Old Town

Chicago | Near North Side (Downtown)

Overview 

A plethora of restaurants, specialty food spots, and high-end shops are packed into a three-block stretch of Wells Avenue, constituting the commercial heart of Old Town. The biggest draw is the famous Second City comedy club and it really is an area with something for everyone. It was settled in the 1850s by German immigrants; community life at that time was centered on St. Michael’s Church, which was destroyed in the Great Chicago Fire of 1871.

Shopping

Old school merchants have been selling everything from couture to second-hand clothes here for decades; today, designer shoe boutiques rub up alongside upscale spice shops and even a customized motorcycle showroom.

Dining/Nightlife

The tightly packed restaurants in action here run the gamut: Italian, Japanese sushi, French bistro and Mexican--and that's just a start. Nightlife options range from the aforementioned Second City to neighborhood bars and more fancy, lounge-style digs, too. Many establishments offer outdoor seating during the warmer months, and some even use tents with high-output space heaters to give an outdoors feel to winter-in-Chicago dining and drinking.

Culture & Attractions 

In recent years, Old Town has developed into ever more of a destination for residents of the city and visitors alike. It first emerged as a true destination in the 1960s, when comedians like Joan Rivers (back in 1961), John Belushi, John Candy, Bill Murray, and Dan Aykroyd, just to name a few. Shop or catch a movie at Piper's Alley, a multi-level retail complex with everything from a cinema to sporting goods stores.

The Low Down

A personal favorite of ours is a classic candy shop that specializes in chocolate molds, The Fudge Pot. Also highly recommended are their chocolate-covered strawberries and caramel apples. Next door, Fresh Choice delivers some of the best smoothies in Chicago. Golden Tee aficionadoes will find their game just waiting for them at Burton Place.

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Listings within the Old Town Area

 

Adobo Grill

1610 N. Wells St. , Chicago, IL 60614

Phone: 312-266-7999


 

Bistrot Margot

1437-39 N. Wells , Chicago, IL 60610

Phone: 312-587-3660


 

Black Duck Tavern and Grille

1800 N. Halsted St , Chicago, IL 60614

Phone: 312-664-1801


 

Dinotto Ristorante

215 W. North Ave. , Chicago, IL 60610

Phone: 312-202-0302


 

Fireplace Inn

1448 N. Wells St. , Chicago, IL 60610

Phone: 312-664-5264


 

Heat

1507 N. Sedgwick St. , Chicago, IL 60610

Phone: 312-397-9818


 

Kamehachi

1400 N. Wells , Chicago, IL 60610

Phone: 312-664-3663


 

Old Town Brasserie

1209 N. Wells St. , Chicago, IL 60610

Phone: 312-943-3000


 

Pasta Palazzo

1966 N. Halsted St. , Chicago, IL 60614

Phone: 773-248-1400


 

Pizza Capri

1733 N. Halsted St , Chicago, IL 60614

Phone: 312-280-5700


 

Salpicon

1252 N. Wells St , Chicago, IL 60614

Phone: 312-988-7811


 

Sangria Restaurant and Tapas Bar

901 W. Weed St. , Chicago, IL 60622

Phone: 312-266-1200


 

Spoon

1240 N. Wells St , Chicago, IL 60610

Phone: 312-642-552


 

Tony n' Tina's Wedding

230 W. North Ave , Chicago, IL 60610

Phone: 312-664-8844 or 800-936-4868


 

Topo Gigio Ristorante

1516 N. Wells St. , Chicago, IL 60610

Phone: 312-266-9355


 

Trattoria Roma

1535 N. Wells St , Chicago, IL 60610

Phone: 312-664-7907


 

Twin Anchors

1655 N. Sedgwick St. , Chicago, IL 60614

Phone: 312-266-1616


 

Twin Anchors

1655 N. Sedgwick St. , Chicago, IL 60614

Phone: 312-266-1616


 

Vinci

1732 N. Halsted St. , Chicago, IL 60614

Phone: 312-266-1199


 

Haberdash

1350 N. Wells St. , Chicago, IL 60610

Phone: 312-440-1300


 

Wildflowers

1407 N. Wells St. , Chicago, IL 60610

Phone: 312-654-0482


 

Burton Place

1447 N. Wells St. , Chicago, IL 60610

Phone: 312-664-4699


 

Crobar

1543 N. Kingsbury St. , Chicago, IL 60622

Phone: 312-266-1900


 

O'Brien's

1528 N. Wells St , Chicago, IL 60610

Phone: 312-787-3131


 

Zanies Comedy Club

1548 N. Wells St. , Chicago, IL 60610

Phone: 312-337-4027


 

Luna Negra Dance Theater

1016 N Dearborn Pkwy. , Chicago, IL 60610

Phone: 312-337-6882


 

Steppenwolf Theatre Company

1650 N. Halsted St. , Chicago, IL 60614

Phone: 312-335-1650


 

The Second City

1616 N. Wells St. , Chicago, IL 60614

Phone: 312-337-3992


 

Thodos Dance Chicago

811 West Evergreen, Suite 301 , Chicago, IL 60622

Phone: 3122666255


 

Tony 'n' Tina's Wedding

230 W. North Ave , Chicago, IL 60610

Phone: 312-664-8844 or 800-936-4868


 

New View Realty

1452 North Orleans , Chicago, IL 60610


 



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