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Best American Restaurants in Old Town

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293 restaurants available nearby

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A photo of Benchmark restaurant
4.5
Awesome(5)
Price: Moderate
• American • Old Town
Booked 11 times today
Benchmark, located in the heart of Old Town, is open for lunch, happy hour, and dinner—Tuesday through Friday from 5pm to close, and Saturday and Sunday from 11am to close. Indulge in our delicious new menu, refreshing cocktails, and vibrant atmosphere—perfect for enjoying great food, catching the game, celebrating parties, or just hanging out with friends.
A photo of Utopian Tailgate restaurant
3.9
Excellent(190)
Price: Expensive
• American • Lincoln Park
Booked 11 times today
A place for friends, wanderers, and adventurers. May you have a drink in your hand and a song in your heart. A playground for grownups 21+ With a curated menu of elevated tailgate fare and an extensive bar program, Utopian Tailgate delivers high times, chill vibes, and an unforgettable experience where the party never ends... and neither do the views.Perched high atop Piper's Alley, above world-famous comedy enclave The Second City, Utopian Tailgate is Chicago's best never-ending rooftop party. Super-sized Jenga, drinking games, disco dance party, and a whole lot more mix with elevated eats and whimsical whistle-wetters all year ‘round. Reservations are encouraged, but we always accept walk-ins until we reach capacity. Reservations will be held for 15 minutes. We offer indoor and outdoor table reservations, as well as party booths (with minimum required spend). We're a 21+ venue.
A photo of Woodie's Flat restaurant
5.0
Exceptional(1)
Price: Moderate
• American • Old Town
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 Black Barrel Lounge - OLD TOWN restaurant
4.3
Awesome(110)
Price: Moderate
• American • Old Town
Updated Americana Fare From Scratch!The Black Barrel LIVE is an updated Americana & Brunch fare tavern and LIVE music venue with a sport friendly attitude with an incredible patio. It is a meeting place for patrons of Chicago and those visiting, all are welcome! With our long list of speciality cocktails and craft beer, there is an option for everyone. Live entertainment happens all the time, including Karaoke, Dueling Pianos, Full bands, Singer / Songwriter Jams, Acoustic Brunch.Grab some delicious food and drink and enjoy the LIVE entertainment!Winner 2020 Chicago Hamburger HopIncredible Outdoor Patio, LIVE MUSIC, Happy hour, Specialty Cocktails, Private Barrel Programs, delicious Fare!
A photo of Corcoran’s Grill & Pub restaurant
4.1
Excellent(164)
Price: Moderate
• American • Old Town
Booked 1 time today
Corcoran's Grill & Pub is located in the heart of Old Town neighborhood, across the street from The Second City. 15 Beers on Tap (including craft, Irish imports and domestic selections), signature cocktails and wine. Irish & American cuisine featuring Pub burger, Fish & Chips, Corned Beef Sandwich and much more! Open for lunch, dinner and late night, offering great daily deals. In the spring and summer we offer special hours, an amazing beer garden as well as a front patio.
A photo of 3 Arts Club Cafe at RH Chicago restaurant
4.8
Exceptional(3750)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 138 times today
The 3 Arts Club Café resides in the grand central garden courtyard of RH Chicago, the Gallery at the Historic Three Arts Club, a 70,000-square-foot design gallery in Chicago's famed Gold Coast neighborhood. We invite you to enjoy our menu of timeless classics for brunch and dinner, and a selection of wines from esteemed vintners in the United States and Europe. RH Chicago also features the 3 Arts Club Wine Vault.For group dining inquiries, please email: chicagohospitality@rh.com
A photo of Summer House - Chicago restaurant
4.7
Exceptional(8120)
Price: Moderate
• American • Lincoln Park
Booked 307 times today
Summer House in Chicago's Lincoln Park offers an authentic taste of Californian cuisine, transporting diners straight to the West Coast with its beach house decor and retractable glass ceiling. Chef Ben Goodnick’s menu brims with seasonal specialties, including market-driven pasta and artisan pizzas that capture the essence of California's fresh, vibrant flavors. Guests rave about the "delicious food and cocktails," with the prickly pear cocktail and oversized cookies receiving special praise. The restaurant’s sunny ambiance and friendly service make it a "wonderful environment" for any dining occasion. Whether brunch or dinner, Summer House provides an exceptional Californian dining experience.
A photo of Café Ba-Ba-Reeba restaurant
4.8
Exceptional(9473)
Price: Moderate
• American • Lincoln Park
Booked 169 times today
Café Ba-Ba-Reeba! in Lincoln Park, Chicago, is a must-visit for those craving authentic American cuisine with a delightful twist. This vibrant restaurant is renowned for its delicious tapas and energetic ambiance, making it "one of the all-time favorites" for locals and visitors alike. The "amazing food, drinks, and service" consistently receive high praise, with many highlighting the delectable seafood paella and flavorful sangria. The lively atmosphere paired with attentive service ensures a memorable dining experience. Café Ba-Ba-Reeba! effortlessly combines traditional American flavors with a contemporary flair, making it a standout choice for any occasion.
A photo of Gibsons Bar & Steakhouse - Chicago restaurant
4.8
Exceptional(9209)
Price: Expensive
• American • Gold Coast / Streeterville
Booked 147 times today
Gibsons Bar & Steakhouse in Chicago’s vibrant Gold Coast is a testament to classic American cuisine at its finest. Renowned for serving "the best steak I’ve ever had," Gibsons offers an unparalleled dining experience that combines premium Gibsons Prime Angus Beef with impeccable service. From the lively ambiance to the expertly crafted cocktails, every visit is a celebration of authentic American dining. Diners rave about the "wonderfully cozy feel" and "outstanding" food, making it a top choice for both locals and visitors alike. With a reputation for excellence, Gibsons is undoubtedly a must-visit destination for lovers of quality American cuisine.
A photo of Girl & the Goat restaurant
4.7
Exceptional(15172)
Price: Moderate
• American • West Loop
Booked 188 times today
Girl & the Goat, nestled in Chicago's vibrant West Loop, is a must-visit for tapas enthusiasts seeking a truly memorable dining experience. Known for its bold and inventive small plates, the restaurant celebrates locally sourced, seasonal ingredients with flair and creativity. Diners rave about standout dishes like the "goat empanadas with their perfectly flaky crust and savory filling" and the "crispy, flavorful chickpea fritters." The lively atmosphere and friendly service only enhance the experience, making it an excellent choice for groups or adventurous foodies. With each dish designed to share, every visit promises a delightful culinary adventure.

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See what locals rave about

From verified diners like you
From verified diners like you
  • Adam
    West Virginia •1 review
    5.0
    Dined on Mar 30, 2025
    The staff was friendly and accommodating. Lots of fun activities and lively music.
    More info
    Utopian TailgatePrice: Expensive• American• Lincoln Park
    3.9
  • Rob
    Chicago / Illinois •8 reviews
    5.0
    Dined on Feb 20, 2025
    Great atmosphere, service and some of the best wings I have ever eaten! The fact that is THE Cincinnati Bengals bar in Chicago only made it better.
    More info
    Woodie's FlatPrice: Moderate• American• Old Town
    5
  • Nancy
    Chicago / Illinois •62 reviews
    4.0
    Dined on Feb 12, 2025
    We are old, maybe even qualifying as elderly. We wanted to find a place to eat in Old Town on a very cold, very snowy evening before we headed for a show at Second City. Benchmark looked about right for a quick, burger meal. Now keep in mind that the next day we had lunch at our more regular haunts, Gibson's and then the day after at RL. Both were what we would describe as 5 stars in every category, so keep that in mind. We're giving this four stars since the burgers would good and came as ordered. The waitress was attentive and helpful. It happened to also be Trivia Night, so we had some entertainment, though we didn't participate, but enjoyed the tables around us of young people. We knew nearly every single answer and we shared a few with the neighboring tables. Probably against the rules, but who's going to complain about that nice older couple? I'd say if you're looking for a fairly quiet bar with decent food up on Wells, you might try this spot. Not outstanding, nothing like our usual, but adequate under the circumstances. Would we go again? Yes maybe, but clearly not our jam.....but damn we were good at trivia!
    More info
    BenchmarkPrice: Moderate• American• Old Town
    4.5
  • Lauri
    Grand Rapids / Western Michigan •16 reviews
    5.0
    Dined on Jan 12, 2025
    Great little pub to grab a bite before Second City. Friendly staff and food was delicious. Highly recommend
    More info
    Corcoran’s Grill & PubPrice: Moderate• Irish• Old Town
    4.1
  • OpenTable Diner
    Chicago / Illinois •3 reviews
    5.0
    Dined on Apr 26, 2024
    We arrived with a larger group and they accommodated us anyway even though they were busy! Server was great with a great attitude. The food was tastey! We ordered a few apps and some pizzas for our group. Everything came out on time and hot even though it was hopping. Drinks were good. We didn’t try dessert but the table next to us did and it looked good. We really enjoyed it.
    More info
    Black Barrel Lounge - OLD TOWNPrice: Moderate• American• Old Town
    4.3

Discover best American restaurants in Old Town

Discover the vibrant American dining scene in Old Town, Chicago, where a variety of restaurants offer an authentic taste of American cuisine mixed with local charm. Each venue in this historic neighborhood brings its unique twist to traditional and modern American dishes, ensuring an unforgettable culinary experience. Whether you're craving meticulously crafted cocktails, diverse craft beers, or live entertainment to complement your meal, Old Town's American eateries have something to suit every palate. These establishments are celebrated for their commitment to quality and service, often featuring menus that cater to a range of dietary needs including vegetarian and gluten-free options. The dining atmosphere ranges from cozy pub vibes with a selection of Irish and craft beers to sophisticated bar settings where specialty cocktails steal the spotlight. Enjoy the culinary excellence and welcoming ambiance that make Old Town a go-to destination for those seeking a top-notch American dining experience in Chicago.

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