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Interstate 355 is an interstate highway and tollway in the western and southwest suburbs of Chicago, Illinois, United States. Like other tollways in the northeastern portion of the state, I-355 is maintained by the Illinois State Toll Highway Authority (abbreviated ISTHA, but commonly referred to as the "tollway authority"). I-355 runs from Interstate 80 in New Lenox north to Interstate 290 in Itasca, The highway is six lanes wide for its entire length.

The tollway authority opened I-355 as the North–South Tollway in 1989 to ease congestion on Illinois Route 53 (IL 53), a parallel two-lane state highway in central DuPage County. Initially, I-355 ran from I-55 north to I-290. The new highway helped cut travel times for commuters traveling north and south in the county. According to commercial real estate developers at the time, the new tollway also opened the western suburbs of Chicago to commercial and industrial development.

On November 11, 2007, the tollway authority opened a southern extension of I-355 from I-55 to I-80, a distance of 12.5 mi; on its opening, the tollway authority changed the name of the tollway to "Veterans Memorial Tollway". The tollway authority laid the route of the new extension through Will County and a small portion of Cook County, one of the fastest-growing regions in Illinois. The tollway authority expects the extension to cut travel times in the region by 20 percent. (Read more...)