Cheap Flights from Chicago (MDW) to St. Petersburg (PIE)

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Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to PIE last minute?
Being the spontaneous type is a terrific way to travel, but it isn't necessarily the ideal way to find a bargain fare. Consider booking your MDW to St. Pete-Clearwater Intl. Airport journey well in advance rather than waiting till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you get to your destination!
What airports do you fly into for St. Petersburg - Clearwater from Chicago?
St. Petersburg-Clearwater Intl. Airport (PIE), Tampa Intl. Airport (TPA) and Sarasota-Bradenton Intl. Airport (SRQ) are your choices when traveling from Chicago to St. Petersburg - Clearwater. Around 16 kilometers north of the center of St. Petersburg - Clearwater, St. Petersburg-Clearwater Intl. Airport (PIE) is the city's principal gateway. Take into account factors such as flight arrival and departure times and the distance to your hotel before choosing an airport. Salvador Dali Museum and Tropicana Field are two awesome attractions to put on your to-do list when you arrive at your destination.
Can I change the date of my flight from Chicago Airport to St. Petersburg-Clearwater Intl. Airport (PIE)?
You can easily make changes to your Chicago Airport to PIE trip via the Expedia Trips portal. But before amending dates or times, read through the fare conditions in your itinerary to see what you can do and whether fees apply. Some carriers charge a change fee per person, on top of any difference in fares. But if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also browse our Customer Service portal to find the answers to your questions and to chat with our Virtual Agent.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
St. Petersburg-Clearwater Intl.
Distance
1600 km

Book with confidence

Book with confidence

Chicago to St. Petersburg Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to St. Petersburg offer the perfect respite. Not only does exploring St. Petersburg provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

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 hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of St. Petersburg are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to St. Petersburg more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to St. Petersburg is now!

Chicago to St. Petersburg Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia