Can you trade in one car and get 2 cars?

ya but the value has to be similar (1 good car = 2 crappy cars)

Sure you can. The vehicle you want to trade has a value. You can use that value to buy 1 car 2 cars, Trade in for ferarri and buy 5 escorts. You dont even have to buy a car. 99.9% of dealerships would be happy to write you a check for your car.

You should 1st find a good source for your trade value. Blackbook makes you pay, Blue book gives silly numbers. It is powered by Auto Trader and gives you a real offer. Most dealerships will beat this offer by $200 to $1000 dollars depending on how bad they want the car but it is a realistic place to start.