Approaching Chapleau, Highway 101 encounters Highway 129, onto which it turns northward and becomes concurrent for . Prior to entering the town, Highway 101 branches eastward, passing north of Chapleau Airport and resuming its course through the wilderness. Midway between Chapleau and Timmins, the route passes the village of Foleyet. It briefly travels through Timiskaming District before entering Cochrane District, through which the remainder of the route passes. After entering the city of Timmins, and approximately east of Highway 129, the route meets Highway 144, which travels south to Sudbury. Classified as a city, accelerated development has occurred progressively in the western portion of the municipality , with the urban portion located in the centre of the city. Through the urban portion, Highway 101 is not maintained as a provincial highway and is a local road. This discontinuity begins just east of Kamiskotia Road and continues for to Gervais Street North.