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Best Comfort Food Restaurants in Highland, IN

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69 restaurants available nearby

How are Featured results ranked

A photo of Windy City Social restaurant
4.3
Awesome(278)
$$$$
• American • Munster, IN
Booked 20 times today
Welcome to Windy City Social, your premier destination for vibrant, open air dining and socializing. Indulge in a menu that celebrates the spirit of Chicago with locally inspired flavors, fresh ingredients, and an inviting atmosphere perfect for casual gatherings or special occasions. Whether you crave artisanal pizzas, succulent seafood, or creative appetizers, our menu is crafted to satisfy your taste buds. Experience a unique dining atmosphere where every dish is made from scratch, expertly prepared, and beautifully presented. **Rooftop Patio Opens At 4PM**Windy City Social is a part of the CHC Restaurant Group -
A photo of St. Patrick's restaurant
3.9
Excellent(215)
$$$$
• Steakhouse • Calumet City
Booked 8 times today
St. Patrick’s Place where every floor delivers a unique vibe and elevated experience. Dine on the 2nd floor at St. Patrick’s Steakhouse (Reservations Only), home to premium cuts, signature dishes, and grown-and-sexy vibe. Walk-in's Head to our 3rd floor cocktail lounge for upscale drinks and a vibrant crowd. Planning a celebration? Our event space is perfect for unforgettable moments. Cap it all off on the 6th floor, for The Reserve Rooftop. where Caribbean cuisine meets rooftop views and late-night energy (Rooftop serves lunch each day at 11am).Check out each floor’s full menu under the “Menu” tab. No other vibe like this in Chicago Southland only at St. Patrick’s Place. Lunch and Late Night a Dining are served on the Rooftop Only - Dinner for Steakhouse is Wednesday-Sunday 4p-10p (Please see open table for Menu selections for Rooftop and Steakhouse).
A photo of Storyville | Lulu's Speakeasy restaurant
4.3
Awesome(1253)
$$$$
• Cajun • River North (Chicago)
Booked 44 times today
Nestled in the heart of Chicago's River North, Storyville is a New Orleans-inspired restaurant and cocktail bar with a speakeasy style basement boasting French Quarter cocktails, small bites, and a vibrant ambiance.
A photo of Cindy's Rooftop restaurant
4.7
Exceptional(597)
$$$$
• Contemporary American • Downtown / Loop
Booked 160 times today
Perched atop the 13th floor of the Chicago Athletic Association hotel under a glass atrium, Cindy's welcomes guests with sweeping views of Millennium Park, the ever-changing blues of Lake Michigan, and beyond. With vibrant service, an all-season terrace, and an extensive beverage menu that intertwines naturally with the dishes, every detail of your experience is thoughtfully crafted to make a lasting memory. For private events: please reach out to cindysevents@caa.bokagrp.com.
A photo of Doc B's Restaurant - Gold Coast restaurant
4.7
Exceptional(1546)
$$$$
• American • Gold Coast / Streeterville
Booked 32 times today
Set in a comfortable and inviting atmosphere, Doc B's Restaurant + Bar serves food made from scratch daily. Incorporating the highest-quality ingredients, the menu includes a variety of entree-sized salads, "very special” entrees, crave-worthy burgers and sandwiches, signature Wok Out Bowls™, housemade pizza, indulgent desserts and so much more. Doc B’s also impresses with an extensive craft beer, wine and spirits selection in addition to signature cocktails. No matter what occasion, the expansive menu truly offers something for everyone. With each location having its own personality, Doc B’s Chicago (Gold Coast) is located just steps away from the 900 North Michigan Shops, as well as Michigan Avenue and offers weekday happy hour.
A photo of RAMEN-SAN - River North restaurant
4.8
Exceptional(403)
$$$$
• Japanese • River North (Chicago)
Booked 67 times today
Ramen-san is a bold and energetic neighborhood joint that slings hot noodles, ice-cold beer and rare expressions of Japanese whisky all to the tune of the best ’90s hip-hop in town. It respects the traditions but keep things uniquely untraditional in its yuzu sake bombs, crispy dumplings, spicy kimchi fried ramen and more. The restaurant is open for lunch, dinner and late-night dining seven days a week.
A photo of Creepies restaurant
4.7
Exceptional(287)
$$$$
• Bistro • West Loop
Booked 65 times today
Creepies is a new neighborhood bistro in Chicago’s West Loop by Chefs David and Anna Posey, with Chef de Cuisine Tayler Ploshehanski leading the kitchen. When choosing a name for the new space, what started as an inside joke between David and Anna quickly stuck as a team favorite. Creepies promises warm bistro vibes with plenty of midwestern charm - totally not creepy!
A photo of Kitchen + Kocktails by Kevin Kelley - Chicago restaurant
4.1
Excellent(3994)
$$$$
• Southern • River North (Chicago)
Booked 28 times today
"WELCOME HOME"Created to deliver the best in food, drinks and vibes to Chicago, IL, Kitchen + Kocktails is here to please. A dynamic comfort food restaurant at its core, Kitchen + Kocktails will focus on nicely plated comfort foods, including flavored fried chicken and lobster tails, shrimp and grits, creative waffles and other southern classics made with a twist. THIS IS OUR NEW ADDRESS - 339 N Dearborn St, Chicago, IL 60654"FROM GOOD TO GREAT"To book a party over 9 please call OR email: 312-847-5543/powell@kitchenkocktailsusa.comFirst/Last Name:Contact#:Email Address:Date of Reservation:City:Time:Number of Guests:Please see our website FAQ section if you have any other questions or concerns.www.kitchenkocktailsusa.com1️⃣ Click About 2️⃣ Scroll down to General Information3️⃣ Click on FAQ
A photo of The Gage restaurant
4.8
Exceptional(12680)
$$$$
• American • Downtown / Loop
Booked 182 times today
Beloved by locals and visitors alike for over fifteen years, The Gage effortlessly blends European influence with American style. The restaurant serves refined, rustic cuisine, innovative libations and an award-winning wine list in a lively, convivial setting--just steps from Millennium Park and the renowned Art Institute. The Gage is known as a “must visit” among Chicago’s dining scene offering indoor and outdoor dining, the ability to accommodate large groups and several private event spaces.
A photo of il Porcellino restaurant
4.8
Exceptional(4864)
$$$$
• Italian • River North (Chicago)
Booked 130 times today
Il Porcellino, located in the heart of River North in downtown Chicago, is a neighborhood restaurant offering classic Italian-American comfort food in a casual setting. Our seasonal menu focuses on housemate pastas, vegetable antipasti and daily specials, all crafted with ingredients sourced from quality artisans, purveyors, and local farmers. The fun and approachable wine program encourages sharing with selections primarily from Italy. As a way to offset rising costs associated with the restaurant (food, beverage, labor, benefits, supplies), we have added a 3% surcharge to all checks. We do this in lieu of increased menu prices. You may request to have this taken off your check, should you choose.

See what locals rave about

From verified diners like you
From verified diners like you
  • GreggGold
    Chicago / Illinois •10 reviews
    5.0
    Dined 2 days ago
    I have dined at Creepies twice now. Both meals have been outstanding and memorable. Service is impeccable. Every dish I have had has been exceptionally prepared. It’s impressive that each dish hits the table at the right temperature. If you told me Inaki Aizpitarte was in the kitchen I’d believe you.
    More info
    Creepies$$$$• Bistro• West Loop
    4.7
  • robert
    Chicago / Illinois •6 reviews
    5.0
    Dined 3 days ago
    We had reservations for dinner because the New Orleans style plates all sounded so good and were reasonably priced, however, we got there at 5:30 in time for their happy hour, which was fantastic. We started out with really great old-fashioneds a good draft beer for only six dollars and a number of shareable sides that were only eight dollars each with the half price happy hour discount: red beans and rice with andouille, sausage, Cajun Arancini, honeybutter cornbread, Louisiana style, shrimp, salad, and fish nuggets with cornmeal crust and remoulade sauce. We were barely able to finish all of that delicious food and, at the happy hour price, it was a really great deal !
    More info
    Storyville | Lulu's Speakeasy$$$$• Cajun• River North (Chicago)
    4.3
  • Sarah
    Chicago / Illinois •2 reviews
    5.0
    Dined 7 days ago
    Lunch was perfect! They even brought out a birthday surprise for my husband
    More info
    Cindy's Rooftop$$$$• Contemporary American• Downtown / Loop
    4.7
  • Patrick
    Chicago / Illinois •1 review
    5.0
    Dined on May 3, 2026
    The staff was amazing top to bottom the GM Valorie is so hands on and attentive with everything that’s happening she is amazing and the waitress waiters and bartenders as well as all other staff really epitomized what a team effort looks like 1000/10 highly recommended
    More info
    St. Patrick's$$$$• Steakhouse• Calumet City
    3.9
  • Sheree
    Chicago / Illinois •2 reviews
    5.0
    Dined on Apr 25, 2026
    The Manager Jason was totally amazing. I truly appreciate not having to travel to Chicago for great and service.
    More info
    Windy City Social$$$$• American• Munster, IN
    4.3
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