gistfile1.py

items = {
    "orange": "It's an orange hat day!",
    "blue": "It's a blue hat day!",
    "jersey": "Time to bust out the Cutler jersey!",
    "otherwise": "Take a day off and wear something else."
}

def what_to_wear(day):
    orange = False
    blue = False

    if day % 3 == 0:
        orange = True
    if day % 7 == 0:
        blue = True
        if orange:
            return items["jersey"]
        else:
            return items["blue"]
    if orange and not blue:
        return items["orange"]
    else:
        return items["otherwise"]

day = input("What day of football season is it? ")
print what_to_wear(int(day))