Cover graphic by KnackDaily.
Cooked chili keeps three to four days in the refrigerator, and much longer frozen. The part people get wrong is not the calendar, it is the cooling. A deep pot holds heat for hours on a counter, so the move that matters most is dividing it into shallow containers while it is still hot.
A stockpot is an excellent insulator
Chili is thick, and thickness is the problem. A big pot of it behaves like a well made thermos. The outside cools quickly and feels convincing to the hand, while the center stays warm long past the point where anyone would guess. Stirring helps a little; depth is what defeats you.
The standard advice for cooked leftovers is to get them refrigerated within two hours, and that clock starts when the pot leaves the heat. Divide the batch into containers no more than two or three inches deep, leave the lids off until the steam stops, then cover and chill. The USDA and FoodSafety.gov publish the current cooling guidance, and it is worth reading once rather than guessing.

Windows by what went into the pot
| Version | Refrigerated | Frozen, for quality | What changes first |
|---|---|---|---|
| Beef or pork chili | Three to four days | Two to three months | Fat separates and firms |
| Turkey or chicken chili | Three to four days | Two to three months | Meat dries and shreds fine |
| Bean and vegetable chili | Three to four days | Three to four months | Beans soften toward mush |
| Chili with dairy stirred in | Shorter, judge the dairy | Not recommended | Sauce splits on reheat |
| Canned chili, unopened | Pantry, printed date | Not needed | Nothing, it is sealed |
| Canned chili, opened | Three to four days | Two to three months | Move it out of the can |
Nothing above is a safety guarantee for your particular pot. These are the commonly circulated refrigerated ranges, and the government sources are the place to confirm them.
The sensory checks, in the order to do them
Look before you stir. A fuzzy spot, a slick sheen on the surface, or anything pink or blue growing at the edge of the container ends the discussion. So does a lid that pops or a container that has swelled, both of which mean something in there is producing gas.
Then smell it cold, straight from the refrigerator, before the aromas get confused by heat. Chili should smell like chili, deep and a little sweet. Sour, yeasty, or sharply fermented is the signal to stop. A thin layer of liquid pooling on top is usually just separation, so stir it and smell again before deciding.
Why day two tastes better, and how to reheat
Chili genuinely improves overnight, and the reason is physical. Capsaicin and most of the aromatic compounds in cumin, chile and oregano dissolve in fat rather than water, so they need time to spread out of the spice particles and through the rendered fat in the pot. Starch from the beans also continues absorbing liquid, which is why the body tightens.
Reheat slowly and stir often. A hard boil breaks up beans and can scorch the bottom before the middle is warm. Add a splash of water, broth or beer if it has thickened past the point you want, and taste for salt afterward, since the flavors concentrate as liquid evaporates over several days of storage.