Good to know - Cheap tickets Chicago — Orlando
| Minimal flight time | 2h 20m |
|---|---|
| Flight distance | 1587 km |
| Most popular airline | Southwest Airlines |
| Round-trip from | $26 |
Airfare Chicago – Orlando by month
Here you can find out in what months how much a ticket Chicago – Orlando costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| February 2027 | ||
| December 2026 | ||
| November 2026 | ||
| October 2026 | ||
| September 2026 | ||
| August 2026 | ||
| July 2026 | ||
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| May 2026 | ||
| April 2026 | ||
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| February 2026 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Orlando
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:00 | 08:45 | tue, wed | WN2715 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:00 | 08:47 | sat | UA600 | United Express | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 05:01 | 08:47 | thu | F91458 | Frontier (Penny the Owl Livery) | 2h 46m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:10 | 08:45 | sat | WN1674 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:46 | mon, tue, wed, thu, fri, sun | UA2862 | United Express | 2h 46m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:44 | tue, wed | AA3312 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | mon, tue, wed, thu, fri | WN1674 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | mon, tue, wed, thu, sat, sun | WN4150 | Southwest Airlines | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:05 | 09:45 | sun | WN1674 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:15 | 10:05 | sat | F91458 | Frontier (Penny the Owl Livery) | 2h 50m | Chicago Midway International Airport — Orlando International Airport | Select dates |
Popular airlines flying Chicago — Orlando
Flight Chicago – Orlando is served by 31 airlines. 7 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Chicago — Orlando by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Orlando
The graph shows that booking flights Chicago — Orlando is best planned for June and flights Chicago — Orlando — Chicago in the month of January.
Flights Chicago — Orlando
The selection of cheap flights Chicago — Orlando
The price of the flight Chicago — Orlando (United States) — Chicago from $26 (round-trip).
The average price of the flight Chicago — Orlando (United States) — Chicago $194 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Orlando
- IATA code of the destination city: ORL
- Destination airports: Orlando Sanford International Airport, Walt Disney World, Orlando Executive, Orlando International Airport
- Destination country: United States
Low cost flights Chicago — Orlando (CHI — ORL)
The distance between Chicago and Orlando 986 miles (or 1587 kilometres).
The time difference between Chicago and Orlando is 1 h.
Minimal flight time from Chicago to Orlando 2h 20m.
Routes from nearby cities to Orlando
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Orlando are in Champaign.
Popular International routes from Chicago
Popular routes from Orlando
If you are going to fly from Orlando, then study the popular flights. The most popular flights from Orlando:
Popular domestic routes from Chicago
FAQ about Chicago — Orlando
Are there any direct flights Chicago — Orlando?
Yes, they do: WN2715, UA600, F91458, WN1674, UA2862, AA3312, WN4150, UA1063, AA1556, WN8511, UA2280, F93044, WN3962, AA1511, F92792, WN3801, WN2768, UA2323, NK1605, UA1643, AA1823, WN1781, G41241, G42914, UA2008, WN2796, AA2877, WN3011, AA2492, NK392, AA2288, UA1811, WN3891, WN189, AA2316, WN8806, AA2283, UA1410, WN3298, F93854, , AA971, UA2165, WN3053, WN366, WN2717, AA2811, WN2663, F99429, WN3214, AA1075, WN597, UA1168, UA2627, WN1973, WN1157, F91536
Can we fly from Chicago to Orlando?
Yes, you can fly from Chicago to Orlando. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. Southwest Airlines, United Express, Frontier (Penny the Owl Livery), American Eagle, Spirit Airlines, Allegiant Air, Phoenix Air depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Arajet, Atlas Air, Avelo Airlines, avianca, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Connection, DHL, FedEx, GlobalX, Iberia, Icelandair, Jet Linx Aviation, JetBlue, National Airlines, NetJets, Pecotox Air, Porter, Sun Country Airlines, UPS, Virgin Atlantic, Viva, Volaris, WestJet.
How long does it take to fly from Chicago to Orlando?
A direct flight lasts an average of 2h 20m, during which time the aircraft covers a distance of 1587 km.
How much do flights Chicago — Orlando cost?
The price of flights Chicago — Orlando starts from $26.
What days does the plane fly Chicago — Orlando?
Planes fly Chicago — Orlando 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Orlando?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Orlando — Orlando Sanford International Airport, Walt Disney World, Orlando Executive, Orlando International Airport.
What flights are currently flying from Chicago to Orlando?
The following flights fly between Chicago and Orlando: WN2715, UA600, F91458, WN1674, UA2862, AA3312, WN1674, WN4150, WN1674, F91458, UA1063, AA1556, WN2715, WN2715, WN8511, F91458, UA2280, WN2715, F93044, WN3962, WN3962, AA1511, F92792, WN3801, F92792, F93044, WN2768, UA2323, WN2768, WN2768, NK1605, WN2768, F91458, UA2323, UA1643, UA1643, AA1823, AA1823, F92792, F91458, WN1781, G41241, G42914, UA2008, WN2796, F91458, AA2877, WN1781, WN3011, AA2492, AA2492, WN2796, NK392, NK392, AA2288, UA1811, UA1811, AA2492, WN3011, WN2796, UA1811, WN3891, WN189, AA2316, WN8806, AA2283, UA1410, UA1410, WN3298, G42914, F93854, WN3298, AA971, UA2165, UA2165, UA2165, WN3053, WN3298, F93044, WN366, WN2717, F93044, WN2717, WN3053, F93044, AA2811, WN2663, WN2663, WN2663, WN2663, WN2717, F99429, WN3214, WN3214, WN3214, AA1075, AA1075, WN597, WN597, UA1168, UA1168, UA1168, UA1168, UA2627, WN1973, AA1075, WN1157, F91536
What month is the cheapest to fly from Chicago to Orlando?
High season is considered to be August and the cheapest month is June. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Orlando flight deals.
Which airlines direct fly from Chicago to Orlando?
The following airlines have direct flights Chicago — Orlando: Southwest Airlines, United Express, Frontier (Penny the Owl Livery), American Eagle, Spirit Airlines, Allegiant Air, Phoenix Air.
Which airlines fly from Chicago to Orlando?
All the following airlines flights Chicago — Orlando: Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, American Eagle, Arajet, Atlas Air, Avelo Airlines, avianca, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Penny the Owl Livery), GlobalX, Iberia, Icelandair, Jet Linx Aviation, JetBlue, National Airlines, NetJets, Pecotox Air, Phoenix Air, Porter, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, UPS, Virgin Atlantic, Viva, Volaris, WestJet.