I'm about to repack everything for my upcoming trip into my bigger suitcase, then I can sleep. This tightly packed rolly-bag I have at my feet? It turns out it doesn't have my suit jacket thingie, and that's the only article of clothing I have that really says "I am dressed formally enough to attend a wedding."
So... bigger bag time. It feels like surrender.
Edit: It turns out, upon repacking the bag, I have discovered that I would have been embarrassed to arrive in Chicago with no extra underwear. Thought I packed it in an earlier stage, but nope. It never got in, on the first attempt.
This time I'm pretty sure I've got everything. With any luck I can send a bit of stuff back to Boston sometime on Sunday or Monday so I have less to cart all the way to Indianapolis.
That reminds me that I should post some sort of itinerary soon.