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Have a DGS Sweetest Cindy99 around 3 weeks into flower, and I'd like to give her more room, but if it would set her back noticeably or otherwise cause problems, I'll just let her be.
I do it when the plants need it. If you're gentle, no worries.
If your pots are drying rapidly due to heat, the larger pots are definitely warranted. Repeated lack of water will effect your yields more than any minor transplant shock. Plus, if your water is evaporating, it's leaving nutes behind, which could wreak havoc.