According to TCR-10, the blue large crown chip was 1942 (2nd row, third chip)
And the red $5 chip, row #3, chip #2 was from 1984
The LE, row #3, chip #1, was from 1995
The navy chip, row #2, chip #2, is from 1955. The other side of that one says that it's good at the California Club.

Hope that helps you get started...