You may be able for find pressure drop (AKA ΔP (delta P) and DP) figures for the coolers.
If the coolers are in series, add the DPs to get total drop across the coolers. If total DP will leave you with enough system pressure, then all you have to worry about is too much cooling with two coolers.
If in parallel, use the parallel resistors formula (if DPs are the same, total will be half of the individual DPs for the coolers). Total will be less than the least restrictive (lowest DP) cooler, so, if either of the coolers will pass enough oil, adding the other will only decrease total cooler DP.
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