Cunningham had three hits and scored two runs in his first game as the leadoff hitter for the Padres in Tuesday's 7-6 victory over the Rockies.
Cunningham was back in the leadoff spot for Wednesday's series finale, going 0-for-3, and could see more time there moving forward.
The Padres entered Tuesday's game with the worst leadoff hitter batting average in the Major Leagues (.222) and the 29th-worst on-base percentage (.298).
Cunningham isn't a stranger hitting at the top of the order, though he didn't do it this season with Triple-A Portland because Luis Durango did.
"After I got drafted, I usually hit first or second, but when I got to the A's, my power started to develop and I hit more in the middle of the order," Cunningham said. "But I like hitting at the top of the lineup.
"I have a little speed, I can bunt and I feel like I can help the team there."
San Diego manager Bud Black has certainly been impressed with Cunningham, who is hitting .317 with 13 extra-base hits among his 33 hits in 104 at-bats.
"I like the way he's swinging the bat," Black said. "We've used a number of different guys [hitting leadoff]. He does some things offensively."
On Tuesday, Cunningham became the ninth different leadoff hitter the Padres have used this season.