Whoever said Dil+Miranda Cosgrove, get this! My cousin ahem, "dated", Miranda Cosgrove, and they, "broke up", so when they asked what Miranda Cosgrove should wear to the KCAs, and he said, "The strapless one! So she'll freeze..."
Tommy & Kimi would make a charming couple. maybe Tommy & Lil...Chuckie & Lil would be kinda cute I guess. But Dil and Angelica cant date because they're cousins and Dil is too young if that weren't related.
Tommy+Kimi (No more Rachel for Tommy)
Chuckie+Susie [Chuckie already had two "girlfriends" in rugrats (Episodes "Cradle attraction" & "He Saw, She Saw")
but sort of liked Susie]
Angelica+ Harold or Darryl
Phil+Wally (They used to date until Lil interfered)