diff --git a/types/stripe-v3/index.d.ts b/types/stripe-v3/index.d.ts
index 1c6775aab7..b703f86784 100644
--- a/types/stripe-v3/index.d.ts
+++ b/types/stripe-v3/index.d.ts
@@ -28,7 +28,11 @@ declare namespace stripe {
         createSource(element: elements.Element, options?: { owner?: OwnerInfo }): Promise<SourceResponse>;
         createSource(options: SourceOptions): Promise<SourceResponse>;
         retrieveSource(options: RetrieveSourceOptions): Promise<SourceResponse>;
-        redirectToCheckout(options: StripeCheckoutOptions): Promise<StripeRedirectResponse>;
+        // We use function overloading instead of a union here to ensure that redirectToCheckout can only be
+        // called with either the server options or the client options - not a mix of both.
+        redirectToCheckout(options: StripeClientCheckoutOptions): Promise<StripeRedirectResponse>;
+        // tslint:disable-next-line unified-signatures
+        redirectToCheckout(options: StripeServerCheckoutOptions): Promise<StripeRedirectResponse>;
         paymentRequest(options: paymentRequest.StripePaymentRequestOptions): paymentRequest.StripePaymentRequest;
         createPaymentMethod(
             type: paymentMethod.paymentMethodType,
@@ -75,17 +79,21 @@ declare namespace stripe {
     };
 
     type billingAddressCollectionType = 'required' | 'auto' | '';
-    interface StripeCheckoutOptions {
+
+    interface StripeClientCheckoutOptions {
         items: StripeCheckoutItem[];
         successUrl: string;
         cancelUrl: string;
         clientReferenceId?: string;
         customerEmail?: string;
         billingAddressCollection?: billingAddressCollectionType;
-        sessionId?: string;
         locale?: string;
     }
 
+    interface StripeServerCheckoutOptions {
+        sessionId: string;
+    }
+
     interface StripeCheckoutItem {
         sku?: string;
         plan?: string;
diff --git a/types/stripe-v3/stripe-v3-tests.ts b/types/stripe-v3/stripe-v3-tests.ts
index 9a47515e9c..4244bc7d9d 100644
--- a/types/stripe-v3/stripe-v3-tests.ts
+++ b/types/stripe-v3/stripe-v3-tests.ts
@@ -196,7 +196,7 @@ describe("Stripe elements", () => {
         });
     });
 
-    it("should use checkout API", () => {
+    it("should use checkout API for client implementations", () => {
         stripe.redirectToCheckout({
             items: [
                 { sku: 'sku_123', quantity: 1 }
@@ -208,6 +208,14 @@ describe("Stripe elements", () => {
         });
     });
 
+    it("should use the checkout API for server implementations", () => {
+        stripe.redirectToCheckout({
+            sessionId: 'sess_test_123',
+        }).then(errorResult => {
+            console.log(errorResult.error.param);
+        });
+    });
+
     it("should use payment intents", () => {
         stripe.retrievePaymentIntent('pi_18eYalAHEMiOZZp1l9ZTjSU0_secret_NibvRz4PMmJqjfb0sqmT7aq2')
             .then(result => {