diff --git a/chart/dockerfiles/pgbouncer/Dockerfile b/chart/dockerfiles/pgbouncer/Dockerfile
index f561fadc3ebb..fcc45da47ba9 100644
--- a/chart/dockerfiles/pgbouncer/Dockerfile
+++ b/chart/dockerfiles/pgbouncer/Dockerfile
@@ -14,7 +14,7 @@
 # KIND, either express or implied.  See the License for the
 # specific language governing permissions and limitations
 # under the License.
-ARG ALPINE_VERSION="3.14"
+ARG ALPINE_VERSION="3.19"
 FROM alpine:${ALPINE_VERSION} AS builder
 SHELL ["/bin/ash", "-e", "-x", "-c", "-o", "pipefail"]
 
@@ -26,7 +26,7 @@ ARG PGBOUNCER_SHA256
 # Those are build deps only but still we want the latest versions of those
 # "Pin versions in apk add" https://github.com/hadolint/hadolint/wiki/DL3018
 # hadolint ignore=DL3018
-RUN apk --no-cache add make pkgconfig build-base libtool wget gcc g++ libevent-dev libressl-dev c-ares-dev ca-certificates
+RUN apk --no-cache add make pkgconfig build-base libtool wget gcc g++ libevent-dev openssl-dev c-ares-dev ca-certificates
 # We are not using Dash so we can safely ignore the "Dash warning"
 # "In dash, something is not supported." https://github.com/koalaman/shellcheck/wiki/SC2169
 # hadolint ignore=SC2169,SC3060
diff --git a/chart/dockerfiles/pgbouncer/build_and_push.sh b/chart/dockerfiles/pgbouncer/build_and_push.sh
index 24ab57882daf..cede5ab8b0ab 100755
--- a/chart/dockerfiles/pgbouncer/build_and_push.sh
+++ b/chart/dockerfiles/pgbouncer/build_and_push.sh
@@ -22,13 +22,13 @@ readonly DOCKERHUB_USER
 DOCKERHUB_REPO=${DOCKERHUB_REPO:="airflow"}
 readonly DOCKERHUB_REPO
 
-PGBOUNCER_VERSION="1.21.0"
+PGBOUNCER_VERSION="1.22.1"
 readonly PGBOUNCER_VERSION
 
-PGBOUNCER_SHA256="7e1dd620c8d85a8490aff25061d5055d7aef9cf3e8bfe2d9e7719b8ee59114e2"
+PGBOUNCER_SHA256="2b018aa6ce7f592c9892bb9e0fd90262484eb73937fd2af929770a45373ba215"
 readonly PGBOUNCER_SHA256
 
-AIRFLOW_PGBOUNCER_VERSION="2024.01.19"
+AIRFLOW_PGBOUNCER_VERSION="2024.09.19"
 readonly AIRFLOW_PGBOUNCER_VERSION
 
 COMMIT_SHA=$(git rev-parse HEAD)
diff --git a/chart/values.schema.json b/chart/values.schema.json
index 4a73c3b4bfde..e57ff56be29e 100644
--- a/chart/values.schema.json
+++ b/chart/values.schema.json
@@ -895,7 +895,7 @@
                         "tag": {
                             "description": "The PgBouncer image tag.",
                             "type": "string",
-                            "default": "airflow-pgbouncer-2024.01.19-1.21.0"
+                            "default": "airflow-pgbouncer-2024.09.19-1.22.1"
                         },
                         "pullPolicy": {
                             "description": "The PgBouncer image pull policy.",
diff --git a/chart/values.yaml b/chart/values.yaml
index 5d86c3557baf..8af9ab14bdf1 100644
--- a/chart/values.yaml
+++ b/chart/values.yaml
@@ -115,7 +115,7 @@ images:
     pullPolicy: IfNotPresent
   pgbouncer:
     repository: apache/airflow
-    tag: airflow-pgbouncer-2024.01.19-1.21.0
+    tag: airflow-pgbouncer-2024.09.19-1.22.1
     pullPolicy: IfNotPresent
   pgbouncerExporter:
     repository: apache/airflow