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Scan through flights from Chicago Midway International Airport (MDW) to St. Petersburg-Clearwater International Airport (PIE) for the upcoming week. Sort the list by any column, and click on a dollar sign to see the latest prices available for each flight. Bagging a cheap flight from Chicago to St. Petersburg may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a Destination Airport: St.

Petersburg-Clearwater Intl. Sep 07, The best way to get from Chicago Midway Airport (MDW) to St. Petersburg Airport (PIE) is to fly which takes 4h 40m and costs- 2, Alternatively, you can bus, which costs-and takes 32h 4m, you could also train via Rockville, which costs .

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