I overlooked this post one year ago, so my reply might be just-in-time or just for the record.
There are five extended pieces of dirt road between Antelope Wells and Tucson that you can combine in many different ways.
1. The road over the San Luis pass between AW and Cloverdale, a ghost town in the Animas Valley. The trail over the pass is closed and probably illegal, but it has been done at least once in recent years
https://wanderingbybicycle.com/2013/10/03/adios-estados-unidos-hola-chihuahua-mexico/ . It starts a few miles north of AW and hits the dirt road NM-338 near Cloverdale. NM-338 goes north towards the start of the Geronimo Trail and further to Animas (54 mi between AW and start of the Geronimo Trail, all on dirt).
2. The Geronimo Trail between Animas-NM and Douglas-AZ. Starting in Animas (2 groceries, 1 café) on NM-338, there is about 20 miles of pavement and 9 miles of dirt before the turnoff on the Geronimo Trail. The road goes up to a pass (5850 ft) and descends to Slaughter Ranch and Douglas (groceries, hotels, restaurants). For pics and map see
https://www.crazyguyonabike.com/doc/page/?o=tS&page_id=367471&v=bp (78 mi ; about 55 mi on dirt)
3. The Montezuma Canyon Rd from the east entrance of Coronado National Memorial, about halfway between Bisbee and Sierra Vista, to Parker Canyon Lake. The road climbs over the Montezuma Pass (6500 ft) and rolls down and up to the Lake (22 mi ; about 17 mi on dirt). For map and pics, see
https://www.crazyguyonabike.com/doc/page/?o=tS&page_id=367147&v=cQ .
4. The Arizona Trail between Parker Canyon Lake and Tucson. See Biking the Arizona Trail guide by Andrea Lankford.
5. The road between Rodeo-NM and the entrance of the Chiricahua National Monument over the Onion Saddle (34 mi ; about 18 mi unpaved). For map and pics see
https://www.crazyguyonabike.com/doc/page/?o=tS&page_id=367657&v=aF . If you take this road, you might continue towards Tucson over the Gleeson Rd between Hwy-191 south of Sunizona-AZ and Tombstone-AZ (about 40 mi on dirt).
