It wasn't exactly Alcatraz, but it still must have been a bit embarrasing for the deputy sheriff on duty when two prisoners cut some bars and escaped from the Pima County jail.
The prisoners apparently knew exactly when the sheriff went to breakfast, thus making for an easier escape.
From the Arizona Daily Star, Aug. 28, 1906:
TWO PRISONERS ESCAPE
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Cut a Way Through Bars Leading to Corridor and Pass Out Through Recorder's Rear Office
While day Jailer Manuel Pacheco was out for breakfast Sunday morning about 7 o'clock, Deputy Sheriff Tom Mills being on temporary duty and occupying a chair out of range in the corridor, Miguel Carrillo and C. F. Randall gained access to the corridor from east side section ground floor, having cut two of the 3-4 inch bars which permitted their exit.
The two men then with one of the broken bars easily forced open an obstruction which opened into a passage under the stairway to the second floor corridor and upper sections of cells. This passage way led into the rear office of the county recorder's department. From this room the windows facing east became a ready means of egress to the yard into which they jumped and thence they made their way into Church street.
Once at liberty the escapees evidently struck for the western hills in the hope of keeping out of reach of the officers, and, if possible, find their way to the international line and cross into Mexico.
Carrillo was observed by a person as he, Carrillo, was proceeding toward the river, notified the sheriff's office, by which time the two men had a good start.
Sheriff Pacheco and a posse immediately started after the men but up to a late hour they had not apprehended the escaping prisoners.
When the men were operating the other prisoners were singing creating the usual noises which afforded Carrillo and Randall opportunity to operate in concluding the work of cutting the bars, which they previously worked upon in order to gain time and have all ready for the chance they knew would be open at the hour named above.
The officers upon discovering loss of Carrillo and Randall at once locked up the remaining prisoners securely, no others, apparently, having shown a disposition to follow the present fugitives.
To the credit of prison management nearly the entire two years of their service has been void of any incident like the present and it is unfortunate the opportunity was available. It may be said unavoidable in view of conditions.
Carrillo is a hard customer. He has been in jail before and was this time awaiting the action of the grand jury, he having been bound over by Justice Richey something over a month ago, Carrillo having confessed to the crime of personating an officer and with an accomplice held up several Mexican laborers at Wilmot Siding, six miles east of this city and at which time about $250 was taken from the laborers. It was Carrillo who connected Juan V. Mendoza, a partner in a South Meyers street saloon, with a full knowledge of the crime. Mendoza is now out on two bonds in heavy sums, being charged with perjury and robbery in this connection.
Randall was bound over on a charge of burglarizing the Russel House, North Sixth Avenue, and was awaiting the action of the grand jury.
During the Murphy and Wakefield administrations there were escapes, three prisoners going out from the upper tier by dropping into Library Street and heading for the valley. This was during the Murphy regime of four years. Another was where the late Robert Paul and Deputy Hopley were attacked by two prisoners who were located in the quarter which Carrillo and Randall vacated Sunday.
Sheriff Wakefield killed one of these near Sonoita while on his trail.
Sheriff Murphy's prisoners came back.
Pearl Hart and a trusty got out by cutting thru from the second floor into the hall which leads into the big corridor, nearest to the probate court room entrance. Pearl was captured out toward Deming, the trusty not being heard from again. Pearl was a Pinal county prisoner who with a man held up a stage on the Florence-Globe stage route several years ago. She was later sent to Yuma and gained her freedom through service, considerable being saved to her by credits. She went to Kansas and was on the mimic stage for a time, following her departure from Arizona.
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No word yet on whether these escapees were recaptured, but the Morgue Lady feels safe in saying Tucsonans don't need to worry about them anymore.

