diff --git a/lib/web/mfa.go b/lib/web/mfa.go
index 8a6dbf76b9ca7..6d36a4df8c1c6 100644
--- a/lib/web/mfa.go
+++ b/lib/web/mfa.go
@@ -132,7 +132,9 @@ func (h *Handler) addMFADeviceHandle(w http.ResponseWriter, r *http.Request, par
 }
 
 type createAuthenticateChallengeRequest struct {
-	IsMFARequired *isMFARequiredRequest `json:"is_mfa_required"`
+	IsMFARequiredRequest *isMFARequiredRequest `json:"is_mfa_required_req"`
+	ChallengeScope       int                   `json:"challenge_scope"`
+	ChallengeAllowReuse  bool                  `json:"challenge_allow_reuse"`
 }
 
 // createAuthenticateChallengeHandle creates and returns MFA authentication challenges for the user in context (logged in user).
@@ -148,23 +150,27 @@ func (h *Handler) createAuthenticateChallengeHandle(w http.ResponseWriter, r *ht
 		return nil, trace.Wrap(err)
 	}
 
-	var isMFARequiredProtoReq *proto.IsMFARequiredRequest
-	if req.IsMFARequired != nil {
-		isMFARequiredProtoReq, err = req.IsMFARequired.checkAndGetProtoRequest()
+	var mfaRequiredCheckProto *proto.IsMFARequiredRequest
+	if req.IsMFARequiredRequest != nil {
+		mfaRequiredCheckProto, err = req.IsMFARequiredRequest.checkAndGetProtoRequest()
 		if err != nil {
 			return nil, trace.Wrap(err)
 		}
 	}
 
+	allowReuse := mfav1.ChallengeAllowReuse_CHALLENGE_ALLOW_REUSE_NO
+	if req.ChallengeAllowReuse {
+		allowReuse = mfav1.ChallengeAllowReuse_CHALLENGE_ALLOW_REUSE_YES
+	}
+
 	chal, err := clt.CreateAuthenticateChallenge(r.Context(), &proto.CreateAuthenticateChallengeRequest{
 		Request: &proto.CreateAuthenticateChallengeRequest_ContextUser{
 			ContextUser: &proto.ContextUser{},
 		},
-		MFARequiredCheck: isMFARequiredProtoReq,
+		MFARequiredCheck: mfaRequiredCheckProto,
 		ChallengeExtensions: &mfav1.ChallengeExtensions{
-			// TODO(Joerger): Web client needs to provide scope and allow reuse
-			Scope:      mfav1.ChallengeScope_CHALLENGE_SCOPE_UNSPECIFIED,
-			AllowReuse: mfav1.ChallengeAllowReuse_CHALLENGE_ALLOW_REUSE_UNSPECIFIED,
+			Scope:      mfav1.ChallengeScope(req.ChallengeScope),
+			AllowReuse: allowReuse,
 		},
 	})
 	if err != nil {
diff --git a/web/packages/teleport/src/Account/AccountNew.tsx b/web/packages/teleport/src/Account/AccountNew.tsx
index b4f2e9aa5237d..26eec9ec2c7c6 100644
--- a/web/packages/teleport/src/Account/AccountNew.tsx
+++ b/web/packages/teleport/src/Account/AccountNew.tsx
@@ -28,6 +28,8 @@ import { FeatureBox } from 'teleport/components/Layout';
 import ReAuthenticate from 'teleport/components/ReAuthenticate';
 import { RemoveDialog } from 'teleport/components/MfaDeviceList';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import { AuthDeviceList } from './ManageDevices/AuthDeviceList/AuthDeviceList';
 import useManageDevices, {
   State as ManageDevicesState,
@@ -214,6 +216,7 @@ export function Account({
             onAuthenticated={setToken}
             onClose={hideReAuthenticate}
             actionText="registering a new device"
+            challengeScope={MFAChallengeScope.USER_SESSION}
           />
         )}
         {isAddDeviceVisible && (
diff --git a/web/packages/teleport/src/Account/ManageDevices/ManageDevices.tsx b/web/packages/teleport/src/Account/ManageDevices/ManageDevices.tsx
index df23b323f9359..b6ed2de99921c 100644
--- a/web/packages/teleport/src/Account/ManageDevices/ManageDevices.tsx
+++ b/web/packages/teleport/src/Account/ManageDevices/ManageDevices.tsx
@@ -30,6 +30,8 @@ import MfaDeviceList, { RemoveDialog } from 'teleport/components/MfaDeviceList';
 
 import ReAuthenticate from 'teleport/components/ReAuthenticate';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import AddDevice from './AddDevice';
 import useManageDevices, { State } from './useManageDevices';
 
@@ -104,6 +106,7 @@ export function ManageDevices({
           onAuthenticated={setToken}
           onClose={hideReAuthenticate}
           actionText="registering a new device"
+          challengeScope={MFAChallengeScope.USER_SESSION}
         />
       )}
       {isAddDeviceVisible && (
diff --git a/web/packages/teleport/src/Console/DocumentSsh/useGetScpUrl.ts b/web/packages/teleport/src/Console/DocumentSsh/useGetScpUrl.ts
index 0757e16ce77ef..456e662def85f 100644
--- a/web/packages/teleport/src/Console/DocumentSsh/useGetScpUrl.ts
+++ b/web/packages/teleport/src/Console/DocumentSsh/useGetScpUrl.ts
@@ -20,7 +20,7 @@ import { useCallback } from 'react';
 import useAttempt from 'shared/hooks/useAttemptNext';
 
 import cfg, { UrlScpParams } from 'teleport/config';
-import auth from 'teleport/services/auth/auth';
+import auth, { MFAChallengeScope } from 'teleport/services/auth/auth';
 
 export default function useGetScpUrl(addMfaToScpUrls: boolean) {
   const { setAttempt, attempt, handleError } = useAttempt('');
@@ -35,7 +35,9 @@ export default function useGetScpUrl(addMfaToScpUrls: boolean) {
         return cfg.getScpUrl(params);
       }
       try {
-        let webauthn = await auth.getWebauthnResponse();
+        let webauthn = await auth.getWebauthnResponse(
+          MFAChallengeScope.USER_SESSION
+        );
         setAttempt({
           status: 'success',
           statusText: '',
diff --git a/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.tsx b/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.tsx
index f9a85457ad23a..7aab6ab442223 100644
--- a/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.tsx
+++ b/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.tsx
@@ -47,6 +47,8 @@ import {
 import { sortNodeLogins } from 'teleport/services/nodes';
 import { ApiError } from 'teleport/services/api/parseError';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import { NodeMeta } from '../../useDiscover';
 
 import type { Option } from 'shared/components/Select';
@@ -172,6 +174,7 @@ export function TestConnection(props: AgentStepProps) {
             })
           }
           onClose={cancelMfaDialog}
+          challengeScope={MFAChallengeScope.USER_SESSION}
         />
       )}
       <Header>
diff --git a/web/packages/teleport/src/Discover/Database/TestConnection/TestConnection.tsx b/web/packages/teleport/src/Discover/Database/TestConnection/TestConnection.tsx
index 10cb0d6b50a68..4ff8ee5219dd7 100644
--- a/web/packages/teleport/src/Discover/Database/TestConnection/TestConnection.tsx
+++ b/web/packages/teleport/src/Discover/Database/TestConnection/TestConnection.tsx
@@ -25,6 +25,8 @@ import TextSelectCopy from 'teleport/components/TextSelectCopy';
 import { generateTshLoginCommand } from 'teleport/lib/util';
 import ReAuthenticate from 'teleport/components/ReAuthenticate';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import {
   ActionButtons,
   HeaderSubtitle,
@@ -89,6 +91,7 @@ export function TestConnectionView({
         <ReAuthenticate
           onMfaResponse={res => testConnection(makeTestConnRequest(), res)}
           onClose={cancelMfaDialog}
+          challengeScope={MFAChallengeScope.USER_SESSION}
         />
       )}
       <Header>Test Connection</Header>
diff --git a/web/packages/teleport/src/Discover/Kubernetes/TestConnection/TestConnection.tsx b/web/packages/teleport/src/Discover/Kubernetes/TestConnection/TestConnection.tsx
index 5edf97a0dccff..23976922b1f6c 100644
--- a/web/packages/teleport/src/Discover/Kubernetes/TestConnection/TestConnection.tsx
+++ b/web/packages/teleport/src/Discover/Kubernetes/TestConnection/TestConnection.tsx
@@ -28,6 +28,8 @@ import TextSelectCopy from 'teleport/components/TextSelectCopy';
 import { generateTshLoginCommand } from 'teleport/lib/util';
 import ReAuthenticate from 'teleport/components/ReAuthenticate';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import {
   ActionButtons,
   HeaderSubtitle,
@@ -101,6 +103,7 @@ export function TestConnection({
             <ReAuthenticate
               onMfaResponse={res => testConnection(makeTestConnRequest(), res)}
               onClose={cancelMfaDialog}
+              challengeScope={MFAChallengeScope.USER_SESSION}
             />
           )}
           <Header>Test Connection</Header>
diff --git a/web/packages/teleport/src/Discover/Server/TestConnection/TestConnection.tsx b/web/packages/teleport/src/Discover/Server/TestConnection/TestConnection.tsx
index 5a596ab99fade..734b20bacdc9b 100644
--- a/web/packages/teleport/src/Discover/Server/TestConnection/TestConnection.tsx
+++ b/web/packages/teleport/src/Discover/Server/TestConnection/TestConnection.tsx
@@ -33,6 +33,8 @@ import {
 } from 'teleport/Discover/Shared';
 import { sortNodeLogins } from 'teleport/services/nodes';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import { NodeMeta } from '../../useDiscover';
 
 import type { Option } from 'shared/components/Select';
@@ -87,6 +89,7 @@ export function TestConnection(props: AgentStepProps) {
         <ReAuthenticate
           onMfaResponse={res => testConnection(selectedOpt.value, res)}
           onClose={cancelMfaDialog}
+          challengeScope={MFAChallengeScope.USER_SESSION}
         />
       )}
       <Header>Test Connection</Header>
diff --git a/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.story.tsx b/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.story.tsx
index 088bedae810a2..e55511d75404c 100644
--- a/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.story.tsx
+++ b/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.story.tsx
@@ -18,6 +18,8 @@
 
 import React from 'react';
 
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
+
 import { State } from './useReAuthenticate';
 import { ReAuthenticate } from './ReAuthenticate';
 
@@ -47,4 +49,5 @@ const props: State = {
   onClose: () => null,
   auth2faType: 'on',
   actionText: 'performing this action',
+  challengeScope: MFAChallengeScope.UNSPECIFIED,
 };
diff --git a/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.tsx b/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.tsx
index e6d363d94c8cd..fdd5dd756af3b 100644
--- a/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.tsx
+++ b/web/packages/teleport/src/components/ReAuthenticate/ReAuthenticate.tsx
@@ -47,6 +47,7 @@ export function ReAuthenticate({
   auth2faType,
   preferredMfaType,
   actionText,
+  challengeScope,
 }: State) {
   const [otpToken, setOtpToken] = useState('');
   const mfaOptions = createMfaOptions({
@@ -60,7 +61,7 @@ export function ReAuthenticate({
     e.preventDefault();
 
     if (mfaOption?.value === 'webauthn') {
-      submitWithWebauthn();
+      submitWithWebauthn(challengeScope);
     }
     if (mfaOption?.value === 'otp') {
       submitWithTotp(otpToken);
diff --git a/web/packages/teleport/src/components/ReAuthenticate/useReAuthenticate.ts b/web/packages/teleport/src/components/ReAuthenticate/useReAuthenticate.ts
index 3ad3116768fff..28d7921768e44 100644
--- a/web/packages/teleport/src/components/ReAuthenticate/useReAuthenticate.ts
+++ b/web/packages/teleport/src/components/ReAuthenticate/useReAuthenticate.ts
@@ -20,6 +20,7 @@ import useAttempt from 'shared/hooks/useAttemptNext';
 
 import cfg from 'teleport/config';
 import auth from 'teleport/services/auth';
+import { MFAChallengeScope } from 'teleport/services/auth/auth';
 
 import type { MfaAuthnResponse } from 'teleport/services/mfa';
 
@@ -31,7 +32,7 @@ import type { MfaAuthnResponse } from 'teleport/services/mfa';
 //    token, and after successfully obtaining the token, the function
 //    `onAuthenticated` will be called with this token.
 export default function useReAuthenticate(props: Props) {
-  const { onClose, actionText = defaultActionText } = props;
+  const { onClose, actionText = defaultActionText, challengeScope } = props;
 
   // Note that attempt state "success" is not used or required.
   // After the user submits, the control is passed back
@@ -52,12 +53,12 @@ export default function useReAuthenticate(props: Props) {
       .catch(handleError);
   }
 
-  function submitWithWebauthn() {
+  function submitWithWebauthn(scope: MFAChallengeScope) {
     setAttempt({ status: 'processing' });
 
     if ('onMfaResponse' in props) {
       auth
-        .getWebauthnResponse()
+        .getWebauthnResponse(scope)
         .then(webauthnResponse =>
           props.onMfaResponse({ webauthn_response: webauthnResponse })
         )
@@ -66,7 +67,7 @@ export default function useReAuthenticate(props: Props) {
     }
 
     auth
-      .createPrivilegeTokenWithWebauthn()
+      .createPrivilegeTokenWithWebauthn(scope)
       .then(props.onAuthenticated)
       .catch((err: Error) => {
         // This catches a webauthn frontend error that occurs on Firefox and replaces it with a more helpful error message.
@@ -96,6 +97,7 @@ export default function useReAuthenticate(props: Props) {
     auth2faType: cfg.getAuth2faType(),
     preferredMfaType: cfg.getPreferredMfaType(),
     actionText,
+    challengeScope,
     onClose,
   };
 }
@@ -114,6 +116,10 @@ type BaseProps = {
    *
    * */
   actionText?: string;
+  /**
+   * The MFA challenge scope of the action to perform, as defined in webauthn.proto.
+   */
+  challengeScope: MFAChallengeScope;
 };
 
 // MfaResponseProps defines a function
diff --git a/web/packages/teleport/src/services/api/api.ts b/web/packages/teleport/src/services/api/api.ts
index 09107e3d3a70a..c8d62fade3428 100644
--- a/web/packages/teleport/src/services/api/api.ts
+++ b/web/packages/teleport/src/services/api/api.ts
@@ -17,7 +17,7 @@
  */
 
 import 'whatwg-fetch';
-import auth from 'teleport/services/auth/auth';
+import auth, { MFAChallengeScope } from 'teleport/services/auth/auth';
 
 import { storageService } from '../storageService';
 import { WebauthnAssertionResponse } from '../auth';
@@ -117,7 +117,9 @@ const api = {
 
     let webauthnResponseForRetry;
     try {
-      webauthnResponseForRetry = await auth.getWebauthnResponse();
+      webauthnResponseForRetry = await auth.getWebauthnResponse(
+        MFAChallengeScope.ADMIN_ACTION
+      );
     } catch (err) {
       throw new Error(
         'Failed to fetch webauthn credentials, please connect a registered hardware key and try again. If you do not have a hardware key registered, you can add one from your account settings page.'
diff --git a/web/packages/teleport/src/services/auth/auth.ts b/web/packages/teleport/src/services/auth/auth.ts
index d2af51fe042a8..b1bde79e5d01e 100644
--- a/web/packages/teleport/src/services/auth/auth.ts
+++ b/web/packages/teleport/src/services/auth/auth.ts
@@ -240,13 +240,7 @@ const auth = {
 
   headlessSSOAccept(transactionId: string) {
     return auth
-      .checkWebauthnSupport()
-      .then(() => api.post(cfg.api.mfaAuthnChallengePath))
-      .then(res =>
-        navigator.credentials.get({
-          publicKey: makeMfaAuthenticateChallenge(res).webauthnPublicKey,
-        })
-      )
+      .fetchWebauthnChallenge(MFAChallengeScope.HEADLESS_LOGIN)
       .then(res => {
         const request = {
           action: 'accept',
@@ -269,7 +263,11 @@ const auth = {
     return api.post(cfg.api.createPrivilegeTokenPath, { secondFactorToken });
   },
 
-  async fetchWebauthnChallenge(isMFARequiredRequest?: IsMfaRequiredRequest) {
+  async fetchWebauthnChallenge(
+    scope: MFAChallengeScope,
+    allowReuse?: boolean,
+    isMFARequiredRequest?: IsMfaRequiredRequest
+  ) {
     // TODO(Joerger): DELETE IN 16.0.0
     // the create mfa challenge endpoint below supports
     // MFARequired requests without the extra roundtrip.
@@ -292,7 +290,9 @@ const auth = {
       .then(() =>
         api
           .post(cfg.api.mfaAuthnChallengePath, {
-            is_mfa_required: isMFARequiredRequest,
+            is_mfa_required_req: isMFARequiredRequest,
+            challenge_scope: scope,
+            challenge_allow_reuse: allowReuse,
           })
           .then(makeMfaAuthenticateChallenge)
       )
@@ -303,8 +303,8 @@ const auth = {
       );
   },
 
-  createPrivilegeTokenWithWebauthn() {
-    return auth.fetchWebauthnChallenge().then(res =>
+  createPrivilegeTokenWithWebauthn(scope: MFAChallengeScope) {
+    return auth.fetchWebauthnChallenge(scope).then(res =>
       api.post(cfg.api.createPrivilegeTokenPath, {
         webauthnAssertionResponse: makeWebauthnAssertionResponse(res),
       })
@@ -315,9 +315,13 @@ const auth = {
     return api.post(cfg.api.createPrivilegeTokenPath, {});
   },
 
-  getWebauthnResponse(isMFARequiredRequest?: IsMfaRequiredRequest) {
+  getWebauthnResponse(
+    scope: MFAChallengeScope,
+    allowReuse?: boolean,
+    isMFARequiredRequest?: IsMfaRequiredRequest
+  ) {
     return auth
-      .fetchWebauthnChallenge(isMFARequiredRequest)
+      .fetchWebauthnChallenge(scope, allowReuse, isMFARequiredRequest)
       .then(res => makeWebauthnAssertionResponse(res));
   },
 };
@@ -394,3 +398,15 @@ export type IsMFARequiredAdminAction = {
     name: string;
   };
 };
+
+// MFAChallengeScope is an mfa challenge scope. Possible values are defined in mfa.proto
+export enum MFAChallengeScope {
+  UNSPECIFIED = 0,
+  LOGIN = 1,
+  PASSWORDLESS_LOGIN = 2,
+  HEADLESS_LOGIN = 3,
+  MANAGE_DEVICES = 4,
+  ACCOUNT_RECOVERY = 5,
+  USER_SESSION = 6,
+  ADMIN_ACTION = 7,
+}