Freefalling

Glad I was able to help out! Funny thing is, I also wanted a room thru 9/15. But yeah, you can't extend the stay. I looked up how much it was to stay from 9/14-9/15 and the lowest price is $329!!

Very excited about this one. Rooms are usually over 200/nt it looks like. PRICELINE has it at 4 stars, but TripAdvisor has it at 4.5 stars, so not sure what's up with that. I think I'll use the $20 trick at this hotel. Last time I used the $20 trick at the Hyatt-Regency and it worked like a charm (upgraded room on the 33rd floor with great view). Used the PRICELINE links on this site

Awesome, I will definitely check those out.

Also, I know it's more of a vegas thing, but do you think the $20 trick could work here for a room upgrade/better view?

As requested, I am creating a separate thread for my other win. I would recommend starting at $55 for these dates, as you can prob get a little cheaper. Still very pleased with my win :)

I booked this same hotel for 3/26 thru 3/29 for $65 using your PRICELINE link. I won it on my first bid (didn't think I'd get it any cheaper), which makes me think I could've gotten it for less. After I won it gave me the option to extend more nights at the same rate, and I did actually want to stay a few more nights in Chicago. I decided to see if I could rebid a few more nights at a lower price, so I tried 3/29-3/31 for the same star level/area for $60 and I won it on my first bid at the same hotel (if it didn't accept my bid, I was just going to extend more nights @ $65). Very pleased with my win (although I probably could've gotten 3/29-3/31 for $5/nt cheaper).

This will be my 2nd time visiting Chicago and I am very excited to go again :)