Cheap flights from Orlando to Chicago

Find cheap Orlando United States to Chicago United States flights with our free search service. Compare all available fares for direct or connection flights from Orlando to Chicago.

1 travelers, Economy class
1 (12+)
0 (2-11)
0 (<2yrs)
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Flight Departure Date Arrival Date Price Duration Number Stops Updated
Orlando (ORL) - Chicago (CHI) 2021-10-12 2021-10-17 108 USD 5 hours 15 minutes Direct 2021-09-12T17:28:04
Orlando (ORL) - Chicago (CHI) 2021-09-23 2021-09-26 109 USD 5 hours 20 minutes Direct 2021-09-14T13:07:23
Orlando (ORL) - Chicago (CHI) 2021-10-01 2021-10-03 110 USD 5 hours 30 minutes Direct 2021-09-11T15:24:22
Orlando (ORL) - Chicago (CHI) 2021-09-24 2021-09-26 116 USD 5 hours 20 minutes Direct 2021-09-16T20:33:42
Orlando (ORL) - Chicago (CHI) 2021-09-25 2021-09-25 117 USD 5 hours 10 minutes Direct 2021-09-16T19:38:54
Orlando (ORL) - Chicago (CHI) 2021-10-01 2021-10-04 121 USD 5 hours 30 minutes Direct 2021-09-11T22:21:13
Orlando (ORL) - Chicago (CHI) 2021-09-18 2021-09-20 121 USD 5 hours 10 minutes Direct 2021-09-12T03:38:36
Orlando (ORL) - Chicago (CHI) 2021-09-24 2021-09-27 121 USD 5 hours 20 minutes Direct 2021-09-12T03:36:14
Orlando (ORL) - Chicago (CHI) 2021-09-17 2021-09-20 166 USD 5 hours 10 minutes Direct 2021-09-12T03:37:50
Orlando (ORL) - Chicago (CHI) 2021-10-09 2021-10-10 176 USD 7 hours 30 minutes Connection 2021-09-13T19:17:52
Orlando (ORL) - Chicago (CHI) 2021-11-11 2021-11-20 191 USD 8 hours 25 minutes Connection 2021-09-14T07:22:56
Orlando (ORL) - Chicago (CHI) 2021-09-24 2021-09-24 287 USD 13 hours 45 minutes Connection 2021-09-16T23:37:59
Orlando (ORL) - Chicago (CHI) 2021-12-21 2021-12-28 297 USD 14 hours 32 minutes Connection 2021-09-16T23:24:46
Orlando (ORL) - Chicago (CHI) 2021-12-22 2021-12-26 491 USD 5 hours 20 minutes Direct 2021-09-15T16:21:48
What is the distance between Orlando and Chicago?

The average distance from Orlando to Chicago is 1584 kilometers (equals to 984 miles or 855 nautical miles). Your flight will departure from Orlando, United States and arrive on Chicago, United States.

How long is the flight from Orlando to Chicago?

The average flight time between Orlando to Chicago is 5 hours 20 minutes

How much is the fare for flight between Orlando and Chicago?

The average price for one-way airfare from Orlando to Chicago is 107 USD (none-taxes) for economy class.

How many flights fly from Orlando to Chicago on the daily basis?

Around 39 flights are flying daily from Orlando to Chicago. Some major airlines between this route are Southwest Airlines, Ak Bars Aero, Contact Air, EVA Air, Ryanair, Trans States Airlines, AirTran, US Airways, ...

Flight Origin Destination Departure Arrival Equip
WN2339 Orlando (MCO) Chicago (MDW) 4:35 p.m. 7:30 p.m. B737
WN59 Orlando (MCO) Chicago (MDW) 7 p.m. 8:10 p.m. B737
WN551 Orlando (MCO) Chicago (MDW) 7:30 p.m. 7:50 p.m. B738
WN4716 Orlando (MCO) Chicago (MDW) 2 p.m. 3:25 p.m. B737
WN4104 Orlando (MCO) Chicago (MDW) 2:40 p.m. 4:50 p.m. B738
WN4592 Orlando (MCO) Chicago (MDW) 6:05 a.m. 9:15 a.m. B738
WN4827 Orlando (MCO) Chicago (MDW) 2:50 p.m. 4:25 p.m. B738
WN6152 Orlando (MCO) Chicago (MDW) 10:30 a.m. 1 p.m. B737
WN827 Orlando (MCO) Chicago (MDW) 6:40 p.m. 7:50 p.m. B737
WN6191 Orlando (MCO) Chicago (MDW) 10:35 a.m. 1:55 p.m. B738
WN3349 Orlando (MCO) Chicago (MDW) 3:45 p.m. 7:10 p.m. B737
WN4404 Orlando (MCO) Chicago (MDW) 6 p.m. 9:15 p.m. B737
WN4784 Orlando (MCO) Chicago (MDW) 7:25 a.m. 12:25 p.m. B737
WN1460 Orlando (MCO) Chicago (MDW) 9:05 a.m. 11:45 a.m. B737
WN6773 Orlando (MCO) Chicago (MDW) 11:55 a.m. 1:40 p.m. B737
WN4101 Orlando (MCO) Chicago (MDW) 9:30 p.m. 12:20 a.m. B738
WN6817 Orlando (MCO) Chicago (MDW) 8:20 p.m. 9:50 p.m. B738
WN5704 Orlando (MCO) Chicago (MDW) 9:25 p.m. 11:25 p.m. B737
WN3423 Orlando (MCO) Chicago (MDW) 12:55 p.m. 3:40 p.m. B737
WN3050 Orlando (MCO) Chicago (MDW) 4:35 p.m. 6 p.m. B737
WN4302 Orlando (MCO) Chicago (MDW) 8:55 a.m. 11:35 a.m. B738
WN4331 Orlando (MCO) Chicago (MDW) 2:30 p.m. 6:15 p.m. B737
WN4610 Orlando (MCO) Chicago (MDW) 7:25 a.m. 12:55 p.m. B738
WN5855 Orlando (MCO) Chicago (MDW) 11:25 a.m. 6:30 p.m. B737
WN3843 Orlando (MCO) Chicago (MDW) 6:15 p.m. 7:45 p.m. B738