Question: Which court case was carried out earlier, Dolan v. City of Tigard or Loving v. Virginia?

Context paragraphs:
Choctaw Youth Movement: As the 1960s emerged, a growing sensitivity to minority rights was born, spurred by Supreme Court decisions such as Brown v. Board of Education, Gideon v. Wainwright, Loving v. Virginia and legislation including the Voting Rights Act of 1957, the Civil Rights Act of 1964, the Voting Rights Act of 1965 and the Fair Housing Act if 1968.  Into this turbulent time, a pan-Indian movement developed predominantly with the goals of having the US government return native lands, right social ills, and provide funds for cultural education.  The Red Power Movement and American Indian Movement were both born out of this pan-Indian awakening, which was, at least in the beginning, an urban phenomenon, an awareness of ones "Indian-ness" and the similarities of tribal customs.  In cities, cut off from the tribe, one still experienced things that bound them to other native people because of an innate oneness of tribal behavior and kinship of tradition.  After years of being told that relocation to cities would help them assimilate into the greater society, Native American experience was non-acceptance, isolation, and paternalism, which led them to each other for a sense of connection.  In just such an environment, young Choctaw activists began awakening in Oklahoma City, Oklahoma.

Philip Hirschkop: Philip Jay Hirschkop (March 14, 1936) is a lawyer who "(started his) career at the top" by taking Mildred and Richard Loving (Loving v. Virginia) on as clients, one month after he graduated from Georgetown University Law Center.  The ACLU assigned the case to him and fellow volunteer cooperating attorney Bernard S. Cohen.  Before the Supreme Court, Hirschkop and Cohen were permitted to divide (i.e., share) the oral argument for the petitioners.

Dolan v. United States Postal Service: Dolan v. United States Postal Service, 546 U.S. 481 (2006), was a case decided by the Supreme Court of the United States, involving the extent to which the United States Postal Service has sovereign immunity from lawsuits brought by private individuals under the Federal Tort Claims Act.  The Court ruled that an exception to the FTCA that barred liability for the "negligent transmission of mail" did not apply to a claim for injuries caused when someone tripped over mail left by a USPS employee.  Instead, the exception only applied to damage caused to the mail itself or that resulted from its loss or delay.

List of accolades received by Loving (2016 film): "Loving" is a 2016 historical drama film written and directed by Jeff Nichols.  The film tells the story of Richard and Mildred Loving, the plaintiffs in the 1967 U.S. Supreme Court decision "Loving v. Virginia", which invalidated state laws prohibiting interracial marriage.

McLaughlin v. Florida: McLaughlin v. Florida, 379 U.S. 184 (1964), was a case in which the United States Supreme Court ruled unanimously that a cohabitation law of Florida, part of the state's anti-miscegenation laws, was unconstitutional.  The law prohibited habitual cohabitation by two unmarried people of opposite sex, if one was black and the other was white.  The decision overturned "Pace v. Alabama" (1883), which had declared such statutes constitutional.  It did not overturn the related Florida statute that prohibited interracial marriage between whites and blacks.  Such laws were declared unconstitutional in 1967 in "Loving v. Virginia".

Loving (2016 film): Loving is a 2016 British-American historical drama film which tells the story of Richard and Mildred Loving, the plaintiffs in the 1967 U.S. Supreme Court decision "Loving v. Virginia", which invalidated state laws prohibiting interracial marriage.  The film was produced by Big Beach and Raindog Films, and distributed by Focus Features.  The film takes inspiration from "The Loving Story" (2011) by Nancy Buirski, a documentary which follows the Lovings and their landmark case.

Loving v. Virginia: Loving v. Virginia, 388 U.S. 1 (1967) is a landmark civil rights decision of the United States Supreme Court, which invalidated laws prohibiting interracial marriage.

Bernard S. Cohen: Bernard S. "Bernie" Cohen (born January 17, 1934) is a politician and former Democratic member of the Virginia House of Delegates.  Along with attorney Philip J. Hirschkop, Cohen argued (as a volunteer cooperating attorney for the ACLU) in April 1967 for the petitioners Richard and Mildred Loving in the case of "Loving v. Virginia" before the Supreme Court of the United States.  In June 1967, the Court rendered its unanimous decision banning state laws against interracial marriage.

Dolan v. City of Tigard: Dolan v. City of Tigard, 512 U.S. 374 (1994) , more commonly Dolan v. Tigard, was a United States Supreme Court case.  It was a landmark case regarding the practice of zoning and property rights, and served to establish limits on the ability of cities and other government agencies, to use zoning and land-use regulations to compel property owners to make unrelated public improvements.

Pace v. Alabama: Pace v. Alabama, 106 U.S. 583 (1883), was a case in which the United States Supreme Court affirmed that Alabama's anti-miscegenation statute was constitutional.  This ruling was rejected by the Supreme Court in 1964 in "McLaughlin v. Florida" and in 1967 in "Loving v. Virginia".  "Pace v. Alabama" is possibly the first recorded interracial sex court case in America.

Supporting paragraphs: Dolan v. City of Tigard Loving v. Virginia
Answer: Loving v. Virginia