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I have a 4:35pm flight from CLT and an 1hr 40min layover for my connecting flight in April will I make it? I have a 6:35am flight from Seattle in April with a connecting flight in MDW with an 2hr 25min Connection/
Yes, that is enough time. All you have to do in MDW is walk from your arrival gate to your departure gate. All Southwest gates are connected inside security.