Cheap flights Chicago — Orlando (CHI — ORL)

Good to know - Cheap tickets Chicago — Orlando

Cheapest flight found $23
Minimal flight time 2h 10m
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
July 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
November 2025
October 2025
September 2025
August 2025
July 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
00:02 03:55 sat AA657 American Airlines 2h 53m O'Hare International Airport — Orlando International Airport Select dates
05:00 08:30 mon, thu, fri WN313 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
05:00 08:48 fri, sat, sun UA2199 United Airlines 2h 48m O'Hare International Airport — Orlando International Airport Select dates
05:05 08:35 sat WN313 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
05:05 08:40 tue, wed, thu WN4428 Southwest Airlines 2h 35m Chicago Midway International Airport — Orlando International Airport Select dates
05:25 08:55 tue, wed WN3842 Southwest Airlines 2h 30m Chicago Midway International Airport — Orlando International Airport Select dates
05:45 09:20 mon WN1082 Southwest Airlines 2h 35m Chicago Midway International Airport — Orlando International Airport Select dates
05:50 09:25 thu WN4428 Southwest Airlines 2h 35m Chicago Midway International Airport — Orlando International Airport Select dates
06:00 09:48 daily UA2634 United Airlines 2h 48m O'Hare International Airport — Orlando International Airport Select dates
06:00 09:44 sun UA1229 United Airlines 2h 44m O'Hare International Airport — Orlando International Airport Select dates
All routes

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 2h 10m.

LowCostClub always do a comparison of airfares Chicago — Orlando with several airlines (include American Airlines, Southwest Airlines, United 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 Kalamazoo. 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: AA657, WN313, UA2199, WN4428, WN3842, WN1082, UA2634, UA1229, AA2346, UA3903, WN4003, AA2226, NK620, WN1393, AA2966, UA2280, NK300, F92792, WN1523, WN9001, WN3727, AA453, G42932, WN2883, UA2323, G41195, UA3851, WN4841, WN2987, G41239, AA2108, AA1015, AA3071, AA2779, G41314, G42939, UA2008, WN2952, AA952, WN4198, NK896, AA3108, WN3802, AA2754, AA1782, AA2850, WN537, WN2643, WN2594, UA1811, G41345, AA3253, UA2042, AA2202, AA883, WN3910, , F91458, WN2115, UA2165, UA543, WN3540, AA2001, WN4889, AA2107, AA1917, WN2349, UA1761, UA1819, WN3728, WN3732, F93044, WN4240, F93854, G42883, UA8111, WN3158, AA1075, WN4748, WN4790, WN4658, WN3599

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. American Airlines, Southwest Airlines, United Airlines, Spirit Airlines, Frontier (Morrison the Crested Caracara Livery), 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 Regional, Aeromexico, Air Canada, Air France, Alaska Airlines, AlphaSky, Amerijet International, Arajet, Atlas Air, Avelo Airlines, avianca, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, Emirates, FedEx, GlobalX, Iberia, Icelandair, Jet Linx Aviation, JetBlue, NetJets, Porter, Porter Airlines Canada, Slate Aviation, Sun Country Airlines, UPS, Virgin Atlantic, Viva, Volaris, WestJet.

A direct flight lasts an average of 2h 10m, 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: AA657, WN313, UA2199, WN313, WN4428, WN3842, WN1082, WN4428, UA2634, UA1229, AA2346, UA3903, WN4003, WN3842, AA2226, WN1082, AA2346, NK620, WN3842, WN1393, AA2226, WN3842, AA2966, AA2226, WN1393, UA2280, UA2280, UA2280, UA2280, NK300, F92792, WN1523, WN1523, WN9001, WN3727, AA453, AA2226, WN3727, G42932, WN2883, UA2323, UA2323, G41195, WN2883, UA3851, UA2323, WN4841, WN2987, WN4841, G41239, AA2108, F92792, AA1015, AA3071, AA2779, AA2108, F92792, G41314, G42939, WN2987, UA2008, WN2952, UA2008, UA2008, UA2008, F92792, F92792, WN2952, AA952, WN4198, NK896, AA3108, WN3802, AA2754, AA1782, AA2850, WN537, WN2643, WN2594, UA1811, WN4198, G41345, WN537, AA3253, UA2042, UA2042, UA2042, AA2202, AA2202, F92792, AA1782, AA883, F92792, WN3910, AA1782, F91458, WN2115, UA2165, UA2165, UA543, UA2165, WN2115, WN3540, AA2001, WN2594, WN4889, AA2107, AA1917, WN3910, AA2001, WN2349, UA1761, UA1819, UA1761, UA1819, WN3728, UA1819, AA2001, WN3732, F93044, F93044, WN4240, F93854, G42883, UA8111, WN3158, F93044, AA1075, WN4748, AA883, WN3732, WN3158, WN4790, WN3910, WN4658, WN3599

High season is considered to be and the cheapest month is . 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: American Airlines, Southwest Airlines, United Airlines, Spirit Airlines, Frontier (Morrison the Crested Caracara Livery), Allegiant Air, Phoenix Air.

All the following airlines flights Chicago — Orlando: 21 Air, ABX Air, Aer Lingus Regional, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, AlphaSky, American Airlines, Amerijet International, Arajet, Atlas Air, Avelo Airlines, avianca, British Airways, Contour Aviation, Copa Airlines, Delta Air Lines, DHL, Emirates, FedEx, Frontier (Morrison the Crested Caracara Livery), GlobalX, Iberia, Icelandair, Jet Linx Aviation, JetBlue, 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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