score:8
I have had this problem in other US cities (and, to be fair, other countries/cities before). I think many taxi companies are not that interested in taking advance bookings - either they figure there's a good chance you won't turn up, or they just don't manage their taxis that way.
In either case, in US cities, when booking something like this a day or two in advance, I tend to use something like a limo/black car service instead - which isn't as expensive as you might be imagining (in other words, can be price competitive with a taxi). I tend to use an aggregator - something like limos.com, which searches several services. There are lots of alternatives, though.
Upvote:0
At ORD, there is a taxi stand right outside the terminals. You won't have to wait long, if at all. They're all generally fine, if no-frills. For something nicer, schedule a limo in advance.
Upvote:2
I know you asked for a taxi and I may have missed your reasoning behind it.
have you considered the L? I've taken it several times and it goes to more places than you think.