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Popular Jack O Lantern Pumpkin Cutouts

Looking for popular jack o lantern pumpkin cutouts? You're in the right place. Print at 100% scale, tape it to your pumpkin, and poke through the lines with a pin.

Beginner or pro, there's something on this page for you.

Jack-o-Lantern Face Pumpkin Stencil
hard

Jack-o-Lantern Face Pumpkin Stencil

A grinning jack-o-lantern face carved onto a jack-o-lantern makes this a pumpkin-within-a-pumpkin design: a wide ovoid pumpkin shape with a stubby stem has a furious face of angled triangular eyes, heavy brow cuts, and two rows of large zigzag teeth separated by a thick horizontal lip band. All the face features are cut through as open shapes. Carve the inner tooth gaps first, since they sit between two rows that span the widest open area, then release the eye triangles and brow cuts last to keep the upper face stable.

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Puking Jack-o-Lantern Pumpkin Stencil
easy

Puking Jack-o-Lantern Pumpkin Stencil

This Halloween pumpkin stencil shows a scowling jack-o-lantern face above a wide open mouth with a round bowl shape inside, from which a blob of chunky dripping gunk spills downward in an irregular mass. Narrow slash-shaped eyes and angular brow lines above the mouth convey disgust, while the dripping mass below is a single large pierced area with ragged edges. Cut the small eye and brow slashes first, then tackle the wide drip outline last, since it spans most of the lower pumpkin and removing it early would destabilize the wall for the detail work above.

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One Tooth Jack-o-Lantern Pumpkin Stencil
easy

One Tooth Jack-o-Lantern Pumpkin Stencil

This jack-o-lantern face pumpkin stencil keeps it deliberately minimal: two teardrop eye shapes each with a crescent notch cut from the bottom to suggest a raised brow, a small triangular nose, and a wide grinning mouth with one single center tooth left intact at the top lip. All four openings are pierced so they glow together, and the lone tooth bridging the smile is the only delicate detail in the whole design. Cut the single tooth gap on either side of that center tooth in two careful inward strokes, meeting cleanly at the base so it does not detach.

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Jack-o-Lantern Face Pumpkin Stencil
hard

Jack-o-Lantern Face Pumpkin Stencil

A round jack-o-lantern face is carved within a jack-o-lantern, depicting a pumpkin-shaped head with a leering triangular eye, a jagged zig-zag mouth, and a bent stem on top, all surrounded by curling flame-like cuts along the exterior. The layered design creates an open-mouthed, angry pumpkin-face-within-a-pumpkin effect that reads as a bold silhouette when lit. Carve the curling outer flame cuts first, since they form the structural rim; leaving them for last risks cracking the thin outer edges after the interior is removed.

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Grinning Jack-o-Lantern Pumpkin Stencil
hard

Grinning Jack-o-Lantern Pumpkin Stencil

A grinning jack-o-lantern face carved within a jack-o-lantern stencil: a swirling curly stem at the top, two angled brow-cuts above a large square single-nostril eye, and a wide-open mouth whose upper lip forms a jagged row of sharp saw-tooth teeth with a single large central fang dropping from above. The mouth cavity is enormous relative to the face, giving the design its signature frenzied look. Cut the curl of the stem and the tiny eye detail first, then the saw-tooth teeth from the outer corners inward so the narrow points stay supported until the large mouth cavity is opened last.

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Heart Eyes Jack-o-Lantern Pumpkin Stencil
easy

Heart Eyes Jack-o-Lantern Pumpkin Stencil

A classic jack-o-lantern face gets a romantic twist: two heart-shaped cutouts replace the usual triangle eyes, each framed by three curling eyelash strokes, above a wide crescent grin with three rectangular tooth gaps. The design is beginner-level with large, easy-to-cut openings and gentle curves throughout. Cut each heart eye from the inner point downward and around the lobes rather than starting at the curved top, which helps you keep the heart shape symmetrical on the pumpkin's curved surface.

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Jack-o-Lantern Face Pumpkin Stencil
easy

Jack-o-Lantern Face Pumpkin Stencil

This cheerful pumpkin stencil depicts a pumpkin-within-a-pumpkin: a wide jack-o-lantern face with a curling stem at top, four vertical rib lines crossing the body, and a grinning mouth with curling lip ends and individual tooth segments, all cut as negative space on the outer pumpkin. The vertical rib lines are the thinnest elements, each only a slim channel of open space; carve them with a single guided stroke from stem to mouth to avoid a wavy line. A warm candle light inside makes the rib lines read as glowing stripes across the face.

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Jack-o-Lantern with Glasses Pumpkin Stencil
easy

Jack-o-Lantern with Glasses Pumpkin Stencil

A classic jack-o-lantern face wearing oversized rectangular glasses makes up this beginner pumpkin stencil. The eyebrow is a wide arched strip across the top, the glasses frame is a connected pair of rectangular loops each containing a circular lens opening, a triangular nose sits below, and a broad grinning mouth with one dripping fang dominates the lower half. The thick glasses frame and face outlines remain solid while the lens circles, nose triangle, and mouth are cut through. Cut the two circular lens openings inside the glasses before the wide mouth, so the frame bridge between the lenses stays firm.

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Witch Hat Jack-o-Lantern Pumpkin Stencil
easy

Witch Hat Jack-o-Lantern Pumpkin Stencil

A grinning jack-o-lantern face wearing a small pointed witch hat sits at the center of this easy funny pumpkin stencil. The face features two large crescent-shaped eyes with small round highlight dots inside each, a triangular nose, a wide upward-curving mouth with a center tooth drip, and wispy curl accents at the cheek corners. The hat brim and crown are solid while the eye crescents, nose, and mouth are cut through. Carve the two small round eye-highlight dots before removing the larger crescent eye shapes so those tiny circles stay intact and the eye reads with dimension when lit.

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Friendly Jack-o-Lantern Pumpkin Stencil
easy

Friendly Jack-o-Lantern Pumpkin Stencil

Two rounded horseshoe-arch eyes, each with a small bump notched from the bottom to suggest eyebrows, and a broad curved mouth split by two square bottom teeth define this easy pumpkin stencil. The asymmetry between the left eye (fuller arch) and the right eye (slightly smaller, offset notch) gives the face a winking or quizzical personality. All cut-outs are generous and smooth, making this a good pumpkin stencil for carvers who want a friendly face without tiny fiddly pieces. Leave the two small inner-eye notches for last so the arch stays rigid while you cut the mouth.

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Smiley Jack-o-Lantern Pumpkin Stencil
easy

Smiley Jack-o-Lantern Pumpkin Stencil

Two large rounded arch eyes, each with a small notch cut from the bottom edge, sit above a wide U-shaped grin lined with four evenly spaced rectangular teeth in this easy pumpkin stencil. The result is a cheerful, friendly face rather than a sinister one, and when lit the broad open eyes and blocky smile radiate warmth across the porch. The small notches at the base of each eye are the only detail that can break off if carved too aggressively, so score those notch curves gently with the tip of your blade before removing the eye sections.

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Classic Jack-o-Lantern Face Pumpkin Stencil
easy

Classic Jack-o-Lantern Face Pumpkin Stencil

A tall, narrow jack-o-lantern face with a small witch-hat-style stem forms this easy pumpkin stencil, featuring two mismatched triangular eyes of slightly different sizes, a small triangle nose, and a wide mouth with uneven rectangular teeth below. The entire face outline tapers toward the bottom and the drooping curved tendrils at each lower corner add a melted look. All five facial openings cut cleanly through, letting candlelight pour out in a simple, instantly recognizable jack-o-lantern pattern. Carve the eyes first so you have reference points for spacing the mouth cuts.

Free PDF

Frequently asked

What size pumpkin works best for popular jack o lantern pumpkin cutouts?
A medium-sized round pumpkin (about 8–10 inches tall) works for most pumpkin cutouts. Larger pumpkins make detailed cuts easier.
How do I transfer the pumpkin cutout to my pumpkin?
Print the PDF at 100% scale, tape it to your pumpkin, and poke through the lines with a pin or pencil. Then connect the dots with your knife.
How long do these pumpkin cutouts take?
Easy designs take 20–40 minutes. Hard and expert designs can take 2+ hours, but the result is worth it.

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