He was an unsuccessful candidate for election in 1884 to the Forty-ninth Congress.
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He was elected to the Fifty-second Congress (March 4, 1891-March 3, 1893), but was not a candidate for renomination in 1892, when instead he was an unsuccessful candidate for Governor of New Hampshire.
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He was an unsuccessful candidate for reelection in 1888 to the Fifty-first Congress.
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In addition to working as a banker and being active in Indiana politics, McKinney was a co-owner of several baseball teams, including the Louisville Colonels, the Indianapolis Indians and the Pittsburgh Pirates.
He was an unsuccessful candidate in 1864 for reelection to the Thirty-ninth Congress.
McKinney was a federal judge on the United States District Court for the Southern District of Indiana.
However, on October 18, 2005, Chief Judge Larry J. McKinney announced that the division would remain open while the court works with the General Services Administration on the matter of relocation.