No it will not. Reason is that in late 1999 chevy REDESIGNED all the engines and transmissions. NOTHING over the year of late month 1999 will interchange with anything under the year of late 1999. These are the years that you will need to find and that will work in that truck. 1993,94,95,98, and early 1999 4L60E transmission if it is a 1/2 ton and the 4L80E if it is the 3/4 ton. All those years will interchange. The 96 and 97 years will NOT work.
A eaton fuller 18 speed roadranger gearbox is used
Dexron iii
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You can if the 99 is the new body design / nother words the 99 body will look like the 2003 body. In LATE 1999 chevy REDESIGNED all there engines and transmissions and NOTHING will interchange from 1999 down to late 1999 and up.
YES
No, Chevy changed the wiring harness in 2003. and the way it is mounted, it can be made to work though.
Will a 2000 chevy 2500 bumper fit a 2005 chevy 2500
No it will not.
Yes. Only if you have 6 lug pattern. All Chevy trucks 6 lug patterns are the same 6x139.