 days ago
    I took my mom for a Valentine's Day lunch. We went around 3 PM, and even though my reservation was at 3:30 PM the staff were nice enough to let me in. Granted it was a low volume of people eating at the time. We were sat near the windows which added to the ambience of our visit. The music made it feel like we were in an old fancy jazz club. I had the French onion soup and the chicken sandwich while my mom had the Walnut turkey club sandwich. Both sandwiches came with well seasoned fries. The food was delicious and our waitress, Annette, was very attentive and sweet. Overall we had a great experience and would definitely go again. I would highly recommend the Walnut Room.
    More info
    The Walnut Room - ChicagoPrice: Expensive• American• Downtown / Loop
    •
    4.6

Discover best comfort food restaurants in Old Town

Discover the heartwarming comfort of Old Town, Chicago, where a delightful variety of restaurants cater to those craving cozy and satisfying meals. In this historic neighborhood, you'll find eateries offering everything from classic American comfort foods to authentic ethnic cuisines, each providing a unique twist on beloved dishes. Whether you're in the mood for hearty pastas, succulent sushi, or traditional pub fare, Old Town's dining scene promises an inviting atmosphere and dishes that feel like a hug for your taste buds. The dining venues here are celebrated for their commitment to quality and authenticity, ensuring every meal is both delicious and memorable. Patrons consistently praise the friendly service and the warm, welcoming environments that enhance their dining experiences. The Old Town area itself adds to the charm, with its rich history and vibrant cultural tapestry, making it not just a meal out, but a delightful culinary adventure. As you explore the comforting culinary offerings of Old Town, you're sure to find the perfect spot that feels like coming home.

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