diff --git a/cli/command/context/create.go b/cli/command/context/create.go
index 73d8c29f18..9d5865a70a 100644
--- a/cli/command/context/create.go
+++ b/cli/command/context/create.go
@@ -78,13 +78,19 @@ func RunCreate(cli command.Cli, o *CreateOptions) error {
 	if err != nil {
 		return errors.Wrap(err, "unable to parse default-stack-orchestrator")
 	}
-	if o.From == "" && o.Docker == nil && o.Kubernetes == nil {
-		return createFromExistingContext(s, cli.CurrentContext(), stackOrchestrator, o)
+	switch {
+	case o.From == "" && o.Docker == nil && o.Kubernetes == nil:
+		err = createFromExistingContext(s, cli.CurrentContext(), stackOrchestrator, o)
+	case o.From != "":
+		err = createFromExistingContext(s, o.From, stackOrchestrator, o)
+	default:
+		err = createNewContext(o, stackOrchestrator, cli, s)
 	}
-	if o.From != "" {
-		return createFromExistingContext(s, o.From, stackOrchestrator, o)
+	if err == nil {
+		fmt.Fprintln(cli.Out(), o.Name)
+		fmt.Fprintf(cli.Err(), "Successfully created context %q\n", o.Name)
 	}
-	return createNewContext(o, stackOrchestrator, cli, s)
+	return err
 }
 
 func createNewContext(o *CreateOptions, stackOrchestrator command.Orchestrator, cli command.Cli, s store.Writer) error {
@@ -127,8 +133,6 @@ func createNewContext(o *CreateOptions, stackOrchestrator command.Orchestrator,
 	if err := s.ResetTLSMaterial(o.Name, &contextTLSData); err != nil {
 		return err
 	}
-	fmt.Fprintln(cli.Out(), o.Name)
-	fmt.Fprintf(cli.Err(), "Successfully created context %q\n", o.Name)
 	return nil
 }
 
diff --git a/cli/command/context/create_test.go b/cli/command/context/create_test.go
index dba73c5b64..013e82d05e 100644
--- a/cli/command/context/create_test.go
+++ b/cli/command/context/create_test.go
@@ -1,6 +1,7 @@
 package context
 
 import (
+	"fmt"
 	"io/ioutil"
 	"os"
 	"testing"
@@ -131,6 +132,11 @@ func TestCreateInvalids(t *testing.T) {
 	}
 }
 
+func assertContextCreateLogging(t *testing.T, cli *test.FakeCli, n string) {
+	assert.Equal(t, n+"\n", cli.OutBuffer().String())
+	assert.Equal(t, fmt.Sprintf("Successfully created context %q\n", n), cli.ErrBuffer().String())
+}
+
 func TestCreateOrchestratorSwarm(t *testing.T) {
 	cli, cleanup := makeFakeCli(t)
 	defer cleanup()
@@ -141,8 +147,7 @@ func TestCreateOrchestratorSwarm(t *testing.T) {
 		Docker:                   map[string]string{},
 	})
 	assert.NilError(t, err)
-	assert.Equal(t, "test\n", cli.OutBuffer().String())
-	assert.Equal(t, "Successfully created context \"test\"\n", cli.ErrBuffer().String())
+	assertContextCreateLogging(t, cli, "test")
 }
 
 func TestCreateOrchestratorEmpty(t *testing.T) {
@@ -154,6 +159,7 @@ func TestCreateOrchestratorEmpty(t *testing.T) {
 		Docker: map[string]string{},
 	})
 	assert.NilError(t, err)
+	assertContextCreateLogging(t, cli, "test")
 }
 
 func validateTestKubeEndpoint(t *testing.T, s store.Reader, name string) {
@@ -189,6 +195,7 @@ func TestCreateOrchestratorAllKubernetesEndpointFromCurrent(t *testing.T) {
 	cli, cleanup := makeFakeCli(t)
 	defer cleanup()
 	createTestContextWithKube(t, cli)
+	assertContextCreateLogging(t, cli, "test")
 	validateTestKubeEndpoint(t, cli.ContextStore(), "test")
 }
 
@@ -225,6 +232,7 @@ func TestCreateFromContext(t *testing.T) {
 	defer cleanup()
 	revert := env.Patch(t, "KUBECONFIG", "./testdata/test-kubeconfig")
 	defer revert()
+	cli.ResetOutputBuffers()
 	assert.NilError(t, RunCreate(cli, &CreateOptions{
 		Name:        "original",
 		Description: "original description",
@@ -236,6 +244,9 @@ func TestCreateFromContext(t *testing.T) {
 		},
 		DefaultStackOrchestrator: "swarm",
 	}))
+	assertContextCreateLogging(t, cli, "original")
+
+	cli.ResetOutputBuffers()
 	assert.NilError(t, RunCreate(cli, &CreateOptions{
 		Name:        "dummy",
 		Description: "dummy description",
@@ -247,11 +258,13 @@ func TestCreateFromContext(t *testing.T) {
 		},
 		DefaultStackOrchestrator: "swarm",
 	}))
+	assertContextCreateLogging(t, cli, "dummy")
 
 	cli.SetCurrentContext("dummy")
 
 	for _, c := range cases {
 		t.Run(c.name, func(t *testing.T) {
+			cli.ResetOutputBuffers()
 			err := RunCreate(cli, &CreateOptions{
 				From:                     "original",
 				Name:                     c.name,
@@ -261,6 +274,7 @@ func TestCreateFromContext(t *testing.T) {
 				Kubernetes:               c.kubernetes,
 			})
 			assert.NilError(t, err)
+			assertContextCreateLogging(t, cli, c.name)
 			newContext, err := cli.ContextStore().GetMetadata(c.name)
 			assert.NilError(t, err)
 			newContextTyped, err := command.GetDockerContext(newContext)
@@ -308,6 +322,7 @@ func TestCreateFromCurrent(t *testing.T) {
 	defer cleanup()
 	revert := env.Patch(t, "KUBECONFIG", "./testdata/test-kubeconfig")
 	defer revert()
+	cli.ResetOutputBuffers()
 	assert.NilError(t, RunCreate(cli, &CreateOptions{
 		Name:        "original",
 		Description: "original description",
@@ -319,17 +334,20 @@ func TestCreateFromCurrent(t *testing.T) {
 		},
 		DefaultStackOrchestrator: "swarm",
 	}))
+	assertContextCreateLogging(t, cli, "original")
 
 	cli.SetCurrentContext("original")
 
 	for _, c := range cases {
 		t.Run(c.name, func(t *testing.T) {
+			cli.ResetOutputBuffers()
 			err := RunCreate(cli, &CreateOptions{
 				Name:                     c.name,
 				Description:              c.description,
 				DefaultStackOrchestrator: c.orchestrator,
 			})
 			assert.NilError(t, err)
+			assertContextCreateLogging(t, cli, c.name)
 			newContext, err := cli.ContextStore().GetMetadata(c.name)
 			assert.NilError(t, err)
 			newContextTyped, err := command.GetDockerContext(newContext)
diff --git a/internal/test/cli.go b/internal/test/cli.go
index 2321ca4d6b..6b7a329e26 100644
--- a/internal/test/cli.go
+++ b/internal/test/cli.go
@@ -169,6 +169,12 @@ func (c *FakeCli) ErrBuffer() *bytes.Buffer {
 	return c.err
 }
 
+// ResetOutputBuffers resets the .OutBuffer() and.ErrBuffer() back to empty
+func (c *FakeCli) ResetOutputBuffers() {
+	c.outBuffer.Reset()
+	c.err.Reset()
+}
+
 // SetNotaryClient sets the internal getter for retrieving a NotaryClient
 func (c *FakeCli) SetNotaryClient(notaryClientFunc NotaryClientFuncType) {
 	c.notaryClientFunc = notaryClientFunc