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Just wondering if anyone has come across the same issue of having to replace a non-monospaced font with one that is monospaced while retaining a similar look & feel (or if this is even possible/recommended).

I assume that there are tools that will match fonts for you based on particular characteristics, but I normally like to overlay one font over another and see where the differences are to get a better feel for this.

However, I think this would be easier if both fonts are monospaced or not monospaced, so I am wondering if there are any tips or suggestions for those who have had to do this in the past.

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There are actually complex families that include both regular and mono weights, but one that I've personally used is the TT Interphases family. Other options are Almarena/Mono and Decima/Mono. Probably other good ones with a bit of research.

With one of these, you are certain to use "the same look & feel", as they're made by the same designer as part of the same typeface design.

enter image description here

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    For half a second, I thought someone had come up with a monospacedcompanion to Inter!
    – Ture Pålsson
    Aug 3, 2021 at 14:46
  • I agree that finding fonts in the same family is the best way to go, but I'm not sure that the example you provided is a good one. Comparing the I and the r between Mono and the other examples, we see those strong horizontals that make it look pretty different. FF Attribute Mono and Text seem more closely visually related (after a random search which showed that the "problem" was more wide-spread than I assumed)
    – Seth Robertson
    Aug 3, 2021 at 16:28
  • I was just illustrating my point about the families with mono's included, not doing someone's homework :)
    – Lucian
    Aug 3, 2021 at 16:37
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Christopher Bergman's Isoglosse blog has an interesting list of "not quite monospaced" fonts.

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    I think this is solving the opposite problem: a font that looks like a monospace one but not being monospace, whereas the OP asks for a monospace font that looks like a given proportional one as far as possible.
    – leftaroundabout
    Aug 3, 2021 at 14:34
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It's not exactly what you're looking for, but you could identify similar fonts to yours using WhatTheFont

It's a simple upload and will suggest a long list of fonts with similar characteristics. If the list doesn't have the spacing you want, you could look further into the font families

enter image description here

You could then take these screenshots with your custom text to Photoshop and use layers set with transparency or different blending modes to find your closest match

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