Me and my boyfriend are planning a road trip from chicago to california and then back to chicago. we plan on going from chicago to st. louis through ok and then northern texas through NM passing through vegas and ending in san diego. The route home we'd like to explore would be to see northern cali then make our way to yellowstone, then see MT rushmore, drive through the badlands pass through wisconsin and end back in chicago. I was wondering if it may seem too ambitious, also how much time would you recommend we take to do this? The trip totals about 5500 miles and we plan to have about $2500, any advice?