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Can’t you wear your boots to the airport and your scarf around your neck? Lol
Yeah wear all the big bulky things to the airport
I can’t speak to East coast, but for weekly Chicago travels, I stash a duffle at the hotel with boots and toiletry to leave behind, which maximizes space on carryon for weekly change of clothes. Good luck!
Great advice! I'll actually be in Chicago (just ran out of characters lol). Definitely going to take your advice on the duffel bag!!
I carried all my bulky stuff on me, not fun but that was the best way to keep space in my bag for other clothes. Re: the boots, thing about how much you’ll walk vs. how much you’ll use ubers/public transit/rental car and then plan accordingly. If you’re in and out of a car you may not need massive footwear.