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C$66 Cheap Flights from St. Pete–Clearwater International (PIE) to Chicago (CHIA)

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Flight deals from St. Pete–Clearwater International to Chicago

Looking for a cheap last-minute deal or the best return flight from St. Pete–Clearwater International Airport to Chicago? If you want to travel next month, return fares start from C$198. Find the lowest prices on one-way and return tickets right here.
Chicago.C$66 per passenger.Departing Fri., Sep. 25.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri., Sep. 25, arriving in Chicago Rockford.Price includes taxes and charges.From C$66, select.
Chicago.C$85 per passenger.Departing Wed., Oct. 21.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Wed., Oct. 21, arriving in Chicago Rockford.Price includes taxes and charges.From C$85, select.
Chicago.C$86 per passenger.Departing Fri., Nov. 13.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri., Nov. 13, arriving in Chicago Rockford.Price includes taxes and charges.From C$86, select.
Chicago.C$98 per passenger.Departing Fri., Aug. 28.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri., Aug. 28, arriving in Chicago Rockford.Price includes taxes and charges.From C$98, select.
Chicago.C$98 per passenger.Departing Fri., Jul. 24.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri., Jul. 24, arriving in Chicago Rockford.Price includes taxes and charges.From C$98, select.
Chicago.C$111 per passenger.Departing Fri., May 29.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri., May 29, arriving in Chicago Rockford.Price includes taxes and charges.From C$111, select.
Chicago.C$111 per passenger.Departing Wed., Jun. 24.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Wed., Jun. 24, arriving in Chicago Rockford.Price includes taxes and charges.From C$111, select.
Chicago.C$151 per passenger.Departing Mon., Dec. 7.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Mon., Dec. 7, arriving in Chicago Rockford.Price includes taxes and charges.From C$151, select.
Chicago.C$236 per passenger.Departing Mon., Jan. 18.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Mon., Jan. 18, arriving in Chicago Rockford.Price includes taxes and charges.From C$236, select.

Find the cheapest month to fly from St. Pete–Clearwater International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like St. Pete–Clearwater International to Chicago flights are currently cheapest in September.
May
from C$111
Jun.
from C$111
Jul.
from C$98
Aug.
from C$98
Sep.
from C$66
Oct.
from C$85
Nov.
from C$86
Dec.
from C$151
Jan.
from C$236
Feb.
Find prices
Mar.
Find prices
Apr.
Find prices

Which airlines fly from St. Pete–Clearwater International to Chicago?

Alternative St. Pete–Clearwater International to Chicago routes

Looking for the cheapest, fastest or easiest route from St. Pete–Clearwater International to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from C$151
Search flights

Chicago O'Hare International

25km from central Chicago
from C$167
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Cheapest
from C$66
Search flights

Tampa to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$66
Cheapest month to flySeptember
Average flight time2 hrs, 47 mins
Most popular airlineAllegiant Air
Average flights per week12

Finding cheap flights from St. Pete–Clearwater International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from St. Pete–Clearwater International to Chicago is C$152. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 47 minutes is the average flight time from St. Pete–Clearwater International to Chicago.
Allegiant Air and United fly direct from St. Pete–Clearwater International to Chicago.
As of May 2026, there are 12 flights per week flying from St. Pete–Clearwater International to Chicago.
The cheapest month to fly from St. Pete–Clearwater International to Chicago is usually September.
If you're flying from St. Pete–Clearwater International Airport, the cheapest airport near Chicago is Chicago Rockford – which is 126.2 km away from the centre of Chicago. We've found flights into this airport from C$152.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from St. Pete–Clearwater International Airport to Chicago on Friday, September 25, 2026.
Yes – the average flight time is 2 hours and 47 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Allegiant Air offers the cheapest flight tickets to Chicago.

Flying from St. Petersburg-Clearwater International Airport (PIE) to Chicago: what you need to know

  • The timezone in Chicago is UTC-5. The city is 1 hour behind Tampa, where St. Petersburg-Clearwater International Airport is located.

  • St. Petersburg-Clearwater International Airport (PIE) to Chicago Rockford International Airport (RFD) is the most popular route, with 3 departures a week to pick from. If you have things to do before leaving, the last flight from PIE to RFD is with Allegiant Air at 17:42. Go for the first departure operated by Allegiant Air at 06:10 if you want to get on your way earlier.

  • To ensure you catch your flight from PIE to Chicago, leave enough time to navigate the airport and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • If you're getting away during a popular month like July, get to the terminal even earlier. It's wise to arrive up to four hours before an international flight and two hours ahead of a domestic departure. Check-in and security lines will be longer during high seasons like Christmas, New Year and spring break.

  • Direct flights from St. Petersburg-Clearwater International Airport (PIE) to Chicago are available for booking. Chicago Rockford International Airport (RFD) is where you'll step off the plane.

  • Be on the lookout for deals with Allegiant Air. This airline has direct flights from St. Petersburg-Clearwater International Airport to Chicago.

  • For a flight within United States, you don't need a visa or passport. However, you'll have to show another kind of identification, such as an ID card or driver's licence. Once you've booked flight tickets from St. Petersburg-Clearwater International Airport to Chicago, make sure your ID is up to date.

  • Travelling from central Tampa to PIE takes around 2 hours and 11 minutes by public transport. If you ride-share, drive or take a cab, you'll cover the 29 kilometres in 23 minutes or so, depending on traffic.

  • Want a leisurely start to your travels? Stay near PIE. Whether you've booked an early flight from St. Petersburg-Clearwater International Airport to Chicago or want to avoid feeling rushed, these hotels are perfect:

How to find the cheapest flights from St. Petersburg-Clearwater International Airport (PIE) to Chicago

  • The lowest price we've seen for a one-way ticket from St. Petersburg-Clearwater International Airport to Chicago is C$66. The cheapest price for a return flight is C$152. Bear in mind fares can change due to availability at the time of booking.

  • It's usually best to book ahead of time if you're looking for cheap tickets from PIE to Chicago. That's because airlines change prices based on demand, which tends to increase closer to departure.

  • If you can be flexible with your travel dates, check out the 'Whole month' tool. It'll give you the lowest price in every month when searching for your ticket from St. Petersburg-Clearwater International Airport to Chicago.

  • Snapping up a cheap ticket from PIE to Chicago is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Play around with the filters to find your ideal trip. To see the 'Fastest,' 'Best' or 'Cheapest' flights from St. Petersburg-Clearwater International Airport to Chicago, use the 'Sort by' tool. You can also filter by departure and arrival times, airline, and journey duration.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • It's time to choose your dates for your flight from St. Petersburg-Clearwater International Airport to Chicago. August is the busiest month to travel to Chicago. If you like a more relaxed vibe, go in February.

  • Lock in your flight from St. Petersburg-Clearwater International Airport to Chicago for July to visit the city during its warmest month. You can expect temperatures to range from 15ºC to 29ºC.

  • January has average temperatures of between -12ºC and 3ºC. Search for cheap flights from PIE to Chicago sometime then if you like travelling in cooler conditions.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the perfect place to stay. Once you've booked your flight from St. Petersburg-Clearwater International Airport to Chicago, explore our range of hotels including:

  • There are so many things to explore in this city it can be hard to figure out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are leading attractions which should be on every Chicago itinerary.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from St. Petersburg-Clearwater International Airport to Chicago to track down awesome deals on car rentals. Search for your ride in seconds and easily compare your options. Plus we give you everything you need to know about car rentals in Chicago, from the most popular car type to the average daily price.

Plan the rest of your trip from Tampa to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.