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Cheap flights from Chicago to Clearwater

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      Travelers and cabin class, 1 Adult, Economy

      Compare Chicago to Clearwater flight deals

      Find the cheapest month or even day of the year to fly to Clearwater

      Book the best Clearwater fare with no extra fees

      Flight deals from Chicago to Clearwater

      Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Clearwater? Find the lowest prices on one-way and round-trip tickets right here.
      Tampa.$125 per passenger.Departing Mon, Jan 18, returning Fri, Jan 22.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Jan 18, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Jan 22, arriving in Chicago Rockford.Price includes taxes and charges.From $125, select.
      Tampa.$142 per passenger.Departing Fri, Oct 30, returning Fri, Nov 6.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Oct 30, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Nov 6, arriving in Chicago Rockford.Price includes taxes and charges.From $142, select.
      Tampa.$143 per passenger.Departing Fri, Sep 25, returning Wed, Oct 7.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Sep 25, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Wed, Oct 7, arriving in Chicago Rockford.Price includes taxes and charges.From $143, select.
      Tampa.$143 per passenger.Departing Wed, Oct 14, returning Fri, Oct 23.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Oct 14, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Oct 23, arriving in Chicago Rockford.Price includes taxes and charges.From $143, select.
      Tampa.$146 per passenger.Departing Fri, Nov 13, returning Fri, Dec 4.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Nov 13, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Dec 4, arriving in Chicago Rockford.Price includes taxes and charges.From $146, select.
      Tampa.$151 per passenger.Departing Fri, Nov 6, returning Fri, Nov 13.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Nov 6, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Nov 13, arriving in Chicago Rockford.Price includes taxes and charges.From $151, select.
      Tampa.$180 per passenger.Departing Mon, Dec 14, returning Sat, Dec 19.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Dec 14, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Sat, Dec 19, arriving in Chicago Rockford.Price includes taxes and charges.From $180, select.
      Tampa.$186 per passenger.Departing Fri, Sep 18, returning Fri, Sep 25.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Sep 18, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Sep 25, arriving in Chicago Rockford.Price includes taxes and charges.From $186, select.
      Tampa.$209 per passenger.Departing Sat, Apr 3, returning Wed, Apr 21.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sat, Apr 3, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Wed, Apr 21, arriving in Chicago Rockford.Price includes taxes and charges.From $209, select.
      Tampa.$227 per passenger.Departing Mon, Dec 14, returning Mon, Jan 4.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Dec 14, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Jan 4, arriving in Chicago Rockford.Price includes taxes and charges.From $227, select.
      Tampa.$229 per passenger.Departing Fri, Feb 5, returning Fri, Feb 19.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Fri, Feb 5, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Fri, Feb 19, arriving in Chicago Rockford.Price includes taxes and charges.From $229, select.
      Tampa.$270 per passenger.Departing Wed, Mar 31, returning Wed, Apr 21.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Mar 31, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Wed, Apr 21, arriving in Chicago Rockford.Price includes taxes and charges.From $270, select.
      Tampa.$328 per passenger.Departing Mon, Feb 22, returning Mon, Mar 1.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Feb 22, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Mar 1, arriving in Chicago Rockford.Price includes taxes and charges.From $328, select.
      Tampa.$484 per passenger.Departing Wed, Mar 24, returning Mon, Mar 29.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Mar 24, arriving in St. Pete–Clearwater International.Inbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Mar 29, arriving in Chicago Rockford.Price includes taxes and charges.From $484, select.
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      Chicago to Clearwater: Flight information

      The things to know before you go.
      Fly intoSt. Pete–Clearwater International Airport
      Distance to Clearwater12.7 km
      Cheapest flight$125
      Cheapest month to flyJanuary
      Most popular airlineAllegiant Air
      Average flight time2 hrs, 38 mins

      Find the cheapest month to fly from Chicago to Clearwater

      We always keep an eye on fares, so you can find the best flight deal in seconds. It looks like Chicago to Clearwater flights are currently cheapest in January. We’ve based this on flights into St. Pete–Clearwater International Airport.
      Sep
      from $186
      Oct
      from $143
      Nov
      from $151
      Dec
      from $180
      Jan
      from $125
      Feb
      from $229
      Mar
      from $484
      Apr
      from $209
      May
      Find prices
      Jun
      Find prices
      Jul
      Find prices
      Aug
      Find prices

      Finding cheap flights from Chicago to Clearwater: Frequently asked questions

      There are three (3) airports near Clearwater: St. Pete–Clearwater International Airport, Tampa International Airport, and Tampa Peter O'Knight Airport.
      The best price we found for a round-trip flight from Chicago to Clearwater is $125. 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.
      Currently, Allegiant Air is the only airline that offers direct flights to St. Pete–Clearwater International Airport.
      We've checked every Chicago to Clearwater fare we could find, and the cheapest upcoming date to fly seems to be on Monday, January 18, 2027. Overall, the cheapest month to fly from Chicago to Clearwater is usually January.
      If you're flying from Chicago, the cheapest airport near Clearwater is St. Pete–Clearwater International – which is 12.7 km away from the center of Clearwater. We've found flights to this airport from $125.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Clearwater on Monday, January 18, 2027.
      No airlines currently offer direct flights between Chicago and Clearwater. Most routes have one or more stops.
      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 Clearwater 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 Clearwater is around 40 days in advance, so don’t leave your flight to the last minute.

      St. Pete–Clearwater International Airport is 12.7km from Clearwater, Tampa International Airport is 26.1km from Clearwater, and Tampa Peter O'Knight Airport is 35.0km from Clearwater.
      St. Pete–Clearwater International Airport is closest to Clearwater, at around 12.7 km away.
      The cheapest airline that flies to Clearwater is Allegiant Air.