Any of Cleveland's three elections. In the era after Reconstruction and before Bryan, there was really nothing at stake.
If Cleveland would have been reelected in 1888, there would probably not have been a Panic of 1893.
What.
The severity of the Panic of 1893 to a large extent was due to the speculative bubble the Silver Republicans fed during Harrison's term as President. While there likely still would have been a Panic of 1893 anyway, since it was caused in part by foreign factors, with no Sherman Silver Purchase Act, the bubble would not have been as severe, and foreign bond holders wouldn't have been worried that we might decide to end bimetallism by adopting a silver standard instead of a gold standard.
The Panic of 1893 has a lot of eerie parallels to what is happening now. A speculative bubble bursts, leaving a lot of people unemployed and causing quite a few people to walk away from their homes because they can afford them.