Jewel Shopping, $19.47

Transaction 1:

8 Motts Applesauce Cups (6 ct), $2.00 each
Buy 2, Get $1 OYNO Catalina
Used 4 $1.10/2 printables 

2 Emerald Breakfast on the Go, $2.50 each
Buy 2, Get $1 OYNO Catalina
Used 2 $1/1 printables 

Subtotal: $14.60, Total: $14.97
Got back 5 $1 Catalinas
Net Cost: $9.97

Transaction 2:

8 Tyson Grilled and Ready Refrigerated Chicken/Steak (6 oz), $2 each
Used 8 $1.10/1 printables

2 Emerald Breakfast on the Go, $2.50 each
Buy 2, Get $1 OYNO Catalina
Used 2 $1/1 printables

Subtotal: $10.20, Total: $10.50
"Paid" with $5 in Catalinas from Transaction 1 and $5.50 OOP.
Got back $1 Catalina.
Net Cost: $9.50

Total Net Cost: $19.47...works out to less than $1 per item!