The average asking price for a used 1999 Chevrolet Silverado 3500 is $13,375, with 71,400 miles on average, across 4 cars for sale at U.S. dealers as of Nov 10, 2026.
Used 1999 Chevrolet Silverado 3500s for sale at U.S. dealers ask $13,375 on average (half ask less than $9,550), across 4 cars. The cars for sale have 71,400 miles on average: one with fewer miles is worth more, and one with more is worth less. To check one car's price against cars of its trim and mileage, enter its VIN in OttoQuest's free Deal Check.
The 1999 asks $13,375 on average with 71,400 miles; the 1998 asks $19,327 with 115,692 miles, and the 2000 asks $8,563 with 181,845 miles.
Used and certified cars for sale at US dealers, each car counted once. Days listed are the dealer’s own days on market where they publish it. Price moves compare the same cars at both ends of the window.
| 63 |
| 2014 | $31,621 | 126,401 | 16 |
| 2013 | $21,405 | 159,792 | 43 |
| 2012 | $20,681 | 156,758 | 21 |
| 2011 | $21,493 | 162,126 | 22 |
| 2010 | $16,545 | 203,513 | 4 |
| 2009 | $14,946 | 204,746 | 5 |
| 2008 | $21,926 | 171,444 | 7 |
| 2007 | $17,922 | 200,844 | 19 |
| 2006 | $22,699 | 151,201 | 29 |
| 2005 | $19,119 | 171,293 | 41 |
| 2004 | $18,691 | 159,582 | 23 |
| 2003 | $18,147 | 180,265 | 7 |
| 2002 | $12,392 | 196,948 | 8 |
| 2001 | $20,707 | 115,420 | 10 |
| 2000 | $8,563 | 181,845 | 8 |
| 1999 | $13,375 | 71,400 | 4 |
| 1998 | $19,327 | 115,692 | 7 |
| 1997 | $11,000 | 172,000 | 1 |
| 1996 | $13,800 | 96,964 | 5 |
| 1995 | $11,376 | 119,116 | 6 |
| 1994 | $20,089 | 155,036 | 5 |
| 1993 | $34,307 | 223,327 | 3 |
| 1992 | $4,450 | 199,518 | 1 |
| 1989 | $7,465 | 180,247 | 3 |
| 1988 | $12,411 | 12,110 | 1 |
| 1987 | $40,995 | 135,000 | 1 |
| 1986 | $40,995 | 11,000 | 1 |
| 1982 | $10,995 | — | 1 |
