Cheap flights Chicago — Orlando (CHI — ORL)

Good to know - Cheap tickets Chicago — Orlando

Cheapest flight found $23
Minimal flight time 1h 51m
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
January 2026
December 2025
November 2025
October 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025

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
01:00 03:51 mon F99543 Frontier (Quin the Great Curassow Livery) 1h 51m O'Hare International Airport — Orlando International Airport Select dates
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 mon, thu, fri WN3712 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
05:45 09:15 sun WN4362 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
06:00 09:45 daily WN3970 Southwest Airlines 2h 45m O'Hare International Airport — Orlando International Airport Select dates
06:15 09:45 tue, wed, sat WN4362 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
06:30 10:13 daily NK340 Spirit Airlines 2h 43m O'Hare International Airport — Orlando International Airport Select dates
06:35 10:05 mon, thu, fri WN4362 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
All routes

Sales of tickets from Chicago to Orlando in the last 48 hours

2025-10-09 one-way

2025-10-09 one-way

2025-10-09 one-way

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 April.

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 $30.

The price of the flight Chicago — Orlando (United States) — Chicago from $30 (round-trip).

The average price of the flight Chicago — Orlando (United States) — Chicago $191 (round-trip).

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 1h 51m.

LowCostClub always do a comparison of airfares Chicago — Orlando with several airlines (include Frontier (Quin the Great Curassow Livery), Southwest Airlines, Spirit 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 $30 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

Yes, they do: F99543, WN8500, WN4831, WN3712, WN4362, WN3970, NK340, AA1592, NK915, UA2280, WN966, 5X9305, WN3713, F92792, WN3133, F91458, WN2883, G41332, UA2323, F93854, AA1163, AA2975, AA1121, UA2008, AA2891, WN2277, AA3014, NK3073, G42926, WN487, WN2236, UA2201, AA1247, UA2042, AA1445, , WN4551, G42834, WN3260, WN3803, UA2165, NK1370, WN140, WN2314, WN286, AA2634, WN4752, NK2411, AA1845, UA2039, UA1911, WN300, WN278, WN2392, UA8111, WN2628, AA3176, WN3158, WN2483, G42860, F93044, UA3871

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. Frontier (Quin the Great Curassow Livery), Southwest Airlines, Spirit Airlines, American Eagle, United Airlines, UPS, Allegiant Air, Phoenix Air depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through 21 Air, ABX Air, Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Amerijet International, Atlas Air, Avelo Airlines, avianca, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Connection, DHL, Emirates SkyCargo, FedEx, GlobalX, Icelandair, Jet Linx Aviation, JetBlue (JetBlue for Good Livery), National Airlines, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Sun Country Airlines, Virgin Atlantic, Viva, Volaris, WestJet.

A direct flight lasts an average of 1h 51m, during which time the aircraft covers a distance of 1587 km.

The price of flights Chicago — Orlando starts from $23.

Planes fly Chicago — Orlando 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

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.

The following flights fly between Chicago and Orlando: F99543, WN8500, WN4831, WN3712, WN4831, WN4362, WN3970, WN4362, NK340, WN4362, AA1592, NK915, AA1592, UA2280, WN966, WN966, 5X9305, WN3713, F92792, WN3713, WN3133, F91458, WN2883, WN2883, G41332, UA2323, UA2323, F93854, AA1163, WN2883, WN3713, F93854, AA2975, AA1121, F93854, AA1121, WN3133, UA2008, UA2008, UA2008, AA2891, WN2277, WN3133, AA3014, AA3014, AA2891, NK3073, G42926, WN487, WN2236, WN2236, WN487, UA2201, AA1247, UA2042, AA1247, AA1247, AA1445, UA2042, AA1247, WN2236, AA1445, WN4551, G42834, WN3260, WN3803, UA2165, WN2236, F93854, NK1370, NK1370, WN140, WN2314, WN286, AA2634, WN4752, NK2411, NK2411, WN140, WN140, AA1845, WN4752, UA2039, UA2039, UA1911, UA1911, WN300, WN278, WN2392, UA8111, WN2628, AA3176, AA3176, WN3158, AA3176, WN2483, F92792, WN2392, WN3158, G42860, WN2392, F93044, WN2628, F93854, F93854, WN4752, UA3871

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.

The following airlines have direct flights Chicago — Orlando: Frontier (Quin the Great Curassow Livery), Southwest Airlines, Spirit Airlines, American Eagle, United Airlines, UPS, Allegiant Air, Phoenix Air.

All the following airlines flights Chicago — Orlando: 21 Air, ABX Air, Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, American Eagle, Amerijet International, Atlas Air, Avelo Airlines, avianca, Breeze Airways, British Airways, Contour Aviation, Copa Airlines, Delta Connection, DHL, Emirates SkyCargo, FedEx, Frontier (Quin the Great Curassow Livery), GlobalX, Icelandair, Jet Linx Aviation, JetBlue (JetBlue for Good Livery), National Airlines, NetJets, Phoenix Air, Porter, Porter Airlines Canada, Slate Aviation, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Airlines, UPS, Virgin Atlantic, Viva, Volaris, WestJet.

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