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🎃29 designs · Updated for 2026

Last Minute Smiling Pumpkin Cutouts

Looking for last minute smiling 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.

Browse 29 designs ↓

★★★★★4.9/5from 2,400+ carvers✓ No watermark✓ Print-ready PDF

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Every design is a free download. No account, no catch.

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One click to a clean PDF, pre-sized for a standard 8.5×11 sheet.

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Carve tonight

Print, tape it to your pumpkin, trace the lines, and start carving.

29 last minute smiling pumpkin cutouts

Pick a favorite, hit print, and you'll have a glowing porch by sundown.

Easy

Giant Nose and One Tooth

A big-hearted face dominated by an oversized triangle nose, flanked by two small round eyes, with a wide crescent smile carrying one square tooth. Every feature is cut through, and the giant nose becomes the brightest window on the whole pumpkin once the candle goes in. An easy pattern with generous shapes; cut the huge nose last so the wall keeps its strength while you work.

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Easy

Broad Grin with Five Teeth

Two chunky triangle eyes sit above a broad zigzag grin, where five blocky teeth alternate along the top and bottom of the smile. Everything cuts fully through, and the oversized features make this a great pick for a big pumpkin that needs to be seen from a distance. Carve the mouth as one long opening and leave each tooth attached to the rim, sawing the tooth notches last so they stay sturdy.

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Easy

Classic Grin with Two Teeth

The timeless jack-o'-lantern: two triangle eyes, a triangle nose, and a wide curved grin interrupted by two chunky square teeth, one on top and one on the bottom. Every feature is pierced straight through for maximum glow. This easy pattern is the classic first carve; angle each triangle cut slightly toward the center of the shape so the plugs pop out cleanly, and leave the tooth blocks generous so they do not snap.

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Easy

Round Eyes and Square Tooth

A cheerful four-hole face: two big round eyes, a small triangle nose, and a wide upturned smile with a single square tooth hanging from the top lip. Everything is a simple cut-through opening with no fragile details, making it one of the friendliest first carves for kids helping out. Drill or trace the round eyes with a cup or cookie cutter for perfectly smooth circles.

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Easy

Tall Triangles and Broad Smile

This is the timeless jack-o'-lantern: two tall triangle eyes, a small triangle nose, and a broad crescent smile, all cut straight through the shell. With only four openings and no fragile details, it is an ideal first carve for a new pumpkin carver. Poke pilot holes at each triangle corner before sawing so your straight lines meet exactly where they should.

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Easy

Broad Smile With Round Eyes

Two round eyes sit above a broad crescent smile that sweeps almost the full width of the pumpkin, making the friendliest face on the block. All three shapes are simple cut-throughs with no fragile pieces anywhere. It is a perfect first carve: drill or poke start holes in each eye, saw the circles smooth, then cut the long mouth curve in one relaxed pass, keeping the crescent's pointed corners crisp.

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Easy

Round Eyes and Button Nose

Two round glowing eyes, a tiny button nose, and one big sweeping smile give this pumpkin the friendliest face on the block. All four openings are cut straight through, with no teeth, brows, or tricky details to manage. It is about as easy as carving gets, ideal for a toddler's first pumpkin with adult hands on the saw; drill the eyes and nose with a round cutter, then take the long smile in one smooth curve from corner to corner.

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Easy

Crescent Wink and Two Teeth

A playful winking face with one big round open eye, one crescent-shaped winking eye, and a broad open smile showing two square teeth. All the features are simple pierced openings with plenty of solid pumpkin between them, so the face is sturdy and beginner friendly. For this easy carve, cut the large smile first while the wall is strongest, then finish with the crescent wink, angling your blade slightly outward for a clean curve.

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Easy

Round Eyes and Heart Cheeks

A kawaii-style face made of two big round eyes, a gentle crescent smile, and a glowing heart on each cheek like a blush. All five shapes cut cleanly through the wall, and their simple outlines make this one of the easiest patterns in the collection. Start each heart at its top notch and cut down both lobes toward the point so the little cheeks come out in one neat piece.

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Easy

Five-Point Star Eyes and Smile

A star-struck emoji face with two big five-point stars for eyes and a broad crescent smile beneath them. All three shapes are pierced completely through, so the stars and grin beam like the real starry-eyed emoji. It is an easy carve overall, with the star points as the only fiddly spots; poke a pilot hole in the center of each star and cut outward toward every point.

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Easy

Diamond Eyes and Crescent Grin

A cheerful minimalist face made of just three cuts: two big diamond eyes and one long crescent smile sweeping underneath. All three shapes are removed completely, giving a bright, friendly glow with almost no carving time. This easy pattern is perfect for first-timers and kids with supervision; cut each diamond in two triangle halves if the full shape feels awkward, and save the wide smile for last.

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Easy

Wide Smile With One Tooth

Made for short, squat pumpkins, this low-profile face uses two simple triangle eyes and a wide shallow smile interrupted by a single square upper tooth. All three openings are pierced straight through, and the small piece count keeps it firmly in easy territory. Cut the mouth last and leave the tooth notch for the very end, slicing down each side of it so the little square stays put.

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