Cheap flights from Chicago to Orlando, FL, Estados Unidos (MDW - ORL)

As a rule, buying flight tickets from Chicago to Orlando, FL expends a lot. Using our service of searching for cheap flight tickets, you will be able to save a significant sum of money! We will help tip to buy flight tickets from Chicago to Orlando, FL at the most favorable prices.

Out service helps you to find tickets from Chicago to Orlando, FL in the most reliable travel agencies and booking systems, including all the airline companies. We don't sell tickets and don't do any surcharges, we just find the best offers - you choose yourself where you want to buy flight tickets Chicago - Orlando, FL at the best price!

We also recommend you to look through the prices for return tickets from Orlando, FL to Chicago.

Airfares found by our users in the past 24 hours

The cheapest flight from Chicago to Orlando, FL is 248€ on Southwest Airlines, departing on 21.05.2025 and returning on 24.05.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Southwest Airlines21.05.202524.05.2025from 248€

Average round-trip airfares from Chicago to Orlando, FL by months

MesRound-Trip
Marzo 2025find now
Abril 2025find now
Mayo 202521.05 - 24.05from 248€
Junio 2025find now
Julio 2025find now
Agosto 2025find now
Septiembre 2025find now
Octubre 2025find now
Noviembre 2025find now
Diciembre 2025find now
Enero 2026find now
Febrero 2026find now

The price which were found by our clients for the latest several days. Given ticket prices could change. It's connected with the presence of flight tickets while booking.

Airlines are flying from Chicago to Orlando, FL

Frontier AirlinesSouthwest Airlines

Airports

Other airports in Chicago: Merrill C Meigs (CGX), Burqin (CHI), Melville Hall (DPA), Pevek (PWK).

Other airports in Orlando, FL: Devils Lake (DWS), Orlando (MCO).

Find Flights to Orlando, FL
PrevNext
Abril 2025
MOTUWETHFRSASU
 123456
78910111213
14151617181920
21222324252627
282930