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Cheap flights from St. Pete–Clearwater International to Chicago

Compare St. Pete–Clearwater International to Chicago flight deals

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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 $180. Find the lowest prices on one-way and return tickets right here.
Chicago.$61 per passenger.Departing Fri, 25 Sep.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri, 25 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From $61, select.
Chicago.$79 per passenger.Departing Fri, 16 Oct.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri, 16 Oct, arriving in Chicago Rockford.Price includes taxes and charges.From $79, select.
Chicago.$90 per passenger.Departing Mon, 3 Aug.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Mon, 3 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From $90, select.
Chicago.$90 per passenger.Departing Fri, 6 Nov.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri, 6 Nov, arriving in Chicago Rockford.Price includes taxes and charges.From $90, select.
Chicago.$90 per passenger.Departing Fri, 10 Jul.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Fri, 10 Jul, arriving in Chicago Rockford.Price includes taxes and charges.From $90, select.
Chicago.$102 per passenger.Departing Wed, 10 Jun.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Wed, 10 Jun, arriving in Chicago Rockford.Price includes taxes and charges.From $102, select.
Chicago.$125 per passenger.Departing Wed, 27 May.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Wed, 27 May, arriving in Chicago Rockford.Price includes taxes and charges.From $125, select.
Chicago.$180 per passenger.Departing Mon, 21 Dec.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from St. Pete–Clearwater International on Mon, 21 Dec, arriving in Chicago Rockford.Price includes taxes and charges.From $180, 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 $125
Jun
from $102
Jul
from $90
Aug
from $90
Sep
from $61
Oct
from $79
Nov
from $90
Dec
from $180
Jan
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Feb
Find prices
Mar
Find prices
Apr
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Direct flights 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 $148
Search flights

Chicago O'Hare International

25km from central Chicago
from $190
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Cheapest
from $61
Search flights

Tampa to Chicago: Flight information

The things to know before you go.
Cheapest flight found$61
Cheapest month to flySeptember
Average flight time2 hrs, 46 mins
Most popular airlineAllegiant Air
Average flights per week3

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 $151. 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 46 minutes is the average flight time from St. Pete–Clearwater International to Chicago.
Allegiant Air flies direct from St. Pete–Clearwater International to Chicago.
As of May 2026, there are 3 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 $151.
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, 25 September 2026.
Yes – the average flight time is 2 hours and 46 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.

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

  • St. Petersburg-Clearwater International Airport is located in Tampa. Following the UTC-5 timezone, Chicago is one hour behind Tampa.

  • With two flights a week between the two airports, St. Petersburg-Clearwater International Airport (PIE) to Chicago Rockford International Airport (RFD) is the busiest route. Allegiant Air operates the earliest flight at 06:00. If you'd like to get more out of your day before you fly, the latest flight from PIE to RFD is with Allegiant Air at 17:34.

  • For a relaxed start to your PIE to Chicago flight, leave enough time for things like check-in and baggage drop. Arriving two hours before international departures and one hour before domestic flights is the standard rule.

  • Taking off during a peak period like a bank holiday? Expect longer lines at security and check-in. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • Start your journey at PIE and travel straight to Chicago Rockford International Airport (RFD). That will be your arrival point when searching for St. Petersburg-Clearwater International Airport to Chicago tickets.

  • Book your favourite seat with Allegiant Air. This leading carrier offers direct flights from St. Petersburg-Clearwater International Airport to Chicago.

  • PIE is around 24 kilometres from central Tampa. If you're catching a cab, driving or ride-sharing from the centre, it'll take 25 minutes or so to get there, depending on traffic. If you're taking public transport, expect the journey time to be around 2 hours 10 minutes.

  • Want a relaxed start to your holiday? Stay near PIE. Whether you're taking an early flight from St. Petersburg-Clearwater International Airport to Chicago or want to avoid feeling rushed, these hotels have you covered:

  • When it comes to St. Petersburg-Clearwater International Airport's on-time performance, data shows 77.01% of flights arrive within the expected time frame.

  • PIE is located at Suite 221 - Terminal Building.

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

  • The best price we've seen for a one-way St. Petersburg-Clearwater International Airport to Chicago flight is $61. The cheapest price for a return flight is $151. Keep in mind fares can change due to availability at the time of booking.

  • Score cheap flights from PIE to Chicago by booking four months ahead. According to our research, that's the sweet spot for bagging a bargain.

  • Organise your trip for August. That's the best month for landing an awesome deal on St. Petersburg-Clearwater International Airport to Chicago tickets. If you're flexible with your dates, use the 'Whole month' tool to find the lowest price across every month.

  • Cut down on the time spent looking for cheap flights from PIE to Chicago by creating a Price Alert. We'll send you an email or notification on the app when a special offer becomes available.

  • Find an affordable flight from St. Petersburg-Clearwater International Airport to Chicago with the help of our filters. Choose your preferred times, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. If you're grabbing a cab or a ride-share, the drive takes about 35 minutes.

  • If you're travelling on public transport, expect a journey time of about 55 minutes.

  • If you have a late flight from St. Petersburg-Clearwater International Airport to Chicago, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and resting soon after at one of these hotels near ORD:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are leading providers you can book with here.

  • Booking your ride from O'Hare International Airport around four weeks ahead of your flight from PIE to Chicago can help you lock in the lowest rate.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from St. Petersburg-Clearwater International Airport to Chicago has landed, you can get to the city centre in about 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • Travelling by public transport will take around 45 minutes.

  • After stepping off your PIE to Chicago flight, kick back at a hotel near MDW. These are some comfortable options that'll help you sink into relaxation mode:

  • Forget about public transport timetables or waiting forever for a cab. Pick up a Chicago Midway International Airport rental car and let the journey unfold your way. Compare rates and availability from Dollar, Hertz and Budget.

  • Avoid paying extra. Securing your ride four weeks before your arrival at MDW will help you stay within budget.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from St. Petersburg-Clearwater International Airport to Chicago and head for your hotel or start sightseeing right away. The centre of Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach by car.

  • If you travel by public transport, the journey will take you around 4 hours 15 minutes.

  • Enjoy an unhurried start to your trip by choosing a hotel near RFD after your PIE to Chicago flight. Take a load off after a long travel day or simply take a moment to find your footing in a new city at:

  • Whether you're searching for an economy for a solo escape or a roomy SUV to transport your group, you'll find the perfect Chicago Rockford International Airport rental car for you. Check out the types of wheels available from providers such as Budget, Alamo and National.

  • If you're looking for a particular kind of vehicle, booking early increases your chances of snagging what you want. Reserve your ride from RFD a few weeks ahead of your flight from St. Petersburg-Clearwater International Airport to Chicago.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your trip dates before locking in your flight from St. Petersburg-Clearwater International Airport to Chicago. The city comes alive in high season, but hotel prices are usually higher and major attractions can be crowded. Visit Chicago in the off-season for a quieter vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your St. Petersburg-Clearwater International Airport to Chicago plane ticket then if that's your idea of comfortable weather.

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from PIE to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

  • When it comes to looking for somewhere to rest your head, you'll find the best places to stay in Chicago right here. Browse these options after you've booked your flight from St. Petersburg-Clearwater International Airport to Chicago:

  • Art Institute of Chicago and Millennium Park are just two of the leading attractions to put on your Chicago must-do list. Keep the momentum going by heading to LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Chicago has plenty to offer, but there are so many other parts of United States you should also see. About 451 kilometres south-east of Chicago, a trip to Columbus will keep your itinerary busy. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you want to check out another corner of United States, consider Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key highlights.

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.