diff --git a/lib/cli/pyproject.toml b/lib/cli/pyproject.toml
index 63f28b4ee..42418d4d9 100644
--- a/lib/cli/pyproject.toml
+++ b/lib/cli/pyproject.toml
@@ -9,7 +9,7 @@ authors = [
 requires-python = ">=3.10, <3.14"
 dependencies = [
     "crewai-core==1.14.6",
-    "click~=8.1.7",
+    "click>=8.1.7,<9",
     "pydantic>=2.11.9,<2.13",
     "pydantic-settings~=2.10.1",
     "appdirs~=1.4.4",
diff --git a/lib/cli/tests/test_click_compatibility.py b/lib/cli/tests/test_click_compatibility.py
new file mode 100644
index 000000000..3dbd8bda3
--- /dev/null
+++ b/lib/cli/tests/test_click_compatibility.py
@@ -0,0 +1,131 @@
+"""Tests for click dependency compatibility.
+
+Regression tests for https://github.com/crewAIInc/crewAI/issues/6002
+The click dependency was previously pinned to ~=8.1.7 (i.e. >=8.1.7,<8.2.0)
+which prevented users from upgrading to click 8.2+ as required by their
+security policies. The constraint has been widened to >=8.1.7,<9 to allow
+newer click 8.x releases while still guarding against a future major version
+break.
+"""
+
+from importlib.metadata import requires
+from pathlib import Path
+
+import click
+import pytest
+from click.testing import CliRunner
+from packaging.requirements import Requirement
+
+
+# ---------------------------------------------------------------------------
+# Verify the runtime click version satisfies the declared constraint
+# ---------------------------------------------------------------------------
+
+def _get_click_requirement_from_pyproject(package_dir: str) -> Requirement:
+    """Parse the click requirement directly from a pyproject.toml file."""
+    import tomli
+
+    pyproject_path = Path(__file__).resolve().parents[3] / package_dir / "pyproject.toml"
+    with open(pyproject_path, "rb") as f:
+        data = tomli.load(f)
+    deps = data["project"]["dependencies"]
+    for dep in deps:
+        req = Requirement(dep)
+        if req.name == "click":
+            return req
+    raise ValueError(f"click not found in {pyproject_path}")
+
+
+@pytest.mark.parametrize(
+    "package_dir",
+    [
+        "lib/crewai",
+        "lib/cli",
+        "lib/devtools",
+    ],
+)
+def test_click_constraint_allows_8_3_3(package_dir: str):
+    """The declared click constraint must accept click 8.3.3 (issue #6002)."""
+    req = _get_click_requirement_from_pyproject(package_dir)
+    # packaging's Requirement.specifier supports `__contains__` for version checks
+    assert "8.3.3" in req.specifier, (
+        f"{package_dir}: click constraint {req.specifier} does not allow 8.3.3"
+    )
+
+
+@pytest.mark.parametrize(
+    "package_dir",
+    [
+        "lib/crewai",
+        "lib/cli",
+        "lib/devtools",
+    ],
+)
+def test_click_constraint_allows_8_1_7(package_dir: str):
+    """The declared click constraint must still accept the original minimum (8.1.7)."""
+    req = _get_click_requirement_from_pyproject(package_dir)
+    assert "8.1.7" in req.specifier, (
+        f"{package_dir}: click constraint {req.specifier} does not allow 8.1.7"
+    )
+
+
+@pytest.mark.parametrize(
+    "package_dir",
+    [
+        "lib/crewai",
+        "lib/cli",
+        "lib/devtools",
+    ],
+)
+def test_click_constraint_rejects_next_major(package_dir: str):
+    """The declared click constraint must reject click 9.0.0."""
+    req = _get_click_requirement_from_pyproject(package_dir)
+    assert "9.0.0" not in req.specifier, (
+        f"{package_dir}: click constraint {req.specifier} should not allow 9.0.0"
+    )
+
+
+# ---------------------------------------------------------------------------
+# Verify the installed click version works with the CLI
+# ---------------------------------------------------------------------------
+
+def test_click_version_is_compatible():
+    """The installed click version must be within the 8.x range."""
+    major = int(click.__version__.split(".")[0])
+    assert major == 8, f"Expected click 8.x, got {click.__version__}"
+
+
+def test_cli_runner_works_with_installed_click():
+    """Smoke-test: CliRunner from the installed click can invoke a trivial command."""
+
+    @click.command()
+    @click.option("--name", default="world")
+    def hello(name: str) -> None:
+        click.echo(f"Hello {name}!")
+
+    runner = CliRunner()
+    result = runner.invoke(hello, ["--name", "crewai"])
+    assert result.exit_code == 0
+    assert "Hello crewai!" in result.output
+
+
+def test_cli_group_works_with_installed_click():
+    """Smoke-test: click.group, click.option, click.argument all work."""
+
+    @click.group()
+    def grp() -> None:
+        pass
+
+    @grp.command()
+    @click.argument("task")
+    @click.option("--verbose", is_flag=True)
+    def run(task: str, verbose: bool) -> None:
+        if verbose:
+            click.echo(f"Running {task} (verbose)")
+        else:
+            click.echo(f"Running {task}")
+
+    runner = CliRunner()
+    result = runner.invoke(grp, ["run", "test-task", "--verbose"])
+    assert result.exit_code == 0
+    assert "Running test-task (verbose)" in result.output
diff --git a/lib/crewai/pyproject.toml b/lib/crewai/pyproject.toml
index fac0b19e1..ff1d61b7f 100644
--- a/lib/crewai/pyproject.toml
+++ b/lib/crewai/pyproject.toml
@@ -29,7 +29,7 @@ dependencies = [
     "python-dotenv>=1.2.2,<2",
     "pyjwt>=2.9.0,<3",
     # Configuration and Utils
-    "click~=8.1.7",
+    "click>=8.1.7,<9",
     "appdirs~=1.4.4",
     "jsonref~=1.1.0",
     "json-repair~=0.25.2",
diff --git a/lib/devtools/pyproject.toml b/lib/devtools/pyproject.toml
index 88938fa5c..98ba51f59 100644
--- a/lib/devtools/pyproject.toml
+++ b/lib/devtools/pyproject.toml
@@ -10,7 +10,7 @@ requires-python = ">=3.10, <3.14"
 classifiers = ["Private :: Do Not Upload"]
 private = true
 dependencies = [
-    "click~=8.1.7",
+    "click>=8.1.7,<9",
     "tomlkit~=0.13.2",
     "openai>=1.83.0,<3",
     "python-dotenv>=1.2.2,<2",
diff --git a/uv.lock b/uv.lock
index 7dae3c0ed..b124afcab 100644
--- a/uv.lock
+++ b/uv.lock
@@ -13,7 +13,7 @@ resolution-markers = [
 ]
 
 [options]
-exclude-newer = "2026-05-29T06:38:49.259217Z"
+exclude-newer = "0001-01-01T00:00:00Z" # This has no effect and is included for backwards compatibility when using relative exclude-newer values.
 exclude-newer-span = "P3D"
 
 [manifest]
@@ -1389,7 +1389,7 @@ requires-dist = [
     { name = "boto3", marker = "extra == 'aws'", specifier = "~=1.42.79" },
     { name = "boto3", marker = "extra == 'bedrock'", specifier = "~=1.42.79" },
     { name = "chromadb", specifier = "~=1.1.0" },
-    { name = "click", specifier = "~=8.1.7" },
+    { name = "click", specifier = ">=8.1.7,<9" },
     { name = "crewai-cli", editable = "lib/cli" },
     { name = "crewai-core", editable = "lib/crewai-core" },
     { name = "crewai-files", marker = "extra == 'file-processing'", editable = "lib/crewai-files" },
@@ -1459,7 +1459,7 @@ dependencies = [
 requires-dist = [
     { name = "appdirs", specifier = "~=1.4.4" },
     { name = "certifi" },
-    { name = "click", specifier = "~=8.1.7" },
+    { name = "click", specifier = ">=8.1.7,<9" },
     { name = "crewai-core", editable = "lib/crewai-core" },
     { name = "cryptography", specifier = ">=42.0" },
     { name = "httpx", specifier = "~=0.28.1" },
@@ -1523,7 +1523,7 @@ dependencies = [
 
 [package.metadata]
 requires-dist = [
-    { name = "click", specifier = "~=8.1.7" },
+    { name = "click", specifier = ">=8.1.7,<9" },
     { name = "openai", specifier = ">=1.83.0,<3" },
     { name = "pygithub", specifier = "~=1.59.1" },
     { name = "python-dotenv", specifier = ">=1.2.2,<2" },