Old Town Progressive Dinner Wednesdays
Each Wednesday in January and February, Progressive Dinner Wednesdays invited diners to explore
Old Town by visiting multiple restaurants. Participating spots offered a special menu item for $5,
encouraging guests to sample a variety of dishes and discover new favorites. The event highlighted the
neighborhood’s vibrant dining scene and supported local restaurants during the winter months.
Look for it to return in 2027.
From longtime family favorites and neighborhood taverns to exciting modern newcomers, Old Town offers
something for every occasion. Whether you are looking for a place to watch the game, plan a date night,
enjoy happy hour, or settle in for weekend brunch, the neighborhood’s restaurants, cafés, and bars
reflect its vibrant culinary spirit. From patio cocktails and shareable plates to thoughtfully prepared
multi-course meals, Old Town’s dining scene offers experiences for every taste and moment.
Benchmark
1510 N. Wells Street
(312) 649-9640
benchmarkchicago.com
Restaurant and bar with an innovative menu, signature cocktails, a patio and roof deck, and a packed
calendar of events.
Blue Leopard
1252 N. Wells Street
(312) 919-0689
blueleopardchicago.com
Elevated dining and late-night cocktail lounge with a distinct style and speakeasy revival aesthetic.
Bob’s Pizza
1512 N. LaSalle Drive
(312) 869-8006
famousbobspizza.com
Pizza for take-out or delivery with Bob’s signature dough, crafted with Chicago favorite Old
Style beer.
Burton Place Bar
1447 N. Wells Street
(312) 664-4699
burtonplacechi.com
Neighborhood bar with three floors of fun, 24 drafts with seasonal selections, and reasonably priced
quality food.
Caché
1446 N. Wells Street
(312) 374-8588
cachechicago.com
A new discreet cocktail lounge with curated small bites and an intimate ambiance.
Cal’s Corner
1200 N. Wells Street
(872) 299-3143
cals-corner.com
Cozy neighborhood café with handcrafted coffee drinks, exceptional smoothies, cauli-crust pizzas, a
signature brekkie bagel sandwich, and more.
Chiang Mai Night Bazaar
215 W. North Avenue
The team behind Tuk Tuk Thai Isan Street Food brings the vibrant energy of Northern Thailand and bold
flavors to Old Town.
Cocoa & Company
1651 N. Wells Street
(312) 624-8540
cocoaandco.com
Specialty café featuring exceptional coffee and high-quality chocolate, showcased in beverages, baked
goods, and handcrafted bars.
Corcoran’s Grill & Pub
1615 N. Wells Street
(312) 440-0885
corcoransoldtown.com
Long-running neighborhood Irish pub with a lovely beer garden, great food, and a large selection of
beer and cocktails in a historic Victorian brick building.
Declan’s Irish Pub
1240 N. Wells Street
(312) 642-5522
declansirishpub.com
Classic tavern eats, beer & whiskey in a cozy space with a tin ceiling, antique bar, sports on TV, and
a patio that offers a neighborhood feel.
Doghouse Grill
1534 N. Wells Street
(312) 631-3737
doghousegrillchi.com
Renowned for its authentic Chicago-style hot dogs, hearty burgers, and Italian beef sandwiches.
Fireplace Inn
1448 N. Wells Street
(312) 664-5264
fireplaceinn.com
Established in 1969, this family-run restaurant and bar features signature baby back ribs, steaks,
gourmet burgers, and an impressive drink menu.
Foxtrot
1562 N. Wells Street
(312) 796-3142
foxtrotco.com
Chicago-based urban market offering a curated selection of local goods, healthy options, coffee, and
eats to enjoy in the cafe, on the patio, or to-go.
Gavroche
1529 N. Wells Street
(312) 898-8925
gavrochechi.com
Old Town’s French boutique restaurant, by acclaimed restaurateur Jason Chan, is an intimate take
on modern French cuisine.
Glunz Tavern
1202 N. Wells Street
(312) 642-3001
glunztavern.com
A historic bar and restaurant offering an old-world atmosphere, European-inspired tavern favorites,
classic cocktails, and an extensive selection of wines and beers.
Happy Camper
1209 N. Wells Street
(312) 344-1634
happycamper.pizza
Lively Chicago pizzeria known for its creative pizzas, vibrant atmosphere, camper-themed decor, and
spacious patios.
Kamehachi
1531 N. Wells Street
(312) 664-3663
kamehachi.com/old-town
Chicago’s first sushi restaurant, celebrated for its fresh sushi, traditional Japanese dishes,
and warm, inviting atmosphere since 1967.
Kanela Breakfast Club
1549 N. Wells Street
(217) 615-1973
kanelabreakfastclub.com
Cozy eatery with a modern twist on a Greek-influenced American breakfast and lunch, featuring locally
sourced ingredients.
La Fournette
1547 N. Wells Street
(312) 624-9430
lafournette.com
Traditional French bakery run by fourth-generation French bakers, serving distinctly Alsatian baked
goods including croissants, croque-monsieurs, breads, and home made jams.
Marge’s Still
1758 N. Sedgwick Street
(312) 664-9775
margeschicago.com
Homestyle cooking and classic cocktails at a beloved neighborhood gastropub. The oldest running Chicago
tavern, Est 1885.
McDonald’s
1563 N. Wells Street
(312) 266-2633
mcdonalds.com
Breakfast, burgers, fries, and more from a supportive community partner in a convenient location.
Moon Star Kitchen & Bar
1617 N. Wells Street
(312) 624-8142
moonstaroldtown.com
Elevated shareables, craft cocktails, and curated wine in a stylish space with a hidden back
patio-brought to you by the owners of Corcoran’s Grill & Pub.
Old Town Ale House
219 W. North Avenue
(312) 944-7020
theoldtownalehouse.com
Hailed as the “best dive bar in Chicago,” this laid-back spot has served patrons since
1958. Known for its political-themed art, it sits across from The Second City.
Old Town Pub
1339 N. Wells Street
(312) 266-6789
oldtownpubchicago.com
Known for its top-notch burgers and crispy tavern-style pizzas, this brick-walled pub serves an
extensive menu in a welcoming atmosphere.
Orso’s Restaurant
1401 N. Wells Street
(312) 787-6604
orsosrestaurant.com
Family-owned Italian trattoria serving classic pastas and heirloom recipes in a romantic setting with a
charming three-season garden patio.
Professor Pizza
1610 N. Wells Street
(312) 471-0400
professor.pizza
Unique New York-style pizza alongside delicious cocktails in the historic Piper’s Alley
building.
Rabbit Hole
1208 N. Wells Street
(312) 274-1824
therabbitholechicago.com
Elevated bar food and unique cocktails in an eclectic and funky atmosphere.
Ranalli’s
1925 N. Lincoln Avenue
(312) 642-4700
ranallislincolnpark.com
Neighborhood pizza bar serving up tavern-style and pan pizzas, iconic appetizers, hearty sandwiches,
and fresh salads alongside craft beer and classic cocktails.
Rest & Recreation
1359 N. Wells Street
restandrecreationchicago.com
Coming in Summer 2026: Coffee and cocktails, done right. Great non-alcoholic menu. Chicago gifts.
Independent, local, woman-owned.
SHŌ Omakase
1533 N. Wells Street
sho-chicago.com
A new modern omakase dining experience that blends Japanese flavors with inspirations from around the
globe.
Taco Pros
1435 N. Wells Street
(312) 248-8116
tacopros.com
Fresh Mexican food with late-night, dine-in, delivery and pick-up options.
The L Station Chop House
455 W. North Avenue
(312) 366-2195
thelstation.com
A stylish new steakhouse offering a luxurious yet welcoming atmosphere and elevated American chophouse
classics.
The Scout Waterhouse + Kitchen
1419 N. Wells Street
(312) 705-0595
scoutwh.com
An energetic new American kitchen and upscale sports bar with a spacious two-story dining room and a
cozy second-floor fireplace.
The VIG
1527 N. Wells Street
(312) 982-2186
thevigchicago.com
A refined, 1950’s-themed “sports parlor” with a warehouse-style aesthetic that blends
a high-energy bar scene with a sophisticated gastropub menu.
Topo Gigio Ristorante
1516 N. Wells Street
(312) 266-9355
topogigiochicago.com
Classic and modern Italian dishes—pasta, fresh seafood, and more—served in a warm,
welcoming setting. Dine al fresco in their charming garden.
Twin Anchors Restaurant
1655 N. Sedgwick Street
(312) 266-1616
twinanchorsribs.com
Founded in 1932, this old-school tavern and barbecue restaurant is known for tender, baby back ribs and
pork sandwiches. A table in the back was often reserved for Frank Sinatra.
Waffle Vibes
315 W. North Avenue
(312) 805-1685
wafflevibes.com
A new spot serving up creative waffles, ice cream, açaí and yogurt bowls, and smoothies from morning
through night.
Wells Street Kitchen & Juice
1647 N. Wells Street
(312) 285-7993
eatdrinkwells.com
A fresh new kitchen with a passion for quality ingredients in healthy juices, smoothies, sandwiches,
and salads.
Winnie’s Sports Bar and Grill
1400 N. Wells Street
(708) 316-8418
winnieschicago.com
New sports bar featuring an inviting atmosphere and American menu with crowd favorites reimagined.
Woodie’s Flat
1535 N. Wells Street
(312) 643-0093
woodieschicago.com
Lively restaurant with a creative menu featuring wings with 12 different sauces, wood-smoked burgers,
trivia, and sports.
Fun Fact
Kamehachi is Chicago’s first sushi restaurant, owned and run by three generations of women.
Fun Fact
New restaurant SHŌ Omakase opened in August of 2025 and has been named a 2026 semifinalist of the James
Beard Award for Best Chef Great Lakes Region.
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