Good to know - Cheap tickets Chicago — Orlando
| Cheapest flight found | $23 |
|---|---|
| Minimal flight time | 2h 19m |
| Flight distance | 1587 km |
| Most popular airline | Southwest Airlines |
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 |
|---|---|---|
| May 2026 | ||
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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 | 08:19 | thu | WN8500 | Southwest Airlines | 2h 19m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:00 | 08:30 | mon, tue, wed, thu, fri | WN4831 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:05 | 08:35 | sun | WN4831 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:25 | 09:00 | sat | WN4831 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:30 | 09:05 | sun | UA3905 | United Airlines | 2h 35m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | daily | WN4154 | Southwest Airlines | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:47 | mon, thu, fri, sat, sun | UA2387 | United Airlines | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:45 | 10:24 | daily | AA1592 | American Airlines | 2h 39m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:10 | 11:04 | daily | UA2280 | United Airlines | 2h 54m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:10 | 10:45 | sun | WN966 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
Popular airlines flying Chicago — Orlando
Flight Chicago – Orlando is served by 34 airlines. 6 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Chicago to Orlando in the last 48 hours
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 July and flights Chicago — Orlando — Chicago in the month of June.
Flights Chicago — Orlando
The selection of cheap flights Chicago — Orlando
Here you can find and purchase the cheapest flights Chicago — Orlando from $23 and Chicago — Orlando — Chicago from $47.
The price of the flight Chicago — Orlando (United States) — Chicago from $47 (round-trip).
The average price of the flight Chicago — Orlando (United States) — Chicago $191 (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 19m.
LowCostClub always do a comparison of airfares Chicago — Orlando with several airlines (include Southwest Airlines, United Airlines, American Airlines). They will always give you all available options so you can find the cheapest flight to Orlando. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Orlando. Last week, for instance, the cheapest round-trip prices stood at $47 while the cheapest one-way price that was available within the last week cost $23
Routes from nearby cities to Orlando
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Orlando is from Madison. The cheapest airfare can be purchased with a flight from Milwaukee from $23. The nearest airports from Chicago with a flight to Orlando are in Fort Wayne.
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: WN8500, WN4831, UA3905, WN4154, UA2387, AA1592, UA2280, WN966, WN2987, WN1624, F91458, WN2883, G42963, WN8502, G41332, F92792, UA2323, AA1163, NK1113, AA1121, WN1375, UA2479, G41307, WN2320, AA3014, WN4752, WN2236, UA2201, AA1247, UA1872, WN4551, NK1370, AA486, WN286, UA2039, AA3176, WN2628, WN3158, WN495, UA3900, WN2483, G42860, F93854
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 Airlines, American Airlines, Frontier (Weston the Woodpecker Livery), Allegiant Air, Spirit Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through 21 Air, Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Amerijet International, Atlas Air, Avelo Airlines, Avianca, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, Emirates, FedEx, GlobalX, Icelandair, Jet Linx Aviation, JetBlue, Kalitta Air, National Airlines, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Sun Country Airlines, TAP Air Portugal, 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 19m, 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 $23.
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: WN8500, WN4831, WN4831, WN4831, UA3905, WN4154, UA2387, AA1592, UA2280, WN966, WN966, WN2987, WN1624, F91458, WN2883, G42963, WN2883, WN8502, G41332, F92792, UA2323, AA1163, WN2883, NK1113, AA1121, AA1121, WN1375, UA2479, UA2479, G41307, WN1375, WN1375, WN2320, F92792, AA3014, WN4752, WN2236, WN2236, UA2201, AA1247, UA1872, AA1247, WN2236, WN4551, WN2236, F92792, NK1370, F92792, NK1370, AA486, F92792, WN286, WN4752, WN4752, UA2039, AA3176, WN2628, WN3158, WN495, UA3900, WN2483, WN3158, G42860, WN2628, F93854, F93854, WN4752
What month is the cheapest to fly from Chicago to Orlando?
High season is considered to be September and the cheapest month is July. 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 Airlines, American Airlines, Frontier (Weston the Woodpecker Livery), Allegiant Air, Spirit Airlines.
Which airlines fly from Chicago to Orlando?
All the following airlines flights Chicago — Orlando: 21 Air, Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, American Airlines, Amerijet International, Atlas Air, Avelo Airlines, Avianca, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, Emirates, FedEx, Frontier (Weston the Woodpecker Livery), GlobalX, Icelandair, Jet Linx Aviation, JetBlue, Kalitta Air, National Airlines, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Southwest Airlines, Spirit Airlines, Sun Country Airlines, TAP Air Portugal, United Airlines, UPS, Virgin Atlantic, Viva, Volaris, WestJet.