I try to deploy 2 applications (behind 2 separates Deployments objects). I have 1 Service per Deployment, with type NodePort.

application1_service.yaml

apiVersion: v1
kind: Service
metadata:
  name: application1-service
  namespace: default
spec:
  ports:
  - port: 80
    protocol: TCP
    targetPort: 80
  selector:
    run: application1
  type: NodePort

application2_service.yaml is the exact same (except for name and run)

I use an Ingress to make the 2 services available,

ingress.yaml

apiVersion: networking.k8s.io/v1beta1
kind: Ingress
metadata:
  name: my-ingress
  annotations:
    kubernetes.io/ingress.global-static-ip-name: "my-static-ip"
    networking.gke.io/managed-certificates: "my-certificate"
    kubernetes.io/ingress.class: "gce"
spec:
  rules:
  - host: "my.host.com"
    http:
      paths:
      - path: /*
        backend:
          serviceName: application1-service
          servicePort: 80
      - path: /application2/*
        backend:
          serviceName: application2-service
          servicePort: 80

I also create a ManagedCertificate object, to be able to handle HTTPS requests.

managed_certificate.yaml

apiVersion: networking.gke.io/v1beta1
kind: ManagedCertificate
metadata:
  name: my-certificate 
spec:
  domains:
    - my.host.com

The weird thing here is that curl https://my.host.com/ works fine and I can access my service, but when I try curl https://my.host.com/application2/, I keep getting 404 Not Found.

Why is the root working and not the other ?

Additional info: The ManagedCertificate is valid and works fine with /. application1 and application2 are the exact same app and if I swap them in the ingress, the output is the same.

Thanks for your help !

EDIT:

Here is the 404 I get when I try to access application2

Don't know if it can help but here is also the part of the Ingress access logs showing the 404