If you are asking which chipmunk has glasses, the direct answer is Simon Seville. He is the brainy middle member of Alvin and the Chipmunks, and his glasses are one of his most recognizable traits.
Simon matches with the glasses, the blue color scheme, and the calm, logical personality that makes him easy to spot.

The Direct Answer

Simon Seville wears glasses. He is the smartest of the three chipmunks, and his glasses make his design easy to recognize in Alvin and the Chipmunks.
Simon Seville Wears Glasses
Simon’s glasses fit his thoughtful, bookish personality. His blue clothing and steady manner stand out.
He plays the “voice of reason” role in the trio.
Why His Glasses Are So Recognizable
His glasses stand out because they are tied to his identity, not just his look. When you think of the smartest chipmunk in the group, you usually think of Simon, and the glasses make that association immediate.
How To Tell The Main Trio Apart

You can separate the trio by color, attitude, and personality. Alvin is loud and flashy, Simon is neat and intellectual, and Theodore is gentle and easygoing.
Alvin’s Red Look And Big Personality
Alvin is the showy one. He usually wears red clothing and has a bold attitude.
If the character feels mischievous, confident, and attention-grabbing, you are probably looking at Alvin Seville.
Simon’s Blue Style And Brainy Role
Simon’s blue palette and glasses make him the easiest to identify. He often looks more serious and composed than the others.
Theodore’s Green Look And Gentle Nature
Theodore is the sweetest and softest of the trio. Green is usually his strongest visual cue.
His rounder, softer style sets him apart once you have Simon’s glasses and Alvin’s red look in mind.
Why Simon Gets Confused With Jeanette

Simon is not the only glasses-wearer in the franchise, so mix-ups are common. Jeanette from the Chipettes also wears glasses.
Jeanette Also Wears Glasses
Jeanette’s glasses are part of her smart, reserved style. That can echo Simon’s look.
According to a character note about Jeanette, she is the thinker of the Chipette trio and is also shown wearing big round glasses.
How The Chipettes Parallel The Main Group
The Chipettes mirror the Chipmunks in personality balance. Jeanette lines up with Simon as the brainy character, while Brittany and Eleanor round out the trio with different energy and style.
Where Simon Fits In The Franchise

Simon plays a key role in the franchise as the steady, logical center of the group. His glasses help reinforce that identity.
His Role As The Voice Of Reason
Simon often acts as the planner and problem-solver, especially when Alvin causes chaos. His glasses visually support his “voice of reason” personality, as described in this character guide.
Dave Seville And David Seville Context
Dave Seville, also known as David Seville, is the human guardian who keeps Alvin and the Chipmunks grounded. That family-like setup helps Simon, Alvin, and Theodore feel like distinct personalities instead of look-alike characters.
Ross Bagdasarian’s Connection To The Characters
Ross Bagdasarian created the Chipmunks in 1958. Simon’s design has a long-running place in pop culture.
His glasses have remained a defining part of how you recognize Simon across versions of the franchise.