diff --git a/.github/workflows/cypress-integration-tests-mysql.yml b/.github/workflows/cypress-integration-tests-mysql.yml
index 4da7590ef3b..3faba011694 100644
--- a/.github/workflows/cypress-integration-tests-mysql.yml
+++ b/.github/workflows/cypress-integration-tests-mysql.yml
@@ -98,6 +98,7 @@ jobs:
 
       - name: Generating Data Models
         run: |
+          pip install --upgrade pip
           sudo make install_antlr_cli
           make install_dev generate
 
diff --git a/.github/workflows/cypress-integration-tests-postgresql.yml b/.github/workflows/cypress-integration-tests-postgresql.yml
index f763b9844ed..9fb960b4f10 100644
--- a/.github/workflows/cypress-integration-tests-postgresql.yml
+++ b/.github/workflows/cypress-integration-tests-postgresql.yml
@@ -98,6 +98,7 @@ jobs:
 
       - name: Generating Data Models
         run: |
+          pip install --upgrade pip
           sudo make install_antlr_cli
           make install_dev generate
 
diff --git a/.github/workflows/docker-openmetadata-ingestion-base.yml b/.github/workflows/docker-openmetadata-ingestion-base.yml
index 4bb9ff8bbb5..d5f6c75fcd6 100644
--- a/.github/workflows/docker-openmetadata-ingestion-base.yml
+++ b/.github/workflows/docker-openmetadata-ingestion-base.yml
@@ -56,6 +56,7 @@ jobs:
         run: |
           python3 -m venv env
           source env/bin/activate
+          pip install --upgrade pip
           sudo make install_antlr_cli
           make install_dev generate
 
diff --git a/.github/workflows/docker-openmetadata-ingestion.yml b/.github/workflows/docker-openmetadata-ingestion.yml
index 0559d3319ba..7dc18175ad8 100644
--- a/.github/workflows/docker-openmetadata-ingestion.yml
+++ b/.github/workflows/docker-openmetadata-ingestion.yml
@@ -56,6 +56,7 @@ jobs:
         run: |
           python3 -m venv env
           source env/bin/activate
+          pip install --upgrade pip
           sudo make install_antlr_cli
           make install_dev generate