diff --git a/bin/elasticurl/main.c b/bin/elasticurl/main.c
index 2cc673b2f..bedcb7ba0 100644
--- a/bin/elasticurl/main.c
+++ b/bin/elasticurl/main.c
@@ -602,7 +602,7 @@ int main(int argc, char **argv) {
     }
 
     bool use_tls = true;
-    uint16_t port = 443;
+    uint32_t port = 443;
 
     if (!app_ctx.uri.scheme.len && (app_ctx.uri.port == 80 || app_ctx.uri.port == 8080)) {
         use_tls = false;
diff --git a/include/aws/http/connection.h b/include/aws/http/connection.h
index 847ab2f37..031957ef0 100644
--- a/include/aws/http/connection.h
+++ b/include/aws/http/connection.h
@@ -272,7 +272,7 @@ struct aws_http_client_connection_options {
     /**
      * Required.
      */
-    uint16_t port;
+    uint32_t port;
 
     /**
      * Required.
diff --git a/include/aws/http/connection_manager.h b/include/aws/http/connection_manager.h
index 25912740f..70b1e77b8 100644
--- a/include/aws/http/connection_manager.h
+++ b/include/aws/http/connection_manager.h
@@ -80,7 +80,7 @@ struct aws_http_connection_manager_options {
 
     const struct aws_http_connection_monitoring_options *monitoring_options;
     struct aws_byte_cursor host;
-    uint16_t port;
+    uint32_t port;
 
     /**
      * Optional.
diff --git a/include/aws/http/http2_stream_manager.h b/include/aws/http/http2_stream_manager.h
index 7b98d6492..bd7867759 100644
--- a/include/aws/http/http2_stream_manager.h
+++ b/include/aws/http/http2_stream_manager.h
@@ -68,7 +68,7 @@ struct aws_http2_stream_manager_options {
     bool http2_prior_knowledge;
 
     struct aws_byte_cursor host;
-    uint16_t port;
+    uint32_t port;
 
     /**
      * Optional.
diff --git a/include/aws/http/private/proxy_impl.h b/include/aws/http/private/proxy_impl.h
index 10a36adc6..946fece72 100644
--- a/include/aws/http/private/proxy_impl.h
+++ b/include/aws/http/private/proxy_impl.h
@@ -52,7 +52,7 @@ struct aws_http_proxy_config {
 
     struct aws_byte_buf host;
 
-    uint16_t port;
+    uint32_t port;
 
     struct aws_tls_connection_options *tls_options;
 
@@ -97,7 +97,7 @@ struct aws_http_proxy_user_data {
      * Cached original connect options
      */
     struct aws_string *original_host;
-    uint16_t original_port;
+    uint32_t original_port;
     void *original_user_data;
     struct aws_tls_connection_options *original_tls_options;
     struct aws_client_bootstrap *original_bootstrap;
diff --git a/include/aws/http/proxy.h b/include/aws/http/proxy.h
index c4c1cf812..28fdfb045 100644
--- a/include/aws/http/proxy.h
+++ b/include/aws/http/proxy.h
@@ -114,7 +114,7 @@ struct aws_http_proxy_options {
     /**
      * Port to make the proxy connection to
      */
-    uint16_t port;
+    uint32_t port;
 
     /**
      * Optional.
diff --git a/include/aws/http/websocket.h b/include/aws/http/websocket.h
index 55460fe4e..39703b4e2 100644
--- a/include/aws/http/websocket.h
+++ b/include/aws/http/websocket.h
@@ -185,7 +185,7 @@ struct aws_websocket_client_connection_options {
      * Optional.
      * Defaults to 443 if tls_options is present, 80 if it is not.
      */
-    uint16_t port;
+    uint32_t port;
 
     /**
      * Required.
diff --git a/source/connection.c b/source/connection.c
index b9dd1f6bf..6d53ab4b2 100644
--- a/source/connection.c
+++ b/source/connection.c
@@ -506,7 +506,7 @@ static void s_server_bootstrap_on_accept_channel_setup(
     if (put_err) {
         AWS_LOGF_ERROR(
             AWS_LS_HTTP_SERVER,
-            "%p: %s:%d: Failed to store connection object, error %d (%s).",
+            "%p: %s:%u: Failed to store connection object, error %d (%s).",
             (void *)server,
             server->socket->local_endpoint.address,
             server->socket->local_endpoint.port,
@@ -519,7 +519,7 @@ static void s_server_bootstrap_on_accept_channel_setup(
     /* Tell user of successful connection. */
     AWS_LOGF_INFO(
         AWS_LS_HTTP_CONNECTION,
-        "id=%p: " PRInSTR " server connection established at %p %s:%d.",
+        "id=%p: " PRInSTR " server connection established at %p %s:%u.",
         (void *)connection,
         AWS_BYTE_CURSOR_PRI(aws_http_version_to_str(connection->http_version)),
         (void *)server,
@@ -701,7 +701,7 @@ struct aws_http_server *aws_http_server_new(const struct aws_http_server_options
 
     AWS_LOGF_INFO(
         AWS_LS_HTTP_SERVER,
-        "%p %s:%d: Server setup complete, listening for incoming connections.",
+        "%p %s:%u: Server setup complete, listening for incoming connections.",
         (void *)server,
         server->socket->local_endpoint.address,
         server->socket->local_endpoint.port);
@@ -751,7 +751,7 @@ void aws_http_server_release(struct aws_http_server *server) {
      * s_server_bootstrap_on_server_listener_destroy will be invoked, clean up of the server will be there */
     AWS_LOGF_INFO(
         AWS_LS_HTTP_SERVER,
-        "%p %s:%d: Shutting down the server.",
+        "%p %s:%u: Shutting down the server.",
         (void *)server,
         server->socket->local_endpoint.address,
         server->socket->local_endpoint.port);
@@ -1099,9 +1099,9 @@ int aws_http_client_connect_internal(
 
     AWS_LOGF_TRACE(
         AWS_LS_HTTP_CONNECTION,
-        "static: attempting to initialize a new client channel to %s:%d",
+        "static: attempting to initialize a new client channel to %s:%u",
         aws_string_c_str(host_name),
-        (int)options.port);
+        options.port);
 
     struct aws_socket_channel_bootstrap_options channel_options = {
         .bootstrap = options.bootstrap,
diff --git a/source/connection_manager.c b/source/connection_manager.c
index 2a2dca8a2..195a7d6ca 100644
--- a/source/connection_manager.c
+++ b/source/connection_manager.c
@@ -236,7 +236,7 @@ struct aws_http_connection_manager {
     struct aws_string *host;
     struct proxy_env_var_settings proxy_ev_settings;
     struct aws_tls_connection_options *proxy_ev_tls_options;
-    uint16_t port;
+    uint32_t port;
     /*
      * HTTP/2 specific.
      */
diff --git a/source/proxy_connection.c b/source/proxy_connection.c
index dfb4511bf..e402a1f70 100644
--- a/source/proxy_connection.c
+++ b/source/proxy_connection.c
@@ -466,7 +466,7 @@ static struct aws_http_message *s_build_h1_proxy_connect_request(struct aws_http
     }
 
     char port_str[20] = "\0";
-    snprintf(port_str, sizeof(port_str), "%d", (int)user_data->original_port);
+    snprintf(port_str, sizeof(port_str), "%u", user_data->original_port);
     struct aws_byte_cursor port_cursor = aws_byte_cursor_from_c_str(port_str);
     if (aws_byte_buf_append(&path_buffer, &port_cursor)) {
         goto on_error;
diff --git a/source/websocket_bootstrap.c b/source/websocket_bootstrap.c
index e840e7790..6c66c8515 100644
--- a/source/websocket_bootstrap.c
+++ b/source/websocket_bootstrap.c
@@ -235,7 +235,7 @@ int aws_websocket_client_connect(const struct aws_websocket_client_connection_op
     /* Success! (so far) */
     AWS_LOGF_TRACE(
         AWS_LS_HTTP_WEBSOCKET_SETUP,
-        "id=%p: Websocket setup begun, connecting to " PRInSTR ":%" PRIu16 PRInSTR,
+        "id=%p: Websocket setup begun, connecting to " PRInSTR ":%" PRIu32 PRInSTR,
         (void *)ws_bootstrap,
         AWS_BYTE_CURSOR_PRI(options->host),
         options->port,
diff --git a/tests/proxy_test_helper.c b/tests/proxy_test_helper.c
index cdc8ea503..3b7d9b754 100644
--- a/tests/proxy_test_helper.c
+++ b/tests/proxy_test_helper.c
@@ -420,9 +420,9 @@ int proxy_tester_verify_connect_request(struct proxy_tester *tester) {
     snprintf(
         connect_request_buffer,
         AWS_ARRAY_SIZE(connect_request_buffer),
-        "CONNECT " PRInSTR ":%d HTTP/1.1",
+        "CONNECT " PRInSTR ":%u HTTP/1.1",
         AWS_BYTE_CURSOR_PRI(tester->host),
-        (int)tester->port);
+        tester->port);
 
     struct aws_byte_cursor expected_connect_message_first_line_cursor =
         aws_byte_cursor_from_c_str(connect_request_buffer);
@@ -474,7 +474,7 @@ int proxy_tester_send_connect_response(struct proxy_tester *tester) {
 int proxy_tester_verify_connection_attempt_was_to_proxy(
     struct proxy_tester *tester,
     struct aws_byte_cursor expected_host,
-    uint16_t expected_port) {
+    uint32_t expected_port) {
     ASSERT_BIN_ARRAYS_EQUALS(
         tester->connection_host_name.buffer,
         tester->connection_host_name.len,
diff --git a/tests/proxy_test_helper.h b/tests/proxy_test_helper.h
index 64f507df5..3a76c3580 100644
--- a/tests/proxy_test_helper.h
+++ b/tests/proxy_test_helper.h
@@ -38,7 +38,7 @@ struct proxy_tester_options {
     struct aws_allocator *alloc;
     struct aws_http_proxy_options *proxy_options;
     struct aws_byte_cursor host;
-    uint16_t port;
+    uint32_t port;
     enum proxy_tester_test_mode test_mode;
     enum proxy_tester_failure_type failure_type;
 
@@ -59,7 +59,7 @@ struct proxy_tester {
 
     struct aws_http_proxy_options proxy_options;
     struct aws_byte_cursor host;
-    uint16_t port;
+    uint32_t port;
 
     enum proxy_tester_test_mode test_mode;
     enum proxy_tester_failure_type failure_type;
@@ -81,7 +81,7 @@ struct proxy_tester {
     bool tls_successful;
 
     struct aws_byte_buf connection_host_name;
-    uint16_t connection_port;
+    uint32_t connection_port;
 
     struct aws_array_list connect_requests;
 
@@ -120,7 +120,7 @@ int proxy_tester_send_connect_response(struct proxy_tester *tester);
 int proxy_tester_verify_connection_attempt_was_to_proxy(
     struct proxy_tester *tester,
     struct aws_byte_cursor expected_host,
-    uint16_t expected_port);
+    uint32_t expected_port);
 
 struct testing_channel *proxy_tester_get_current_channel(struct proxy_tester *tester);
 
diff --git a/tests/test_connection_manager.c b/tests/test_connection_manager.c
index 447ff15c7..616939e99 100644
--- a/tests/test_connection_manager.c
+++ b/tests/test_connection_manager.c
@@ -1432,7 +1432,7 @@ static struct aws_byte_cursor s_get_proxy_host_for_test(
     return aws_byte_cursor_from_string(host_string);
 }
 
-static uint16_t s_get_proxy_port_for_test(
+static uint32_t s_get_proxy_port_for_test(
     struct proxy_integration_configurations *configs,
     enum proxy_test_type proxy_test_type,
     enum aws_http_proxy_authentication_type auth_type,
@@ -1447,7 +1447,7 @@ static uint16_t s_get_proxy_port_for_test(
     } else {
         port_string = configs->http_proxy_port;
     }
-    return (uint16_t)atoi(aws_string_c_str(port_string));
+    return (uint32_t)atoi(aws_string_c_str(port_string));
 }
 static struct aws_string *s_get_proxy_url_for_test(
     struct proxy_integration_configurations *configs,
diff --git a/tests/test_proxy.c b/tests/test_proxy.c
index 6a6f3da83..8ad4eba35 100644
--- a/tests/test_proxy.c
+++ b/tests/test_proxy.c
@@ -22,9 +22,9 @@
 static struct proxy_tester tester;
 
 static char *s_host_name = "aws.amazon.com";
-static uint16_t s_port = 80;
+static uint32_t s_port = 80;
 static char *s_proxy_host_name = "www.myproxy.hmm";
-static uint16_t s_proxy_port = 777;
+static uint32_t s_proxy_port = 777;
 
 AWS_STATIC_STRING_FROM_LITERAL(s_mock_request_method, "GET");
 AWS_STATIC_STRING_FROM_LITERAL(s_mock_request_path, "/");
diff --git a/tests/test_stream_manager.c b/tests/test_stream_manager.c
index 6c4be32f6..68d8a7273 100644
--- a/tests/test_stream_manager.c
+++ b/tests/test_stream_manager.c
@@ -241,7 +241,7 @@ static int s_tester_init(struct sm_tester_options *options) {
     }
 
     bool use_tls = true;
-    uint16_t port = 443;
+    uint32_t port = 443;
     if (!s_tester.endpoint.scheme.len && (s_tester.endpoint.port == 80 || s_tester.endpoint.port == 3280)) {
         use_tls = false;
     } else {