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The only way to do it is to take the transmission pan off. Loosen all the bolts on the back of the pan leaving the front bolts tightened. This will allow the fluid to mostly drain out of the pan then it will be a lot easier to remove, and it won't be as heavy.

TIP: Get a drain plug from your local auto parts store, and drill a hole on the rear side of the pan, install the plug and it will make future drains much easier. There is one caveat, the whole purpose of changing the tranny fluid is to change the tranny filter as well. It defeats the purpose of putting new fluid in if you still have an old filter. Arguably its better to atleast change the fluid, but it really doesn't do much good. You should also clean off the magnet at the bottom of the transmission pan (it will look like a square of grease). It collects all the metal shavings that come off the gears over the years. Just putting that back up, with new oil and leaving the metal isn't any good either.

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Q: How do you drain transmission oil on a 1999 Chevy blazer?
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