diff --git a/azure-pipelines.yml b/azure-pipelines.yml
index 73eb6d257a..3b0e46aa6c 100644
--- a/azure-pipelines.yml
+++ b/azure-pipelines.yml
@@ -15,7 +15,7 @@ stages:
       - job: code_style_check
 
         pool:
-          vmImage: ubuntu-16.04
+          vmImage: ubuntu-20.04
 
         steps:
           - task: UsePythonVersion@0
@@ -32,26 +32,18 @@ stages:
         strategy:
           maxParallel: 10
           matrix:
-            linux_python_2_7:
-              python.version: "2.7"
-              imageName: ubuntu-16.04
-              sendCoverage: "false"
             linux_python_3_6:
               python.version: "3.6"
-              imageName: ubuntu-16.04
+              imageName: ubuntu-20.04
               sendCoverage: "false"
             linux_python_3_7:
               python.version: "3.7"
-              imageName: ubuntu-16.04
+              imageName: ubuntu-20.04
               sendCoverage: "false"
             linux_python_3_8:
               python.version: "3.8"
-              imageName: ubuntu-16.04
+              imageName: ubuntu-20.04
               sendCoverage: "true"
-            mac_python_2_7:
-              python.version: "2.7"
-              imageName: macOS-10.15
-              sendCoverage: "false"
             mac_python_3_6:
               python.version: "3.6"
               imageName: macOS-10.15
@@ -64,21 +56,17 @@ stages:
               python.version: "3.8"
               imageName: macOS-10.15
               sendCoverage: "false"
-            windows_python_2_7:
-              python.version: "2.7"
-              imageName: vs2017-win2016
-              sendCoverage: "false"
             windows_python_3_6:
               python.version: "3.6"
-              imageName: vs2017-win2016
+              imageName: windows-2019
               sendCoverage: "false"
             windows_python_3_7:
               python.version: "3.7"
-              imageName: vs2017-win2016
+              imageName: windows-2019
               sendCoverage: "false"
             windows_python_3_8:
               python.version: "3.8"
-              imageName: vs2017-win2016
+              imageName: windows-2019
               sendCoverage: "false"
 
         pool:
@@ -162,6 +150,8 @@ stages:
     jobs:
       - job: ChecksPassing
         displayName: 'Checks Passing'
+        pool:
+          vmImage: ubuntu-20.04
         # A dummy job is required due to a bug in Azure which runs the previous job if nothing is defined.
         steps:
           - bash: echo "All prerequisite stages have passed and the package should be suitable for release."
@@ -181,7 +171,7 @@ stages:
           runOnce:
             deploy:
               pool:
-                vmImage: 'ubuntu-latest'
+                vmImage: 'ubuntu-20.04'
               steps:
                 - checkout: self