Pineapple Hospitality Careers in Chicago, IL

We have created an atmosphere that continuously evolves from feedback provided by those who work and stay with us. Listening and asking why…is what we do. Questioning and believing it can always be better, is the essence of Staypineapple. Because there is power in fluidity, we want to be able to course-correct quickly. Therefore, we have decided our board of directors is simply our guests and team members. No unnecessary outside influencers. We love what we do, therefore we do it all. When you make a reservation, as we hope you will, your call is answered by our own Pineapple People. When you call to get directions or are looking for the perfect activity, you are talking to our Pineapple People.