Using Java 6 or later, the classpath option supports wildcards. Note the following:

• Use straight quotes (")
• Use *, not *.jar

Windows

java -cp "Test.jar;lib/*" my.package.MainClass

Unix

java -cp "Test.jar:lib/*" my.package.MainClass

This is similar to Windows, but uses : instead of ;. If you cannot use wildcards, bash allows the following syntax (where lib is the directory containing all the Java archive files):

java -cp "$(printf %s: lib/*.jar)"

(Note that using a classpath is incompatible with the -jar option. See also: Execute jar file with multiple classpath libraries from command prompt)

Understanding Wildcards

From the Classpath document:

Class path entries can contain the basename wildcard character *, which is considered equivalent to specifying a list of all the files in the directory with the extension .jar or .JAR. For example, the class path entry foo/* specifies all JAR files in the directory named foo. A classpath entry consisting simply of * expands to a list of all the jar files in the current directory.

A class path entry that contains * will not match class files. To match both classes and JAR files in a single directory foo, use either foo;foo/* or foo/*;foo. The order chosen determines whether the classes and resources in foo are loaded before JAR files in foo, or vice versa.

Subdirectories are not searched recursively. For example, foo/* looks for JAR files only in foo, not in foo/bar, foo/baz, etc.

The order in which the JAR files in a directory are enumerated in the expanded class path is not specified and may vary from platform to platform and even from moment to moment on the same machine. A well-constructed application should not depend upon any particular order. If a specific order is required then the JAR files can be enumerated explicitly in the class path.

Expansion of wildcards is done early, prior to the invocation of a program's main method, rather than late, during the class-loading process itself. Each element of the input class path containing a wildcard is replaced by the (possibly empty) sequence of elements generated by enumerating the JAR files in the named directory. For example, if the directory foo contains a.jar, b.jar, and c.jar, then the class path foo/* is expanded into foo/a.jar;foo/b.jar;foo/c.jar, and that string would be the value of the system property java.class.path.

The CLASSPATH environment variable is not treated any differently from the -classpath (or -cp) command-line option. That is, wildcards are honored in all these cases. However, class path wildcards are not honored in the Class-Path jar-manifest header.

Note: due to a known bug in java 8, the windows examples must use a backslash preceding entries with a trailing asterisk: https://bugs.openjdk.java.net/browse/JDK-8131329

Problems of popular approaches

Most of the answers you'll find around the internet will suggest you to either install the dependency to your local repository or specify a "system" scope in the pom and distribute the dependency with the source of your project. But both of these solutions are actually flawed.

Why you shouldn't apply the "Install to Local Repo" approach

When you install a dependency to your local repository it remains there. Your distribution artifact will do fine as long as it has access to this repository. The problem is in most cases this repository will reside on your local machine, so there'll be no way to resolve this dependency on any other machine. Clearly making your artifact depend on a specific machine is not a way to handle things. Otherwise this dependency will have to be locally installed on every machine working with that project which is not any better.

Why you shouldn't apply the "System Scope" approach

The jars you depend on with the "System Scope" approach neither get installed to any repository or attached to your target packages. That's why your distribution package won't have a way to resolve that dependency when used. That I believe was the reason why the use of system scope even got deprecated. Anyway you don't want to rely on a deprecated feature.

The static in-project repository solution

After putting this in your pom:

<repository>
    <id>repo</id>
    <releases>
        <enabled>true</enabled>
        <checksumPolicy>ignore</checksumPolicy>
    </releases>
    <snapshots>
        <enabled>false</enabled>
    </snapshots>
    <url>file://${project.basedir}/repo</url>
</repository>

for each artifact with a group id of form x.y.z Maven will include the following location inside your project dir in its search for artifacts:

repo/
| - x/
|   | - y/
|   |   | - z/
|   |   |   | - ${artifactId}/
|   |   |   |   | - ${version}/
|   |   |   |   |   | - ${artifactId}-${version}.jar

To elaborate more on this you can read this blog post.

Use Maven to install to project repo

Instead of creating this structure by hand I recommend to use a Maven plugin to install your jars as artifacts. So, to install an artifact to an in-project repository under repo folder execute:

mvn install:install-file -DlocalRepositoryPath=repo -DcreateChecksum=true -Dpackaging=jar -Dfile=[your-jar] -DgroupId=[...] -DartifactId=[...] -Dversion=[...]

If you'll choose this approach you'll be able to simplify the repository declaration in pom to:

<repository>
    <id>repo</id>
    <url>file://${project.basedir}/repo</url>
</repository>

A helper script

Since executing installation command for each lib is kinda annoying and definitely error prone, I've created a utility script which automatically installs all the jars from a lib folder to a project repository, while automatically resolving all metadata (groupId, artifactId and etc.) from names of files. The script also prints out the dependencies xml for you to copy-paste in your pom.

Include the dependencies in your target package

When you'll have your in-project repository created you'll have solved a problem of distributing the dependencies of the project with its source, but since then your project's target artifact will depend on non-published jars, so when you'll install it to a repository it will have unresolvable dependencies.

To beat this problem I suggest to include these dependencies in your target package. This you can do with either the Assembly Plugin or better with the OneJar Plugin. The official documentaion on OneJar is easy to grasp.