Chicago to Philadelphia

Chicago to Philadelphia typically prices around $275, and this Frontier fare is just $95, close to a 65% discount and one of the steepest cuts we've tracked on this route. It's a single bargain date rather than a wide-open calendar, but at this price it's an easy weekend trip to see Independence Hall, the Liberty Bell, and the cheesesteaks the city is famous for. Hard to beat the value here even for a short hop.