Questions and Answers

Hello, I am likely relocating to Chicago early next year and will need furnished housing for a couple of months. One option that I am looking at is negotiating monthly rates with hotels. I thought that might be a comfortable way to stay, and also to rack up some major points.

Given that Lucky lives out of hotels (albeit seemingly for shorter durations), I was wondering if he, or someone else here, might have some ideas for how best to go about negotiating rates. My inclination is to contact large, branded hotels in Chicago, but I’d appreciate any other suggestions you have. Warm regards.

The best option is really to contact the revenue managers at the individual hotels — they’ll typically have more flexibility if you work with them directly.

It’s also worth noting that many of the loyalty programs don’t award points on stays of more than 30 days, so keep that in mind as well.