diff --git a/libpod/container.go b/libpod/container.go
index 9ad938a5c1..644647bc92 100644
--- a/libpod/container.go
+++ b/libpod/container.go
@@ -261,6 +261,10 @@ type ContainerConfig struct {
 	Mounts []string `json:"mounts,omitempty"`
 	// NamedVolumes lists the named volumes to mount into the container.
 	NamedVolumes []*ContainerNamedVolume `json:"namedVolumes,omitempty"`
+	// CreateWorkingDir indicates that Libpod should create the container's
+	// working directory if it does not exist. Some OCI runtimes do this by
+	// default, but others do not.
+	CreateWorkingDir bool `json:"createWorkingDir,omitempty"`
 
 	// Security Config
 
diff --git a/libpod/container_internal_linux.go b/libpod/container_internal_linux.go
index b9e4f9a935..0d9a1c8241 100644
--- a/libpod/container_internal_linux.go
+++ b/libpod/container_internal_linux.go
@@ -157,7 +157,32 @@ func (c *Container) prepare() error {
 	}
 
 	// Save changes to container state
-	return c.save()
+	if err := c.save(); err != nil {
+		return err
+	}
+
+	// Ensure container entrypoint is created (if required)
+	if c.config.CreateWorkingDir {
+		workdir, err := securejoin.SecureJoin(c.state.Mountpoint, c.WorkingDir())
+		if err != nil {
+			return errors.Wrapf(err, "error creating path to container %s working dir", c.ID())
+		}
+		rootUID := c.RootUID()
+		rootGID := c.RootGID()
+
+		if err := os.MkdirAll(workdir, 0755); err != nil {
+			if os.IsExist(err) {
+				return nil
+			}
+			return errors.Wrapf(err, "error creating container %s working dir", c.ID())
+		}
+
+		if err := os.Chown(workdir, rootUID, rootGID); err != nil {
+			return errors.Wrapf(err, "error chowning container %s working directory to container root", c.ID())
+		}
+	}
+
+	return nil
 }
 
 // cleanupNetwork unmounts and cleans up the container's network
diff --git a/libpod/options.go b/libpod/options.go
index 560b406e29..a4e4b99e9e 100644
--- a/libpod/options.go
+++ b/libpod/options.go
@@ -1395,6 +1395,19 @@ func WithCreateCommand(cmd []string) CtrCreateOption {
 	}
 }
 
+// WithCreateWorkingDir tells Podman to create the container's working directory
+// if it does not exist.
+func WithCreateWorkingDir() CtrCreateOption {
+	return func(ctr *Container) error {
+		if ctr.valid {
+			return define.ErrCtrFinalized
+		}
+
+		ctr.config.CreateWorkingDir = true
+		return nil
+	}
+}
+
 // Volume Creation Options
 
 // WithVolumeName sets the name of the volume.
diff --git a/pkg/specgen/generate/container_create.go b/pkg/specgen/generate/container_create.go
index b31bc91e02..42be5e812f 100644
--- a/pkg/specgen/generate/container_create.go
+++ b/pkg/specgen/generate/container_create.go
@@ -215,6 +215,17 @@ func createContainerOptions(ctx context.Context, rt *libpod.Runtime, s *specgen.
 	if s.Entrypoint != nil {
 		options = append(options, libpod.WithEntrypoint(s.Entrypoint))
 	}
+	// If the user did not set an workdir but the image did, ensure it is
+	// created.
+	if s.WorkDir == "" && img != nil {
+		newWD, err := img.WorkingDir(ctx)
+		if err != nil {
+			return nil, err
+		}
+		if newWD != "" {
+			options = append(options, libpod.WithCreateWorkingDir())
+		}
+	}
 	if s.StopSignal != nil {
 		options = append(options, libpod.WithStopSignal(*s.StopSignal))
 	}
diff --git a/test/e2e/run_test.go b/test/e2e/run_test.go
index 13f0db550a..ef275b32e1 100644
--- a/test/e2e/run_test.go
+++ b/test/e2e/run_test.go
@@ -1060,4 +1060,14 @@ USER mail`
 		Expect(session.ExitCode()).To(Equal(0))
 		Expect(session.OutputToString()).To(ContainSubstring(limit))
 	})
+
+	It("podman run makes entrypoint from image", func() {
+		dockerfile := `FROM busybox
+WORKDIR /madethis`
+		podmanTest.BuildImage(dockerfile, "test", "false")
+		session := podmanTest.Podman([]string{"run", "--rm", "test", "pwd"})
+		session.WaitWithDefaultTimeout()
+		Expect(session.ExitCode()).To(Equal(0))
+		Expect(session.OutputToString()).To(ContainSubstring("/madethis"))
+	})
 })