Cheap flights Chicago — Orlando (CHI — ORL)

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
June 2026
May 2026
April 2026
March 2026
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
All routes

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).

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

Chicago — Osaka

Chicago — Oslo

Chicago — Osh

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: 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

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.

A direct flight lasts an average of 2h 20m, during which time the aircraft covers a distance of 1587 km.

The price of flights Chicago — Orlando starts from $26.

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: 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

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: Southwest Airlines, United Express, Frontier (Penny the Owl Livery), American Eagle, Spirit Airlines, Allegiant Air, Phoenix Air.

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.

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