The 57th Street Art Fair, the oldest juried art fair in the Midwest, runs June 7th and 8th, with 250 artists showcasing paintings, sculpture, and photography. 57th Street and Kenwood Avenue; 773-493-3247

The Do-Division Street Fest and Sidewalk Sale continues June 1st, with music as well as discounts and treats at the shops along Division Street from Ashland Avenue to Leavitt Street.

Jake starts its semiannual sale on June 19th, offering 40 percent off selected apparel, shoes, and bags. 3740 N. Southport Ave., 773-929-5253; 939 N. Rush St., 312-664-5553; 565 Lincoln Ave., Winnetka, 847-501-5233

Lee Allison, a local necktie designer, hosts an annual Father’s Day open house on June 7th and 8th from 11 a.m. to 6 p.m. each day, with discounts on ties, bow ties, and shirts. 1820 W. Webster Ave.; 773-276-7172

The 59th annual Old Town Art Fair runs June 14th and 15th, featuring paintings, sculpture, ceramics, and more from 260 artists. Main entry is at Lincoln Avenue and Wisconsin Street. Admission ranges from $5 to $7. 312-337-1938,

The 24th annual Printers Row Book Fair runs along Dearborn Street between Congress Parkway and Polk Street, with rows of vendors peddling new, used, and antiquarian books. The sale runs June 7th and 8th. 312-222-3986

The 34th annual Wells Street Art Festival runs June 14th and 15th, with glass, ceramics, drawings, and paintings from 300 artists. Along North Wells Street between North Avenue and Division Street. Admission is $7 to $10. 773-868-3010