DS18 needs to take an expensive Uber for some college holiday travel. (We've explored cheaper options, like carpooling, buses, etc & they cancelled the shuttle we were planning to take after we'd booked the travel. Uber is rarely the best/cheapest option, but the only one that we can find that will work.) I scouted out a gift card offer at the CVS for an Uber gift card. Got a $20 CVS credit for a $100 gift card. Used a credit card that offered CVS cash back (5%), & uploaded my receipt to iBotta (a cash back/receipt app) where I got another 2% in cash back. It wasn't perfect, but I saved some off of a purchase we can't avoid.
We've found a more creative/frugal option for his return flight!