You may have too much stuff, you're only allowed one carry on item and one "personal" item, like a purse, briefcase, or small back-pack (day-pack size.) It seems as though you have at least 3 items here, 1) carry on luggage, 2) purse, and 3) cooler, with the laptop a possible 4th unless it fits inside something else. You'll need to reduce this to two items or be prepared to gate-check one or more items.