The Toledo War

December 14, 1836:

The Toledo War unofficially ends when Michigan agrees to cede Toledo to Ohio in exchange for the Upper Peninsula:

The Toledo War (1835–1836), also known as the Michigan-Ohio War, was the almost entirely bloodless boundary dispute between the U.S. state of Ohio and the adjoining territory of Michigan.
Originating from conflicting state and federal legislation passed between 1787 and 1805, the dispute resulted from poor understanding of geographical features of the Great Lakes at the time. Varying interpretations of the law caused the governments of Ohio and Michigan to both claim sovereignty over a 468 square miles (1,210 km²) region along the border, now known as the Toledo Strip. When Michigan sought statehood in the early 1830s, it sought to include the disputed territory within its boundaries; Ohio's Congressional delegation was in turn able to halt Michigan's admission to the Union.
Beginning in 1835, both sides passed legislation attempting to force the other side's capitulation. Ohio's governor Robert Lucas and Michigan's 24-year-old "Boy Governor" Stevens T. Mason were both unwilling to cede jurisdiction of the Strip, so they raised militias and helped institute criminal penalties for citizens submitting to the other's authority. The militias were mobilized and sent to positions on opposite sides of the Maumee River near Toledo, but besides mutual taunting there was little interaction between the two forces. The single military confrontation of the "war" ended with a report of shots being fired into the air, incurring no casualties.
During the summer of 1836, Congress proposed a compromise whereby Michigan gave up its claim to the strip in exchange for its statehood and approximately three-quarters of the Upper Peninsula. The compromise was considered a poor outcome for Michigan at the time, nearly all of it was still Indian territory, and voters in a state convention in September soundly rejected it.
In December 1836, the Michigan territorial government, facing a dire financial crisis and pressure from Congress and President Andrew Jackson, called another convention (called the "Frost-bitten Convention") which accepted the compromise which resolved the Toledo War.
The later discovery of copper and iron deposits and the plentiful timber in the Upper Peninsula more than offset Michigan's economic loss in surrendering Toledo.
The "war" unofficially ended on December 14, 1836, at a second convention in Ann Arbor. Delegates passed a resolution to accept the terms set forth by the Congress. However, the calling of the convention was itself not without controversy. It had only come about because of an upswelling of private summonses, petitions, and public meetings. Since the legislature did not approve a call to convention, some said the convention was illegal. Whigs boycotted the convention. As a consequence, the resolution was rejected and ridiculed by many Michigan residents. Congress questioned the legality of the convention, but accepted the results of the convention regardless of its concerns. Because of these factors, as well as because of the notable cold spell at the time, the event later became known as the "Frostbitten Convention."

So Ohio won the booby prize of Toledo.  Yippee.