Cheap flights Chicago — Orlando (CHI — ORL)

Good to know - Cheap tickets Chicago — Orlando

Cheapest flight found $23
Minimal flight time 2h 21m
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
November 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
February 2025
January 2025
December 2024
November 2024

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 thu, sat, sun WN2538 Southwest Airlines 2h 45m Chicago Midway International Airport — Orlando International Airport Select dates
05:00 08:35 sat UA3866 United Airlines 2h 35m O'Hare International Airport — Orlando International Airport Select dates
05:00 08:45 sat UA1010 United Airlines 2h 45m O'Hare International Airport — Orlando International Airport Select dates
05:05 08:45 sun WN2913 Southwest Airlines 2h 40m Chicago Midway International Airport — Orlando International Airport Select dates
05:10 08:55 fri WN2538 Southwest Airlines 2h 45m Chicago Midway International Airport — Orlando International Airport Select dates
05:20 08:55 sat WN2440 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
05:35 09:10 tue, wed WN2913 Southwest Airlines 2h 35m Chicago Midway International Airport — Orlando International Airport Select dates
05:35 09:05 sat WN1940 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
05:45 09:31 sat NK573 Spirit Airlines 2h 46m O'Hare International Airport — Orlando International Airport Select dates
All routes

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

Special offers and discounts for flights Chicago – Orlando

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 April and flights Chicago — Orlando — Chicago in the month of March.

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).

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 21m.

LowCostClub always do a comparison of airfares Chicago — Orlando with several airlines (include Southwest Airlines, United 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 $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 Grand Rapids. 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: WN2538, UA3866, UA1010, WN2913, WN2440, UA3905, WN1940, NK573, WN725, UA286, WN701, WN1010, AA1672, UA1768, F93044, UA2280, UA503, AA2387, WN2470, AA1592, WN1713, F92792, WN1356, WN6355, G42963, UA2323, AA2476, AA304, WN1941, WN2116, F93854, WN1373, WN1669, WN287, UA532, WN2174, UA1712, WN241, G42973, WN1272, WN6440, AA2571, AA1247, WN4122, NK439, WN2334, F91458, UA1484, UA455, UA2201, WN4951, WN1903, NK1506, UA3923, UA2042, WN3026, UA3825, WN1371, AA1445, WN3350, WN2123, WN1722, WN2088, WN3772, UA3871, F92042, WN1650, F91536, UA2039, UA8239, WN4446, G41275, G41335, AA3176, UA625, UA1809, NK1956, UA2377, WN2519, UA3883, NK663, DL8943

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, Spirit Airlines, American Airlines, Frontier (Cloud the Three-Wattled Bellbird Livery), Allegiant Air, Delta Air Lines 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, Amazon Air, Amerijet International, Avianca, Breeze Airways, British Airways (Oneworld Livery), Contour Aviation, Copa Airlines, DHL, Emirates, FedEx, GlobalX, Icelandair, Jet Linx Aviation, JetBlue, National Airlines, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Sun Country Airlines, Ultimate Jet, UPS, Virgin Atlantic, Viva, Volaris, WestJet.

A direct flight lasts an average of 2h 21m, 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: WN2538, UA3866, UA1010, WN2913, WN2538, WN2440, UA3905, WN2913, WN1940, NK573, WN1940, WN725, WN1940, UA286, WN701, WN725, WN725, WN1010, NK573, WN725, WN1010, AA1672, WN1010, UA1768, WN2913, F93044, UA2280, UA1768, WN2913, UA503, AA2387, WN2470, AA1592, WN1713, AA1592, WN1713, F92792, WN1356, NK573, WN2538, WN6355, G42963, WN1713, UA2323, F92792, F92792, F92792, WN1713, WN1356, WN1713, F92792, AA2476, AA304, AA304, F92792, F92792, WN1941, AA304, AA304, F92792, AA2476, AA2476, WN2116, AA304, F92792, F93854, WN1941, WN1373, AA304, WN1669, WN287, UA532, WN2174, UA1712, UA1712, WN241, G42973, WN1272, WN6440, AA2571, F92792, NK573, AA2476, AA1247, WN4122, NK439, NK439, WN2334, WN4122, AA1247, F91458, AA1247, AA1247, F91458, AA1247, AA1247, F91458, AA1247, UA1484, UA455, UA2201, AA1247, AA1247, WN4951, WN1903, F91458, NK1506, UA3923, WN1903, UA2042, WN3026, WN4951, UA3825, WN1903, WN1371, NK1506, AA1445, WN1903, WN3350, WN2123, WN1722, WN241, WN2088, WN2123, WN3772, WN3772, F91458, F93044, F93044, WN1722, UA3871, WN3772, NK1506, F92042, F93854, WN1650, F91536, UA2039, UA2039, UA2039, UA8239, WN4446, G41275, WN3026, G41335, AA3176, AA3176, WN3026, AA3176, G42973, WN2088, F93044, F93044, UA625, UA625, WN2470, UA1809, UA1809, WN2470, NK1956, UA2377, WN2470, F93044, WN2519, UA3883, NK663, DL8943

High season is considered to be September and the cheapest month is April. 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: Southwest Airlines, United Airlines, Spirit Airlines, American Airlines, Frontier (Cloud the Three-Wattled Bellbird Livery), Allegiant Air, Delta Air Lines.

All the following airlines flights Chicago — Orlando: 21 Air, Aer Lingus, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, Amazon Air, American Airlines, Amerijet International, Avianca, Breeze Airways, British Airways (Oneworld Livery), Contour Aviation, Copa Airlines, Delta Air Lines, DHL, Emirates, FedEx, Frontier (Cloud the Three-Wattled Bellbird Livery), GlobalX, Icelandair, Jet Linx Aviation, JetBlue, National Airlines, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Southwest Airlines, Spirit Airlines, Sun Country Airlines, Ultimate Jet, United Airlines, UPS, Virgin Atlantic, Viva, Volaris, WestJet.

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