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) 2019-09-25 2019-10-30 165.55 USD 2 hours 48 minutes Direct 2019-06-10T21:39:18
Orlando (ORL) - Chicago (CHI) 2019-08-05 2019-09-30 171.19 USD 2 hours 44 minutes Direct 2019-06-12T15:42:28
Orlando (ORL) - Chicago (CHI) 2019-08-15 2019-08-20 171.33 USD 2 hours 44 minutes Direct 2019-06-16T03:44:53
Orlando (ORL) - Chicago (CHI) 2019-08-12 2019-08-14 183.23 USD 5 hours 0 minutes Connection 2019-06-06T23:12:36
Orlando (ORL) - Chicago (CHI) 2019-07-04 2019-07-11 201.0 USD 2 hours 45 minutes Direct 2019-06-13T01:26:26
Orlando (ORL) - Chicago (CHI) 2019-08-02 2019-08-07 205.24 USD 2 hours 44 minutes Direct 2019-06-16T21:16:09
Orlando (ORL) - Chicago (CHI) 2019-07-29 2019-08-09 220.04 USD 2 hours 44 minutes Direct 2019-06-10T12:02:51
Orlando (ORL) - Chicago (CHI) 2019-10-10 2019-10-14 220.28 USD 2 hours 45 minutes Direct 2019-06-04T23:50:19
Orlando (ORL) - Chicago (CHI) 2019-08-30 2019-09-01 224.39 USD 2 hours 49 minutes Direct 2019-06-14T20:32:26
Orlando (ORL) - Chicago (CHI) 2019-07-20 2019-07-23 228.13 USD 4 hours 30 minutes Connection 2019-06-10T12:33:07
Orlando (ORL) - Chicago (CHI) 2019-06-26 2019-07-02 247.17 USD 13 hours 40 minutes Connection 2019-06-05T04:03:56
Orlando (ORL) - Chicago (CHI) 2019-10-25 2019-10-31 248.79 USD 2 hours 48 minutes Direct 2019-06-05T03:10:56
Orlando (ORL) - Chicago (CHI) 2019-06-25 2019-06-28 249.33 USD 14 hours 18 minutes Connection 2019-06-10T17:04:24
Orlando (ORL) - Chicago (CHI) 2019-07-02 2019-07-05 249.76 USD 2 hours 48 minutes Direct 2019-06-16T21:16:44
Orlando (ORL) - Chicago (CHI) 2019-07-19 2019-07-26 250.09 USD 2 hours 44 minutes Direct 2019-06-14T01:04:04
Orlando (ORL) - Chicago (CHI) 2019-07-01 2019-08-03 251.29 USD 4 hours 50 minutes Connection 2019-06-12T12:29:49
Orlando (ORL) - Chicago (CHI) 2019-10-25 2019-10-28 255.2 USD 2 hours 45 minutes Direct 2019-06-05T03:11:25
Orlando (ORL) - Chicago (CHI) 2019-08-09 2019-08-12 261.82 USD 4 hours 25 minutes Connection 2019-06-07T21:35:22
Orlando (ORL) - Chicago (CHI) 2019-06-27 2019-07-04 262.91 USD 4 hours 15 minutes Connection 2019-06-18T03:01:59
Orlando (ORL) - Chicago (CHI) 2019-10-11 2019-10-14 267.5 USD 5 hours 56 minutes Connection 2019-06-05T00:14:09
Orlando (ORL) - Chicago (CHI) 2019-08-02 2019-08-04 268.56 USD 2 hours 44 minutes Direct 2019-06-14T00:24:22
Orlando (ORL) - Chicago (CHI) 2019-07-05 2019-07-08 268.64 USD 5 hours 10 minutes Connection 2019-06-13T20:11:23
Orlando (ORL) - Chicago (CHI) 2019-06-25 2019-07-02 279.25 USD 5 hours 5 minutes Connection 2019-06-16T01:34:18
Orlando (ORL) - Chicago (CHI) 2019-06-26 2019-07-04 289.88 USD 2 hours 50 minutes Direct 2019-06-18T03:04:34
Orlando (ORL) - Chicago (CHI) 2019-06-26 2019-07-03 296.87 USD 15 hours 35 minutes Connection 2019-06-18T02:59:37
Orlando (ORL) - Chicago (CHI) 2019-11-07 2019-11-11 299.66 USD 7 hours 44 minutes Connection 2019-06-11T01:55:49
Orlando (ORL) - Chicago (CHI) 2019-07-26 2019-07-27 305.4 USD 4 hours 59 minutes Connection 2019-06-13T18:34:58
Orlando (ORL) - Chicago (CHI) 2019-06-25 2019-06-30 309.27 USD 4 hours 5 minutes Direct 2019-06-09T02:14:49
Orlando (ORL) - Chicago (CHI) 2019-07-03 2019-07-07 317.4 USD 2 hours 48 minutes Direct 2019-06-15T18:14:44
Orlando (ORL) - Chicago (CHI) 2019-06-27 2019-07-02 318.66 USD 4 hours 15 minutes Direct 2019-06-11T23:12:43
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 2 hours 48 minutes

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

The average price for one-way airfare from Orlando to Chicago is 165 USD (none-taxes) for economy class.

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

Around 26 flights are flying daily from Orlando to Chicago. Some major airlines between this route are Southwest Airlines, Trans States Airlines, JetBlue Airways, Ak Bars Aero, EVA Air, Air Baltic, Contact Air, AirTran, Ryanair, US Airways, ...

Flight Origin Destination Departure Arrival Equip
WN2401 Orlando (MCO) Chicago (MDW) 9:30 p.m. 5:22 a.m. B738
WN2503 Orlando (MCO) Chicago (MDW) 1:55 p.m. 7:50 p.m. B737
WN603 Orlando (MCO) Chicago (MDW) 5:45 a.m. 7:30 a.m. B737
WN5683 Orlando (MCO) Chicago (MDW) 7:15 a.m. 10:20 a.m. B738
WN3567 Orlando (MCO) Chicago (MDW) 12:20 p.m. 1:45 p.m. B738
WN4129 Orlando (MCO) Chicago (MDW) 1 p.m. 3:26 p.m. B738
WN5912 Orlando (MCO) Chicago (MDW) 9:55 p.m. 11:39 p.m. B738
WN1468 Orlando (MCO) Chicago (MDW) 11:35 a.m. 1:25 p.m. B738
WN3462 Orlando (MCO) Chicago (MDW) 10 p.m. 2:50 p.m. B737
WN4424 Orlando (MCO) Chicago (MDW) 10:55 a.m. 1:50 p.m. B737
WN2101 Orlando (MCO) Chicago (MDW) 8:20 p.m. 10:25 p.m. B738
WN1889 Orlando (MCO) Chicago (MDW) 8:25 p.m. 10:05 p.m. B737
WN1914 Orlando (MCO) Chicago (MDW) 10:15 a.m. 11:20 a.m. B737
US2858 Orlando (MCO) Chicago (MDW) 2:10 p.m. 7:30 p.m. CR9
FR5033 Orlando (MCO) Chicago (MDW) 8:05 p.m. 9:55 p.m. 73H
C31068 Orlando (MCO) Chicago (MDW) 9:25 p.m. 10:50 p.m.
BT5521 Orlando (MCO) Chicago (MDW) 6:30 p.m. 8:20 p.m. 319
BR0696 Orlando (MCO) Chicago (MDW) 7:15 a.m. 10:45 a.m.
BGM561 Orlando (MCO) Chicago (MDW) 9:05 p.m. 10:55 p.m. CR2
B68049 Orlando (MCO) Chicago (MDW) 8:50 p.m. 10:35 p.m.
AX5030 Orlando (MCO) Chicago (MDW) 12:05 p.m. 2:10 p.m. ER4
WN8943 Orlando (MCO) Chicago (MDW) None None B737
WN8938 Orlando (MCO) Chicago (MDW) None None B738
WN5742 Orlando (MCO) Chicago (MDW) 9:20 a.m. 10:35 a.m. 73W
FL223 Orlando (MCO) Chicago (MDW) 7:45 p.m. 9:35 p.m.

Orlando to Chicago Route Map

Popular Flights from Orlando