The NFL / AFL Logos on pennants date back to at least 1962....
Pictured below are two that I was able to find rather quickly....
* 1963 Detroit Lions Picture Pennant with the "NFL Shield" Logo
* 1960-62 Raiders Pennant with Gold/Black colors (the Raiders switched to Silver/Black in 1963)
There are quite a few other examples from the early 60s... but these two provide some concrete evidence.
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