I biked around Santiago. It's a sprawling, modern city. But I took a bus to get out of town and later back to Santiago. It was easy at that time to put a bike on a long distance bus. Most of my time in Chile was spent cycling in the gorgeous Lake Region in south central Chile, roughly between Puerto Montt and Temuco, as well as adjacent parts of Argentina. In the summer months, the Carretera Austral south of Puerto Montt is a big cycling attraction. I also biked a bit near the coast west of Santiago around Valparaiso.
I haven't biked in Uruguay, but I met a British couple on bikes in Argentina and they began in Montevideo and said they really enjoyed cycling in Uruguay.