Vintage pennants are difficult to date to a specific season. Many pennants were for sale at the ballparks for several years in a row. Team logo's and artwork could help in dating. Often team will use the same artwork on other souvenirs like programs, and yearbooks making it possible to date to a specific year.
Most pre 1970 full sized (12" x 30") felt pennants sell for below $50.- $100. Photo pennants, and scroll or roster pennants listing team players, Championship, and World Series Pennants are more desired by collectors and will sell for more. The pennant you have "with all the names" might be a scroll pennant or Roster pennant and will have extra value. I would need more information to help you out to be more specific. As with all collectibles condition is important. Common flaws with pennants are missing ties, pin holes, frying, creases, and "crackling" on the printing. Sometimes people will trim down a pennant to rid it of the frying or other flaws like a flat tip (point) Caused by being pinned up and ripped off. Any of these flaws will degrade the pennant significantly. See Related Links below for vintage Baseball pennants that might be similar to yours.
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Value is based on average prices of recently closed auctions. Prices may vary based on condition, and the type of authenticity that accompanies the baseball. Prices may also vary based on the amount of signatures, and key signatures acquired. The more complete the baseball with key signatures the more valuable.
If the signatures are not properly authenticated the baseball could sell at half the market value or less.
It depends on the size and the condition, and what is on the pennant. Does it have pictures or words, or both, and what are they?