I’ve never really had an issue with wind but I would recommend the ironwood if your budget allows. The extra features were worth it me. Good luck and hope to see some cooks on the forum!
I have an Ironwood 650 and I haven't had any issues with wind. I do have it placed fairly close to the house though, so I'm sure that has helped block some of the wind.
Wondering how it worked out with the Ironwood. In Chicago my Timberline was fine. I'm now in South Dakota and need to repair my Timberline. The wind kicked up bad from behind my grill. It overwhelmed the fan blowing the fire back to the hopper. Looked like a torch! Melted the fan! Not sure what I'm going to do with the grill after repair. Worried that this WILL happen again. The wind can be very unpredictable and intense here.