If your PDF document has actual text, not outlines or raster images of text, you should be able to press CTRL + A to select all text at once. Press CTRL + C to copy it all at once. Go to your Word file and press CTRL + V to paste it all at once. Then use your font options to create the smallest font you can read. Consider Arial Narrow at 5,6, or 7 pt. The quality of your printer will make a difference here. Laser printers with a high dpi make perfectly legible text at 5 pt (for young eyes).

Did your professor define the size of one page? Consider using 8.5" x 14" paper.