diff --git a/.chloggen/confighttp-remove-deprecated-funcs.yaml b/.chloggen/confighttp-remove-deprecated-funcs.yaml
new file mode 100644
index 00000000000..796df0362a1
--- /dev/null
+++ b/.chloggen/confighttp-remove-deprecated-funcs.yaml
@@ -0,0 +1,25 @@
+# Use this changelog template to create an entry for release notes.
+
+# One of 'breaking', 'deprecation', 'new_component', 'enhancement', 'bug_fix'
+change_type: breaking
+
+# The name of the component, or a single word describing the area of concern, (e.g. otlpreceiver)
+component: confighttp
+
+# A brief description of the change.  Surround your text with quotes ("") if it needs to start with a backtick (`).
+note: Removes deprecated functions `ToClientContext`, `ToListenerContext`, and `ToServerContext`.
+
+# One or more tracking issues or pull requests related to the change
+issues: [10138]
+
+# (Optional) One or more lines of additional information to render under the primary note.
+# These lines will be padded with 2 spaces and then inserted directly into the document.
+# Use pipe (|) for multiline entries.
+subtext:
+
+# Optional: The change log or logs in which this entry should be included.
+# e.g. '[user]' or '[user, api]'
+# Include 'user' if the change is relevant to end users.
+# Include 'api' if there is a change to a library API.
+# Default: '[user]'
+change_logs: [api]
diff --git a/config/confighttp/confighttp.go b/config/confighttp/confighttp.go
index 303075571db..b210fa0dd8d 100644
--- a/config/confighttp/confighttp.go
+++ b/config/confighttp/confighttp.go
@@ -233,11 +233,6 @@ func (hcs *ClientConfig) ToClient(ctx context.Context, host component.Host, sett
 	}, nil
 }
 
-// Deprecated: [v0.99.0] Use ToClient instead.
-func (hcs *ClientConfig) ToClientContext(ctx context.Context, host component.Host, settings component.TelemetrySettings) (*http.Client, error) {
-	return hcs.ToClient(ctx, host, settings)
-}
-
 // Custom RoundTripper that adds headers.
 type headerRoundTripper struct {
 	transport http.RoundTripper
@@ -286,11 +281,6 @@ type ServerConfig struct {
 	ResponseHeaders map[string]configopaque.String `mapstructure:"response_headers"`
 }
 
-// Deprecated: [v0.99.0] Use ToListener instead.
-func (hss *ServerConfig) ToListenerContext(ctx context.Context) (net.Listener, error) {
-	return hss.ToListener(ctx)
-}
-
 // ToListener creates a net.Listener.
 func (hss *ServerConfig) ToListener(ctx context.Context) (net.Listener, error) {
 	listener, err := net.Listen("tcp", hss.Endpoint)
@@ -341,11 +331,6 @@ func WithDecoder(key string, dec func(body io.ReadCloser) (io.ReadCloser, error)
 	}
 }
 
-// Deprecated: [v0.99.0] Use ToServer instead.
-func (hss *ServerConfig) ToServerContext(ctx context.Context, host component.Host, settings component.TelemetrySettings, handler http.Handler, opts ...ToServerOption) (*http.Server, error) {
-	return hss.ToServer(ctx, host, settings, handler, opts...)
-}
-
 // ToServer creates an http.Server from settings object.
 func (hss *ServerConfig) ToServer(_ context.Context, host component.Host, settings component.TelemetrySettings, handler http.Handler, opts ...ToServerOption) (*http.Server, error) {
 	internal.WarnOnUnspecifiedHost(settings.Logger, hss.Endpoint)