Bear in mind that not all of these books are of Repairman Jack, but are in the same world and there are crossovers that influence the Jack novels and you'll need to read them to know what is going on. Some are short stories that were part of compilations, the key to those books is at the end.
THE TOMB (summer)
"The Barrens" (ends in September)*
"A Day in the Life" (October)*
"The Long Way Home" ++
LEGACIES (December)
CONSPIRACIES (April) (includes "Home Repairs")
"Interlude at Duane's" (April)**
ALL THE RAGE (May) (includes "The Last Rakosh")
HOSTS (June)
THE HAUNTED AIR (August)
GATEWAYS (September)
CRISSCROSS (November)
INFERNAL (December)
HARBINGERS (January)
At this point you'll want to start chronologically, if you do so before "The Tomb" there will be spoilers.
THE PAST
"Demonsong" (prehistory) (free download)
"Aryans and Absinthe" (1923-1924)**
BLACK WIND (1926-1945)
THE KEEP (1941)
REBORN (Feb-Mar 1968)
"Dat Tay Vao" (Mar 1968)+
JACK: Secret Histories (1983)
JACK: Secret Circles (1983)
JACK: Secret Vengeance (1983)
"Faces" (1989)*
COLD CITY (1990)
DARK CITY (1991)
FEAR CITY (1993)
"Year Zero minus three"
SIBS (February)
This is where "The Tomb" Starts
BLOODLINE (April)
BY THE SWORD (May)
GROUND ZERO (July)
THE TOUCH (ends in August)
The Peabody-Ozymandias Traveling Circus & Oddity Emporium (ends in September)
"Tenants"*
YEAR ZERO
"Pelts"*
REPRISAL (ends in February)
FATAL ERROR (February) (includes "The Wringer")
THE DARK AT THE END (March)
NIGHTWORLD (starts in May)
* included in The Barrens & Others
** included in Aftershock & Others
+ included in the 2009 reissue of The Touch
++ included in Quick Fixes
