diff --git a/.github/workflows/conformance.yml b/.github/workflows/conformance.yml
index 42b43aa5838..edb238a4d2f 100644
--- a/.github/workflows/conformance.yml
+++ b/.github/workflows/conformance.yml
@@ -29,9 +29,6 @@ on:
         type: boolean
         default: false
 
-env:
-  KIND_VERSION: v0.18.0
-
 jobs:
   test:
     name: Run tests
@@ -61,6 +58,7 @@ jobs:
           ./hack/build-antrea-linux-all.sh --pull
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
diff --git a/.github/workflows/kind.yml b/.github/workflows/kind.yml
index 709c1eaa828..85f38780220 100644
--- a/.github/workflows/kind.yml
+++ b/.github/workflows/kind.yml
@@ -11,9 +11,6 @@ on:
     - release-*
     - feature/*
 
-env:
-  KIND_VERSION: v0.20.0
-
 jobs:
   check-changes:
     name: Check whether tests need to be run based on diff
@@ -95,6 +92,7 @@ jobs:
         docker load -i antrea-ubuntu.tar
     - name: Install Kind
       run: |
+        KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
         curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
         chmod +x ./kind
         sudo mv kind /usr/local/bin
@@ -156,6 +154,7 @@ jobs:
         docker load -i antrea-ubuntu.tar
     - name: Install Kind
       run: |
+        KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
         curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
         chmod +x ./kind
         sudo mv kind /usr/local/bin
@@ -223,6 +222,7 @@ jobs:
           docker load -i antrea-ubuntu.tar
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -290,6 +290,7 @@ jobs:
         docker load -i antrea-ubuntu.tar
     - name: Install Kind
       run: |
+        KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
         curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
         chmod +x ./kind
         sudo mv kind /usr/local/bin
@@ -351,6 +352,7 @@ jobs:
         docker load -i antrea-ubuntu.tar
     - name: Install Kind
       run: |
+        KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
         curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
         chmod +x ./kind
         sudo mv kind /usr/local/bin
@@ -424,6 +426,7 @@ jobs:
           docker load -i flow-aggregator.tar
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -486,6 +489,7 @@ jobs:
         docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
     - name: Install Kind
       run: |
+        KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
         curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
         chmod +x ./kind
         sudo mv kind /usr/local/bin
@@ -530,6 +534,7 @@ jobs:
           docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -574,6 +579,7 @@ jobs:
           docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -618,6 +624,7 @@ jobs:
           docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -662,6 +669,7 @@ jobs:
           docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
@@ -703,6 +711,7 @@ jobs:
           docker tag antrea/antrea-ubuntu-coverage:latest antrea/antrea-ubuntu:latest
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
diff --git a/.github/workflows/netpol_cyclonus.yml b/.github/workflows/netpol_cyclonus.yml
index edf91f7e545..92eeb069bd5 100644
--- a/.github/workflows/netpol_cyclonus.yml
+++ b/.github/workflows/netpol_cyclonus.yml
@@ -4,9 +4,6 @@ on:
     # run once a day at midnight
     - cron: '0 0 * * *'
 
-env:
-  KIND_VERSION: v0.20.0
-
 jobs:
   test-netpol-cyclonus:
     name: Run Cyclonus network policy generator tests on Kind cluster
@@ -22,6 +19,7 @@ jobs:
       - run: make
       - name: Install Kind
         run: |
+          KIND_VERSION=$(head -n1 ./ci/kind/version | xargs)
           curl -Lo ./kind https://github.com/kubernetes-sigs/kind/releases/download/${KIND_VERSION}/kind-$(uname)-amd64
           chmod +x ./kind
           sudo mv kind /usr/local/bin
diff --git a/ci/jenkins/jobs/macros.yaml b/ci/jenkins/jobs/macros.yaml
index 78990420eb3..b9b4af5a759 100644
--- a/ci/jenkins/jobs/macros.yaml
+++ b/ci/jenkins/jobs/macros.yaml
@@ -239,6 +239,7 @@
           #  we have configured for running conformance and NetworkPolicy tests on Kind, 
           #  so clusters older than that can de deleted safely.
           ./ci/kind/kind-setup.sh destroy --all --until 135
+          ./ci/kind/kind-upgrade.sh
           ./ci/kind/kind-setup.sh --antrea-cni create "${{JOB_NAME}}-${{BUILD_NUMBER}}"
           kind export kubeconfig -n "${{JOB_NAME}}-${{BUILD_NUMBER}}" --kubeconfig ${{PWD}}/.kube/config
           set +ex
diff --git a/ci/kind/kind-upgrade.sh b/ci/kind/kind-upgrade.sh
new file mode 100755
index 00000000000..381d1d1d5dd
--- /dev/null
+++ b/ci/kind/kind-upgrade.sh
@@ -0,0 +1,58 @@
+#!/usr/bin/env bash
+
+# Copyright 2023 Antrea Authors
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+
+set -eo pipefail
+LATEST_KIND_VERSION=$(head -n1 ./ci/kind/version)
+
+# on linux
+function upgrade_kind {
+    arch_name="$(uname -m)"
+    binary_name=""
+    case "$arch_name" in
+     "x86_64")
+      binary_name="kind-linux-amd64"
+      ;;
+      "aarch64")
+      binary_name="kind-linux-arm64"
+      ;;
+      *)
+      echoerr "Unsupported platform $arch_name"
+      exit 1
+      ;;
+    esac
+
+    set +e
+    curl -Lo ./kind https://kind.sigs.k8s.io/dl/$LATEST_KIND_VERSION/$binary_name
+    chmod +x ./kind
+    sudo mv ./kind /usr/local/bin/kind
+    if [[ $? -ne 0 ]]; then
+        echoerr "Failed to upgrade Kind version $LATEST_KIND_VERSION"
+        exit 1
+    else
+        echo "Kind version $LATEST_KIND_VERSION upgraded successfully"   
+    fi
+    set -e
+}
+
+kind_version=$(kind version | awk '{print substr($2, 2)}') # strip leading 'v'
+if [[ "$kind_version" != "$LATEST_KIND_VERSION" ]]; then
+    echo "=== Upgrading Kind to the latest version $LATEST_KIND_VERSION ==="
+    upgrade_kind 
+else
+    echo "=== Existing Kind version $LATEST_KIND_VERSION is up to date ===" 
+    exit 0
+fi
+
diff --git a/ci/kind/version b/ci/kind/version
new file mode 100755
index 00000000000..39e0feb69b4
--- /dev/null
+++ b/ci/kind/version
@@ -0,0 +1 @@
+v0.20.0