Alvin, Simon and Theodore are one of the easiest group costumes to pull off, because the colour coding does the work. Alvin is red with a yellow "A", Simon is blue with round glasses, and Theodore is green and cosy. Get those right and people will name you before they spot the ears. From there you can go classic with hoodies or turn the trio into pajamas, tutus, suits or rain gear, for adults, kids, siblings or a group of friends. Ears, a brown tail, a small nose and comfortable shoes turn ordinary clothes into a costume. Here are thirty ways to dress the chipmunks, from last-minute to fully handmade.
Felt Letters, Ears and Tails That Survive the Night
Almost every version below uses the same three handmade pieces, so it's worth making them properly once. Here's how I build them.
The Yellow A
Draw the letter on paper first, about the width of the wearer's palm or a little larger, so it reads from across a room. Cut it from stiff yellow felt. Iron-on fusible web holds felt to cotton well, but on polyester fleece it often lets go at the corners, so I add a running stitch around the edge in yellow thread. A safety pin at each corner from inside makes it removable if the sweatshirt has to go back to normal life.
Ears That Stay Upright
- Cut two rounded shapes per ear, one brown and one tan for the inner ear.
- Glue them together with a short length of craft wire sandwiched between, so the ear can be bent forward.
- Wrap the base around the headband and glue it, then add a couple of stitches. Hot glue alone lets go in cold air.
- Use a fabric-covered headband; bare plastic slides on smooth hair.
Tails on a Belt
Roll a strip of brown faux fur around a little fibrefill, stitch the seam, and sew the tail to a length of elastic or a cheap belt. Wearing it on a belt keeps the clothes free of pin holes and lets the tail be shifted to sit above a tutu or below a jacket hem.
1. Classic Alvin Simon And Theodore Costume
The classic version is the one I'd make if you only make one. Alvin gets an oversized red hoodie with a big yellow felt "A", tan trousers, a red cap and red sneakers. Simon is a royal-blue hoodie, tan trousers, blue sneakers and round black glasses. Theodore wears a forest-green hoodie and relaxed tan trousers. Oversized is the important word: the hoodies should hang loose, like the cartoon. All three wear brown ears and faux-fur tails fixed firmly at the waist, plus a small brown nose and three whisker dots. Toy microphones point to the music.
2. Easy DIY Alvin Simon And Theodore Costume
No crafting skills? Plain sweatshirts in red, blue and green are the whole base, with black joggers and clean white sneakers on everyone so the group matches. Alvin gets a backwards red cap, Simon round clear-lens glasses, and Theodore a plush snack. Fabric tape will hold the "A" for an evening, but I'd stitch a few tacks at the corners if a child is wearing it. Cut ears from brown felt and glue them to cheap headbands. Put the tails on elastic belts rather than straight onto the sweatshirts; then the clothes stay wearable afterwards.
3. Last-Minute Alvin Simon And Theodore Costume
Party in three hours? Focus on colour and one accessory each. Alvin wears a red T-shirt over a long-sleeve white tee, dark jeans and red sneakers, with a paper or felt "A" pinned to the chest. Simon needs a blue tee and round glasses. Theodore wears green. Everyone shares the same dark jeans for a uniform look. Pick up brown ear headbands from a craft store, draw tiny noses and whisker dots with brown eyeliner, and skip wigs. No tails? Knot a brown sweater round each waist by the sleeves. It reads well enough in photos, and hand everyone a toy microphone.
4. No-Sew Alvin Simon And Theodore Costume
This version needs no needle at all. Alvin wears a red pullover, brown chinos, a red cap and high-tops, with an "A" cut from adhesive felt. Simon wears blue with round glasses, Theodore a green pullover with looser chinos. Hot glue holds felt ear semicircles on a plain headband. A word on adhesive felt: it grips cotton well but tends to lift on slick polyester fleece, so if your pullover is synthetic, add a line of fabric glue along the edges. Roll a faux-fur strip into each tail and pin it to an elastic belt from the inside. Foam microphones are light props.
5. Thrift Store Alvin Simon And Theodore Costume
Thrift stores are made for this trio. I look for a red cardigan or sweatshirt for Alvin, a blue sweater for Simon and a green knit for Theodore, then three pairs of brown corduroys that don't quite match. The slight mismatch looks charming and vintage. Alvin needs a thrifted red cap with a felt "A"; Simon needs big round frames, and the charity-shop glasses tray usually has some. Give Theodore a plush toy. Wash every thrifted piece before wearing it. Loafers or neutral sneakers, felt ears, curved tails and a brown nose with peach blush finish it.
6. Kids Alvin Simon And Theodore Costume
Kids will run, so the kids' version is built around stretch and soft edges. Red, blue and green fleece hoodies, stretchy tan joggers and Velcro sneakers. Stitch Alvin's "A" on properly; glued felt on a child's hoodie is gone by the third house. Simon's glasses should be flexible and lens-free. Choose light felt ears over heavy furry headpieces, as kids pull off anything itchy or tight within ten minutes. Short tails on elastic waistbands come off easily for the bathroom. A washable brown nose and two or three cheek dots are plenty. Musical-note treat bags are a nice touch.
7. Toddler Alvin Simon And Theodore Costume
With toddlers, comfort and quick diaper or bathroom access come before anything else. Hooded one-pieces or sweatshirt-and-jogger sets in red, blue and green work best. Sew a soft yellow fabric "A" to Alvin's top. Simon's glasses need a soft strap, or they'll be on the floor in minutes. Give Theodore a slightly roomier cut. Nonslip sneakers and ear headbands with no hard edges. I sew the tails high on the back so little feet can't step on them. Keep hair simple, and only add a tiny washable nose if they'll sit still for it.
8. Baby Alvin Simon And Theodore Costume
For babies, keep everything flat and soft. Red, blue and green cotton bodysuits with footed leggings. Alvin's "A" is felt stitched flat, with no loose edges a baby can pick at. Simon gets fabric glasses appliqued onto a blue cap instead of real frames. Theodore's green suit can have a padded belly panel. I'd put the ears on soft brown hats rather than headbands, which slip on small heads. Place short tails away from where car-seat straps sit. Skip face makeup entirely. Brown booties complete it, and keep small plush props for supervised photos only.
9. Adult Alvin Simon And Theodore Costume
Adults can keep the colours and choose cleaner shapes. Alvin wears a fitted red crewneck with a removable yellow "A", slim black jeans, a red cap and red-and-white sneakers. Simon has a cobalt sweater, tailored black trousers, round glasses and blue sneakers. Theodore wears a relaxed green sweater and straight black jeans. Brown ear headbands and medium faux-fur tails on belts. A little teasing at the crown gives the hair a cartoon lift. Keep the nose and whisker dots neat. Metallic microphones or headset props stop it looking childish.
10. Women’s Alvin Simon And Theodore Costume
For three women, I turn the character colours into casual outfits. Alvin wears a red cropped hoodie over a fitted tank with a black pleated skirt, red high-tops and a cap with a yellow "A". Simon has a blue fitted cardigan, a black A-line skirt, knee socks and round glasses. Theodore wears a soft oversized green sweater and a skater skirt. Matching black skirts tie the three together. Tuck the tails under the sweater hems so they peek out. High ponytails, braids or waves all work as long as the ears show. Glittery microphones give it a pop-star finish.
11. Men’s Alvin Simon And Theodore Costume
The men's version is practical streetwear. Alvin wears a red varsity-style sweatshirt with a yellow "A", dark tapered jeans, a red cap and red high-tops. Simon has a blue quarter-zip, dark chinos and round black glasses. Theodore chooses a roomy green hoodie and dark joggers. Ear headbands should fit comfortably over short, long or textured hair; I bend the band slightly wider for thick hair so it doesn't pinch behind the ears. Clip faux-fur tails onto sturdy belts. Alvin gets a mic, Simon a music folder and Theodore a foam snack, so each prop matches the personality.
12. Plus Size Alvin Simon And Theodore Costume
Adjustable pieces make this trio easy to fit across sizes. Alvin can wear a red tunic sweatshirt with a bold yellow "A" over black leggings or straight jeans. Simon layers a blue open cardigan over a matching tee with round glasses, and Theodore wears a long green hoodie with soft joggers. Cushioned shoes for everyone. Ear headbands with an elastic back are kinder than rigid plastic bands, which can press hard behind the ears after an hour. Hang tails from belt loops. A crossbody treat bag keeps hands free.
13. Sibling Alvin Simon And Theodore Costume
Three siblings can cast themselves. The energetic one is Alvin, in a red hoodie, yellow "A", red cap, tan trousers and red sneakers. The organised one is Simon, in blue with round glasses. The cuddly one is Theodore, in green with relaxed tan trousers. Kids usually enjoy arguing about who's who, and it tends to settle fast. Matching ears, tails, noses and whisker dots tie the set together. Let each keep their own hairstyle. Red, blue and green microphones or music-note buckets help, and buying all three hoodies in the same fabric makes family photos look coordinated.
14. Family Alvin Simon And Theodore Costume
A family of three doesn't need identical clothes, just the right colours. One person is Alvin in a red sweater, yellow "A", jeans and a red cap. Another is Simon in a blue sweater and round glasses. The third is Theodore in green. I'd make all three sets of ears and tails the same, since that consistency carries the animal theme. Adults can wear subtle nose makeup; younger kids may prefer a washable face crayon or nothing at all. Matching microphones or coloured buckets give everyone something to hold. Thermals underneath help on a cold walk.
15. Best Friend Alvin Simon And Theodore Costume
Best friends can make it fashion-forward. Alvin wears a red varsity jacket over a white tee with black jeans, a red cap and a yellow "A" on the jacket. Simon wears a blue cardigan over a white button-down with cropped trousers, round glasses and blue loafers. Theodore has a green bomber over a white tee. The shared white tee is the trick here; it links three different jackets. Matching ears and fluffy tails, each friend's own hairstyle, and soft brown noses with light whisker dots. Colour-matched microphones help everyone pose.
16. School-Friendly Alvin Simon And Theodore Costume
For school, keep it modest, comfortable and easy to tone down. Crewneck sweatshirts in red, blue and green with straight jeans; Alvin's felt "A" should be removable, and the cap only if the school allows hats indoors. Many schools don't, so ask first. Small felt ears on slim headbands and short tails that won't drag on chairs. Natural hair and a quick brown nose keep the morning fast. Skip bulky props: pin felt music notes to each sweatshirt or carry colour-matched folders. Anything removable can come off at lunch or for PE.
17. Pajama Alvin Simon And Theodore Costume
The pajama trio is the comfiest version here. Alvin wears a red pajama set or a red hoodie with plaid lounge trousers, a yellow "A", plush slippers and a soft sleeping cap. Simon has a blue pajama shirt and plaid trousers with his glasses. Theodore wears a green pullover, roomy lounge trousers and fuzzy green slippers. Fabric clips attach small pillow-like tails. Tousled hair suits the sleepover joke. A brown nose and a little blush are enough, with a small pillow as a prop. I'd swap slippers for real shoes if you're walking outdoors.
18. Sporty Alvin Simon And Theodore Costume
Athletic wear makes a flexible version for active parties and fun runs. Alvin wears a red track jacket with a yellow "A", black joggers, a red cap and running shoes. Simon wears a blue zip-up with sports-style round glasses. Theodore wears a green hoodie and cushioned sneakers. If anyone's actually running, clip the tails to running belts; anything pinned to joggers bounces off within a mile. Sweatband-style headbands hold ears better than furry hats. Waterproof eyeliner for noses and dots stays put when you sweat. Headset microphones keep hands free.
19. Alvin Simon And Theodore Tutu Costume
Three bright tutus make a playful, photo-friendly version. Alvin wears a red fitted tee with a yellow "A", a red tutu over black leggings, red sneakers and a cap. Simon pairs blue with round glasses, Theodore green. I attach the tails to the leggings waistband above the tutu; tucked underneath, the tulle hides them. High ponytails, space buns or curls, but keep the ears visible. Add brown noses, whisker dots and a little shadow in each character's colour. Glittery foam microphones add sparkle.
20. Dressy Alvin Simon And Theodore Costume
Smart parties call for the dressy trio. Alvin wears a red blazer over a white shirt with black trousers, red loafers and a yellow "A" lapel patch. Simon has a blue blazer and round glasses, Theodore a green blazer with relaxed trousers. A coloured blazer is a big purchase, so check thrift racks and resale sites first; jewel-tone blazers turn up more often than you'd think. Discreet ear headbands and slim tails tucked under the jacket hem. Neat hair, soft brows and small whisker dots. Matching black bow ties pull the group together, and folded music sheets swap in for casual props.
21. Pop Star Alvin Simon And Theodore Costume
The pop star trio leans into the music. Alvin wears a red sequined bomber over a black tee with a yellow "A", slim black trousers, red high-tops and a cap. Simon has a blue metallic jacket, Theodore a green satin bomber. Sequins scratch the inside of your arms, so I'd wear a long-sleeve tee underneath. Curved tails that won't catch when you dance. Volume in the hair, luminous makeup and eye accents in each colour. Each performer carries a mic in their shade, and a rehearsed group pose makes the photos.
22. Retro Alvin Simon And Theodore Costume
Collegiate pieces give the trio a nostalgic feel. Alvin wears a red letterman sweater with a big yellow "A", cuffed brown trousers, a red cap and canvas sneakers. Simon has a blue sweater vest over a white shirt with brown trousers and round glasses. Theodore wears a green knit and pleated brown trousers. Side parts and neat vintage hair suit it. Keep makeup matte with peach blush and fine whisker dots. Silver toy microphones or cardboard records fit the era. I'd cut the records from a black cereal box and glue a coloured paper label in the middle.
23. Glam Alvin Simon And Theodore Costume
The glam trio swaps hoodies for velvet. Alvin wears a red velvet mini or midi dress with a yellow "A" belt buckle, red ankle boots and a sparkly cap. Simon has a blue velvet dress with crystal-trimmed round glasses. Theodore's green velvet dress has a softly flared skirt. Velvet shows every crease, so steam the dresses rather than ironing them flat. Rhinestone-trimmed ear headbands and sleek tails. Glossy waves or elegant ponytails, luminous skin, a brown nose and coloured eye shadow. Small crossbody bags keep it practical.
24. Summer Alvin Simon And Theodore Costume
In warm weather, breathability comes first. Alvin wears a red sleeveless tee with a yellow "A", tan shorts, a red cap and canvas sneakers. Simon has a blue polo and round glasses, Theodore a loose green tee and slip-ons. Use thin felt for ears and plain fabric tails instead of faux fur, which traps heat against your back. Braids keep long hair cool. Cream makeup slides on a hot day, so I set the nose and dots with powder or use a sweat-resistant pencil. Water bottles with music-note stickers are a practical prop.
25. Winter Alvin Simon And Theodore Costume
Cold weather is where puffers earn their place. Alvin wears a red puffer over a sweater with a yellow "A", black thermal trousers, a red knit cap and insulated boots. Simon's puffer is blue, Theodore's green, each with a matching scarf. A puffer hides the sweater, so I'd move the "A" onto the jacket with safety pins from inside. Attach felt ears to the knit hats and clip tails outside the jackets. Weather-resistant makeup for the nose and dots. Matching gloves and insulated tumblers keep everyone warm.
26. Rainy Weather Alvin Simon And Theodore Costume
Rain doesn't have to sink the theme. Alvin wears a red raincoat with a removable yellow "A", waterproof trousers and red rain boots. Simon is blue, with a strap on his glasses so they don't slip on a wet face. Theodore wears green. Stitch small felt ears straight onto each hood, as headbands get pushed off when the hood goes up. Use flat fabric tails, because faux fur gets heavy and sad once it's soaked. A waterproof face pencil holds the nose and dots. Clear umbrellas with red, blue or green ribbon on the handle replace delicate props.
27. Alvin Simon And Theodore Onesie Costume
Onesies are the warmest, laziest base. A red hooded onesie for Alvin with a removable "A", blue for Simon and green for Theodore, with soft brown ears on every hood and tails sewn or clipped to the back. Simon's glasses go over the hood; Theodore's onesie can have a padded belly. Onesies run hot indoors, so a thin tee underneath beats a sweater. Wear real sneakers rather than relying on fabric feet, which wear through on pavement. Washable noses, whisker dots and blush. Plush microphones suit a cosy party.
28. Minimalist Alvin Simon And Theodore Costume
Three strong colours are honestly all a group needs. Plain crewneck tees in red, blue and green, black jeans and matching sneakers. Alvin adds a small yellow "A" patch, Simon his glasses. Small felt tails clipped close to the waistband and thin ear headbands keep the animal hint without taking over. A small brown nose and two whisker dots each. Microphone pins or music badges replace carried props. This is the one I'd suggest for a crowded event, a workplace party or travel; it packs into a tote bag.
29. Handmade Furry Alvin Simon And Theodore Costume
For a craft project, add faux-fur details to the colour-coded basics. Each chipmunk gets brown fur cuffs at the wrists with their own sweatshirt: red with an "A", blue with glasses, green with relaxed brown trousers. Faux fur sheds badly when you cut it with scissors straight across, so I cut from the back with a craft knife through the backing only, then shake the pieces outside. Layered brown and tan felt makes big but light ears. Sew tails to adjustable belts so the costumes can be reused. Wrap the microphones in matching ribbon.
30. Concert Tour Alvin Simon And Theodore Costume
I'd end with the concert tour trio for making an entrance. Alvin wears a red moto-style jacket over a black shirt with a yellow "A", black trousers, red boots and a cap. Simon has a blue fitted jacket and round glasses, Theodore a green bomber and high-tops. The black shirts underneath tie the three together. Streamlined ears, fluffy tails and headset microphones leave hands free for posing. Give Alvin's hair playful volume, keep Simon's neat and Theodore's soft. Homemade backstage passes on lanyards are a fun extra.
Adding Dave and the Chipettes for Bigger Groups
Groups rarely come in exact threes. If you have extra people, the cartoon gives you ready-made characters who keep the colour logic going.
- Dave Seville is the easy fourth: a plain sweater or cardigan over a collared shirt and slacks, in calm adult colours that let the chipmunks stand out. A clipboard or a toy guitar finishes him.
- The Chipettes add three more. Brittany is usually dressed in pink, Jeanette in purple with large glasses, and Eleanor in green or a lighter green-blue shade. Pick a shade for Eleanor that clearly differs from Theodore's green so the two groups don't blur together.
- Give the Chipettes the same ears and tails as the boys so the whole group reads as one family.
With only two people, I'd still do Alvin and one brother rather than invent a new character. Alvin plus Simon is the clearer pair, since red against blue with glasses gives the strongest contrast in photos.
Red, Blue and Green Do Most of the Work
Every version of this trio works for the same reason: red with a yellow "A" means Alvin, blue with round glasses means Simon, and cosy green means Theodore. Ears, tails, a small nose, comfortable shoes and a microphone pull the group together. From there you can stay classic with hoodies or switch to pajamas, tutus, suits, sportswear, velvet or rain gear. Dress for the weather, fix every accessory firmly, and avoid any prop that gets tiring to carry. Then let each person play their chipmunk their own way.
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