ruffly 5000LBS at 250 a square for 3tab shingles can be a little less or more depending on maker of shingles
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If you mean square feet, there are 100 square feet in a square. So 20 squares is 2000 square feet.
When talking about the area of a roof, remember that it is not the same as the square footage of the structure. For example a 20 x 30' building with a 12" overhang and a 4/12 pitch will have 736 sq ft of roof vs only 600 sq ft of slab. One square of shingles covers 100 square feet. 15 year shingles come 3 bundles to a square. 25 year come 4 bundles to a square.
It depends on the brand and type but conventional shingles of a good grade would be about 225 lbs.
what is the cost of a roof per square foot