Question : Do travelers from Glasgow typically stay in Chicago for very long?
Answer : Of course you're not most people, but if you were, you'd stay roughly seven days.
Question : If your plans are flexible, have you considered changing your departure day?
Answer : For the month of February, the cheapest day to fly is Sunday. Flexibility is paramount when booking travel plans in order to keep costs down.
Question : How often are prices changing for this route?
Answer : Flight prices for GLA to ORD change a lot more than most. Prices tend to be lower the further out you book.