Skyscanner home

Cheap flights to Freeport

Compare Freeport flights across hundreds of providers

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

Book the best Freeport fare with no extra fees

Flight deals to Freeport

Looking for a cheap last-minute deal or the best roundtrip flight to Freeport? Find our lowest prices on one-way and roundtrip tickets to the most convenient airport right here.
Chicago.$74 per passenger.Departing Thu, Apr 30, returning Sun, May 3.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Apr 30, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, May 3, arriving in Fort Lauderdale International.Price includes taxes and charges.From $74, select.
Chicago.$77 per passenger.Departing Thu, Jun 11, returning Sun, Jun 14.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Thu, Jun 11, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jun 14, arriving in Nashville.Price includes taxes and charges.From $77, select.
Chicago.$83 per passenger.Departing Thu, Jul 2, returning Sun, Jul 5.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Jul 2, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jul 5, arriving in Fort Lauderdale International.Price includes taxes and charges.From $83, select.
Chicago.$83 per passenger.Departing Thu, Apr 9, returning Sun, Apr 12.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Apr 9, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Apr 12, arriving in Fort Lauderdale International.Price includes taxes and charges.From $83, select.
Chicago.$84 per passenger.Departing Thu, Jun 18, returning Thu, Jul 2.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Jun 18, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Thu, Jul 2, arriving in Fort Lauderdale International.Price includes taxes and charges.From $84, select.
Chicago.$84 per passenger.Departing Thu, May 7, returning Sun, May 17.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, May 7, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, May 17, arriving in Fort Lauderdale International.Price includes taxes and charges.From $84, select.
Chicago.$87 per passenger.Departing Thu, May 21, returning Sun, Jun 7.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Thu, May 21, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jun 7, arriving in Nashville.Price includes taxes and charges.From $87, select.
Chicago.$94 per passenger.Departing Thu, Jul 30, returning Sun, Aug 16.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Thu, Jul 30, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Aug 16, arriving in Nashville.Price includes taxes and charges.From $94, select.
Chicago.$102 per passenger.Departing Thu, Aug 6, returning Sun, Aug 16.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Thu, Aug 6, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Aug 16, arriving in Nashville.Price includes taxes and charges.From $102, select.
Chicago.$102 per passenger.Departing Thu, Aug 20, returning Sun, Sep 6.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Thu, Aug 20, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Sep 6, arriving in Nashville.Price includes taxes and charges.From $102, select.
Chicago.$103 per passenger.Departing Thu, Apr 16, returning Sun, Jun 21.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Apr 16, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jun 21, arriving in Fort Lauderdale International.Price includes taxes and charges.From $103, select.
Chicago.$130 per passenger.Departing Thu, Mar 26, returning Sun, Apr 5.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Thu, Mar 26, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Apr 5, arriving in Fort Lauderdale International.Price includes taxes and charges.From $130, select.
Chicago.$140 per passenger.Departing Tue, Mar 24, returning Tue, Mar 31.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Punta Gorda on Tue, Mar 24, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Tue, Mar 31, arriving in Punta Gorda.Price includes taxes and charges.From $140, select.
Chicago.$150 per passenger.Departing Wed, Nov 4, returning Mon, Nov 9.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Orlando Sanford on Wed, Nov 4, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Nov 9, arriving in Orlando Sanford.Price includes taxes and charges.From $150, select.
Chicago.$150 per passenger.Departing Fri, Sep 11, returning Mon, Sep 14.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Orlando Sanford on Fri, Sep 11, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Sep 14, arriving in Orlando Sanford.Price includes taxes and charges.From $150, select.
Chicago.$152 per passenger.Departing Wed, Oct 7, returning Mon, Oct 12.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Orlando Sanford on Wed, Oct 7, arriving in Chicago Rockford.Inbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Oct 12, arriving in Orlando Sanford.Price includes taxes and charges.From $152, select.

Find the cheapest time to fly to Freeport

Flexible on travel dates? Find the cheapest month – or even day – to catch a flight to Freeport.
Mar
from $140
Apr
from $83
May
from $84
Jun
from $77
Jul
from $83
Aug
from $102
Sep
from $150
Oct
from $152
Nov
from $150
Dec
Find prices
Jan
Find prices
Feb
Find prices

Frequently asked questions

Allegiant Air and Sun Country Airlines both offer direct flights to Chicago Rockford Airport.
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 Freeport 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.
Yes – you can fly direct to Chicago Rockford Airport and the average flight time is 2 hours and 47 minutes.
The best price we found for a roundtrip flight to Freeport is $74. This is an estimate based on information collected from different airlines and travel providers flying to Chicago Rockford Airport over the last four (4) days and is subject to change and availability.
The cheapest airport near Freeport is Chicago Rockford – which is 27.7 miles away from the center of Freeport. We've found flights to this airport from $74.
After crunching the numbers on our flight calendar, we found that the cheapest date to fly to Chicago Rockford Airport, the closest airport to Freeport, is Thursday, April 30, 2026.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Freeport is around 40 days in advance, so don’t leave your flight to the last minute.
Chicago Rockford Airport is the best option, and is around 27.7 miles from Freeport.
The average temperature in Freeport in March is around 36°F. The warmest month in Freeport is typically July, which averages 83°F. The coolest month is January, with temperatures averaging 10°F. The rainiest month is June, and it usually rains the least in January.
Currently, the cheapest airline that flies to Chicago Rockford Airport – the closest airport to Freeport – is Allegiant Air.
Chicago Rockford Airport is 27.7 miles from Freeport which is approximately 37 minutes driving time. Check out the options for car rental at Chicago Rockford Airport.