The average asking price for a used 1999 Chevrolet Silverado is $17,897, across 7 cars for sale at U.S. dealers as of Nov 10, 2026.
| Year | Average asking | Miles | For sale |
|---|---|---|---|
| 2025 | $50,661 | 14,468 | 3 |
| 2024 | $47,790 | 31,989 | 4 |
| 2023 | $52,900 | 11,853 | 1 |
| 2022 | $42,962 | — | 3 |
| 2021 | $37,995 | — | 1 |
| 2020 | $66,115 | — | 3 |
| 2019 | $29,900 | — | 1 |
| 2018 | $49,995 | — | 1 |
| 2017 | $37,484 | 63,556 | 7 |
| 2016 | $36,576 | 39,784 | 5 |
| 2015 | $21,028 | 81,903 | 3 |
| 2014 | $21,995 | — | 1 |
| 2013 | $21,297 | 144,444 | 3 |
| 2012 | $12,495 | — | 1 |
| 2011 | $12,995 | 120,000 | 2 |
| 2010 | $20,245 | 133,000 | 2 |
| 2008 | $43,900 | — | 1 |
| 2007 | $14,873 | — | 4 |
| 2006 | $27,748 | 96,271 | 8 |
| 2005 | $58,845 | 21,350 | 4 |
| 2004 | $24,822 | 168,000 | 8 |
| 2003 | $39,995 | — | 2 |
| 2002 | $25,065 | — | 9 |
| 2001 | $23,402 | — | 6 |
| 2000 | $16,496 | 119,500 | 7 |
| 1999 | $17,897 | — | 7 |
| 1998 | $22,183 | 128,395 | 7 |
| 1997 | $17,765 | 160,881 | 6 |
| 1996 | $27,195 | — | 2 |
| 1995 | $35,336 | 112,111 | 5 |
| 1994 | $15,946 | 153,000 | 10 |
| 1993 | $31,313 | 103,500 | 6 |
| 1992 | $18,297 | 182,286 | 8 |
| 1991 | $29,850 | — | 1 |
| 1990 | $35,128 | — | 3 |
| 1989 | $22,176 | 317,492 | 10 |
| 1988 | $20,596 | — | 4 |
| 1987 | $26,907 | 102,725 | 17 |
| 1986 | $25,199 | 57,900 | 16 |
| 1985 | $34,731 | 65,502 | 20 |
| 1984 | $19,149 | 89,571 | 21 |
| 1983 | $28,445 | 113,000 | 4 |
| 1982 | $16,360 | 33,098 | 11 |
| 1981 | $17,745 | 38,000 | 4 |
| 1980 | $26,900 | — | 2 |
| 1979 | $25,395 | 40,750 | 5 |
| 1978 | $22,643 | 60,974 | 15 |
| 1977 | $25,698 | 7,000 | 5 |
| 1975 | $15,995 | 120,000 | 2 |
| 1973 | $9,995 | 64,183 | 1 |
| 1972 | $13,895 | — | 1 |
Used 1999 Chevrolet Silverados for sale at U.S. dealers ask $17,897 on average (half ask less than $12,995), across 7 cars. 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 $17,897 on average; the 1998 asks $22,183 with 128,395 miles, and the 2000 asks $16,496 with 119,500 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.