diff --git a/CHANGELOG.md b/CHANGELOG.md
index d3636e22d58..9fc7aa395a8 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -31,6 +31,10 @@ This project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0.htm
 
 - Global MeterProvider registration unwraps global instrument Observers, the undocumented Unwrap() methods are now private. (#5881)
 - Fix `go.opentelemetry.io/otel/exporters/prometheus` trying to add exemplars to Gauge metrics, which is unsupported. (#5912)
+- Fix `WithEndpointURL` to always use a secure connection when an https URL is passed in `go.opentelemetry.io/otel/exporters/otlp/otlpmetric/otlpmetricgrpc`. (#5944)
+- Fix `WithEndpointURL` to always use a secure connection when an https URL is passed in `go.opentelemetry.io/otel/exporters/otlp/otlpmetric/otlpmetrichttp`. (#5944)
+- Fix `WithEndpointURL` to always use a secure connection when an https URL is passed in `go.opentelemetry.io/otel/exporters/otlp/otlptrace/otlptracegrpc`. (#5944)
+- Fix `WithEndpointURL` to always use a secure connection when an https URL is passed in `go.opentelemetry.io/otel/exporters/otlp/otlptrace/otlptracehttp`. (#5944)
 
 ### Changed
 
diff --git a/exporters/otlp/otlplog/otlploggrpc/config_test.go b/exporters/otlp/otlplog/otlploggrpc/config_test.go
index 51d864b6282..cb21786b2c4 100644
--- a/exporters/otlp/otlplog/otlploggrpc/config_test.go
+++ b/exporters/otlp/otlplog/otlploggrpc/config_test.go
@@ -169,6 +169,21 @@ func TestNewConfig(t *testing.T) {
 				retryCfg: newSetting(defaultRetryCfg),
 			},
 		},
+		{
+			name: "WithEndpointURL secure when Environment Endpoint is set insecure",
+			envars: map[string]string{
+				"OTEL_EXPORTER_OTLP_LOGS_ENDPOINT": "http://env.endpoint:8080/prefix",
+			},
+			options: []Option{
+				WithEndpointURL("https://test:8080/path"),
+			},
+			want: config{
+				endpoint: newSetting("test:8080"),
+				insecure: newSetting(false),
+				timeout:  newSetting(defaultTimeout),
+				retryCfg: newSetting(defaultRetryCfg),
+			},
+		},
 		{
 			name: "LogEnvironmentVariables",
 			envars: map[string]string{
@@ -235,6 +250,21 @@ func TestNewConfig(t *testing.T) {
 				retryCfg: newSetting(defaultRetryCfg),
 			},
 		},
+		{
+			name: "WithEndpointURL secure when Environment insecure is set false",
+			envars: map[string]string{
+				"OTEL_EXPORTER_OTLP_LOGS_INSECURE": "true",
+			},
+			options: []Option{
+				WithEndpointURL("https://test:8080/path"),
+			},
+			want: config{
+				endpoint: newSetting("test:8080"),
+				insecure: newSetting(false),
+				timeout:  newSetting(defaultTimeout),
+				retryCfg: newSetting(defaultRetryCfg),
+			},
+		},
 		{
 			name: "EnvironmentVariablesPrecedence",
 			envars: map[string]string{
diff --git a/exporters/otlp/otlplog/otlploghttp/config.go b/exporters/otlp/otlplog/otlploghttp/config.go
index f348672f466..bfe768091e3 100644
--- a/exporters/otlp/otlplog/otlploghttp/config.go
+++ b/exporters/otlp/otlplog/otlploghttp/config.go
@@ -183,11 +183,7 @@ func WithEndpointURL(rawURL string) Option {
 	return fnOpt(func(c config) config {
 		c.endpoint = newSetting(u.Host)
 		c.path = newSetting(u.Path)
-		if u.Scheme != "https" {
-			c.insecure = newSetting(true)
-		} else {
-			c.insecure = newSetting(false)
-		}
+		c.insecure = newSetting(u.Scheme != "https")
 		return c
 	})
 }
diff --git a/exporters/otlp/otlplog/otlploghttp/config_test.go b/exporters/otlp/otlplog/otlploghttp/config_test.go
index 456499a5886..1a7568921db 100644
--- a/exporters/otlp/otlplog/otlploghttp/config_test.go
+++ b/exporters/otlp/otlplog/otlploghttp/config_test.go
@@ -167,6 +167,38 @@ func TestNewConfig(t *testing.T) {
 				retryCfg: newSetting(defaultRetryCfg),
 			},
 		},
+		{
+			name: "WithEndpointURL secure when Environment Endpoint is set insecure",
+			envars: map[string]string{
+				"OTEL_EXPORTER_OTLP_LOGS_ENDPOINT": "http://env.endpoint:8080/prefix",
+			},
+			options: []Option{
+				WithEndpointURL("https://test:8080/path"),
+			},
+			want: config{
+				endpoint: newSetting("test:8080"),
+				path:     newSetting("/path"),
+				insecure: newSetting(false),
+				timeout:  newSetting(defaultTimeout),
+				retryCfg: newSetting(defaultRetryCfg),
+			},
+		},
+		{
+			name: "WithEndpointURL secure when Environment insecure is set false",
+			envars: map[string]string{
+				"OTEL_EXPORTER_OTLP_LOGS_INSECURE": "true",
+			},
+			options: []Option{
+				WithEndpointURL("https://test:8080/path"),
+			},
+			want: config{
+				endpoint: newSetting("test:8080"),
+				path:     newSetting("/path"),
+				insecure: newSetting(false),
+				timeout:  newSetting(defaultTimeout),
+				retryCfg: newSetting(defaultRetryCfg),
+			},
+		},
 		{
 			name: "LogEnvironmentVariables",
 			envars: map[string]string{
diff --git a/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options.go b/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options.go
index f66c471212f..c016b4dbe97 100644
--- a/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options.go
+++ b/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options.go
@@ -287,9 +287,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Metrics.Endpoint = u.Host
 		cfg.Metrics.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Metrics.Insecure = true
-		}
+		cfg.Metrics.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options_test.go b/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options_test.go
index 53092631ea6..41816152733 100644
--- a/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options_test.go
+++ b/exporters/otlp/otlpmetric/otlpmetricgrpc/internal/oconf/options_test.go
@@ -149,6 +149,34 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
+		{
+			name: "Test With WithEndpointURL secure when Environment insecure is set true",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_INSECURE": "true",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{
diff --git a/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options.go b/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options.go
index 9a582cdbbaa..33363193de5 100644
--- a/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options.go
+++ b/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options.go
@@ -287,9 +287,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Metrics.Endpoint = u.Host
 		cfg.Metrics.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Metrics.Insecure = true
-		}
+		cfg.Metrics.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options_test.go b/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options_test.go
index 0445e3786ab..36858bc3077 100644
--- a/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options_test.go
+++ b/exporters/otlp/otlpmetric/otlpmetrichttp/internal/oconf/options_test.go
@@ -149,6 +149,34 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
+		{
+			name: "Test With WithEndpointURL secure when Environment insecure is set true",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_INSECURE": "true",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{
diff --git a/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options.go b/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options.go
index 8d4b4bf0898..3ee452ef72b 100644
--- a/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options.go
+++ b/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options.go
@@ -278,9 +278,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Traces.Endpoint = u.Host
 		cfg.Traces.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Traces.Insecure = true
-		}
+		cfg.Traces.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options_test.go b/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options_test.go
index 56b540a5970..47c984f6cf1 100644
--- a/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options_test.go
+++ b/exporters/otlp/otlptrace/otlptracegrpc/internal/otlpconfig/options_test.go
@@ -147,6 +147,20 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
+				assert.Equal(t, "/somepath", c.Traces.URLPath)
+				assert.False(t, c.Traces.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{
diff --git a/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options.go b/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options.go
index 4cfd6c27f58..131906b1ff3 100644
--- a/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options.go
+++ b/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options.go
@@ -278,9 +278,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Traces.Endpoint = u.Host
 		cfg.Traces.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Traces.Insecure = true
-		}
+		cfg.Traces.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options_test.go b/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options_test.go
index 7a09669343d..55a3ad96986 100644
--- a/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options_test.go
+++ b/exporters/otlp/otlptrace/otlptracehttp/internal/otlpconfig/options_test.go
@@ -147,6 +147,20 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
+				assert.Equal(t, "/somepath", c.Traces.URLPath)
+				assert.False(t, c.Traces.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{
diff --git a/internal/shared/otlp/otlpmetric/oconf/options.go.tmpl b/internal/shared/otlp/otlpmetric/oconf/options.go.tmpl
index 1f7cc658768..f6a21c6137e 100644
--- a/internal/shared/otlp/otlpmetric/oconf/options.go.tmpl
+++ b/internal/shared/otlp/otlpmetric/oconf/options.go.tmpl
@@ -287,9 +287,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Metrics.Endpoint = u.Host
 		cfg.Metrics.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Metrics.Insecure = true
-		}
+		cfg.Metrics.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/internal/shared/otlp/otlpmetric/oconf/options_test.go.tmpl b/internal/shared/otlp/otlpmetric/oconf/options_test.go.tmpl
index 5a136567cb5..9e2862e835d 100644
--- a/internal/shared/otlp/otlpmetric/oconf/options_test.go.tmpl
+++ b/internal/shared/otlp/otlpmetric/oconf/options_test.go.tmpl
@@ -149,6 +149,34 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
+		{
+			name: "Test With WithEndpointURL secure when Environment insecure is set true",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_INSECURE": "true",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Metrics.Endpoint)
+				assert.Equal(t, "/somepath", c.Metrics.URLPath)
+				assert.False(t, c.Metrics.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{
diff --git a/internal/shared/otlp/otlptrace/otlpconfig/options.go.tmpl b/internal/shared/otlp/otlptrace/otlpconfig/options.go.tmpl
index a7f79c3efb4..e99663f3cfd 100644
--- a/internal/shared/otlp/otlptrace/otlpconfig/options.go.tmpl
+++ b/internal/shared/otlp/otlptrace/otlpconfig/options.go.tmpl
@@ -278,9 +278,7 @@ func WithEndpointURL(v string) GenericOption {
 
 		cfg.Traces.Endpoint = u.Host
 		cfg.Traces.URLPath = u.Path
-		if u.Scheme != "https" {
-			cfg.Traces.Insecure = true
-		}
+		cfg.Traces.Insecure = u.Scheme != "https"
 
 		return cfg
 	})
diff --git a/internal/shared/otlp/otlptrace/otlpconfig/options_test.go.tmpl b/internal/shared/otlp/otlptrace/otlpconfig/options_test.go.tmpl
index 8bbc8a1c974..9170ce71dc7 100644
--- a/internal/shared/otlp/otlptrace/otlpconfig/options_test.go.tmpl
+++ b/internal/shared/otlp/otlptrace/otlpconfig/options_test.go.tmpl
@@ -147,6 +147,20 @@ func TestConfigs(t *testing.T) {
 				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
 			},
 		},
+		{
+			name: "Test With WithEndpointURL secure when Environment Endpoint is set insecure",
+			env: map[string]string{
+				"OTEL_EXPORTER_OTLP_ENDPOINT": "http://env.endpoint/prefix",
+			},
+			opts: []GenericOption{
+				WithEndpointURL("https://someendpoint/somepath"),
+			},
+			asserts: func(t *testing.T, c *Config, grpcOption bool) {
+				assert.Equal(t, "someendpoint", c.Traces.Endpoint)
+				assert.Equal(t, "/somepath", c.Traces.URLPath)
+				assert.False(t, c.Traces.Insecure)
+			},
+		},
 		{
 			name: "Test Environment Endpoint",
 			env: map[string]string{