Yes North America does experience winter weather when it's summer in South America.
This is because of the way the earths axis is tilted which is around 23.5 degrees which is because the earth is never straight up or down to the sun.
When summer is happening in North America the North Pole and the Northern Hemisphere is pointing in the direction of the sun.
That's why the seasons are different at different times between North American and the Northern Hemisphere.