Abood v. Detroit Board of Education (1977) said that requiring government
employees to pay union dues that weren’t used for political purposes did
not violate the First Amendment.
American Federation of Labor v. American Sash and Door Co. (1949) upheld a
right-to-work amendment to the Arizona constitution against First Amendment
challenges.
In Harris v. Quinn (2014), the Supreme Court dealt with the First Amendment
issues of requiring personal care workers in Illinois to join a union
against their will.
International Association of Machinists v. Street (1961) overturned a
decision that declared the union-shop provisions of the Railway Labor Act
of 1926 unconstitutional.
In Lincoln Federal Labor Union v. Northwestern Iron and Metal Co. (1949),
the Supreme Court upheld anti-closed shop laws against a First Amendment
challenge.
Locke v. Karass (2009) said that as long as union litigation was related to
collective bargaining, charging nonmembers for national litigation did not
violate the First Amendment.
Railway Employees’ Department v. Hanson (1956) ruled that the Railway Labor
Act’s provision for union shops was not a violation of the First
Amendment’s right of association.