1. Home
  2. Flights Search
  3. Flights from Chicago to Orlando

Cheap flights from Chicago to Orlando

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

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to Orlando flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Orlando (ORL) 2024-09-05 2024-09-12 98 USD 5 hours 41 minutes Direct 2024-06-01T06:52:00
Chicago (CHI) - Orlando (ORL) 2024-09-06 2024-09-12 98 USD 5 hours 41 minutes Direct 2024-06-02T02:55:37
Chicago (CHI) - Orlando (ORL) 2024-09-08 2024-09-12 98 USD 5 hours 41 minutes Direct 2024-06-01T12:55:50
Chicago (CHI) - Orlando (ORL) 2024-08-24 2024-08-28 99 USD 5 hours 41 minutes Direct 2024-05-30T23:15:38
Chicago (CHI) - Orlando (ORL) 2024-09-05 2024-09-06 105 USD 5 hours 29 minutes Direct 2024-05-31T03:28:53
Chicago (CHI) - Orlando (ORL) 2024-09-05 2024-09-09 105 USD 5 hours 41 minutes Direct 2024-06-01T17:33:21
Chicago (CHI) - Orlando (ORL) 2024-09-06 2024-09-09 105 USD 5 hours 41 minutes Direct 2024-06-01T13:12:05
Chicago (CHI) - Orlando (ORL) 2024-09-08 2024-09-13 105 USD 5 hours 29 minutes Direct 2024-06-01T23:02:57
Chicago (CHI) - Orlando (ORL) 2024-09-29 2024-10-03 105 USD 5 hours 41 minutes Direct 2024-06-02T02:22:37
Chicago (CHI) - Orlando (ORL) 2024-09-06 2024-09-14 106 USD 5 hours 29 minutes Direct 2024-05-30T22:19:56
Chicago (CHI) - Orlando (ORL) 2024-09-08 2024-09-14 106 USD 5 hours 29 minutes Direct 2024-06-01T04:04:03
Chicago (CHI) - Orlando (ORL) 2024-09-14 2024-09-19 106 USD 5 hours 29 minutes Direct 2024-06-01T14:40:18
Chicago (CHI) - Orlando (ORL) 2024-08-24 2024-09-06 106 USD 5 hours 29 minutes Direct 2024-05-30T22:20:35
Chicago (CHI) - Orlando (ORL) 2024-08-24 2024-09-09 106 USD 5 hours 41 minutes Direct 2024-05-30T18:43:32
Chicago (CHI) - Orlando (ORL) 2024-08-24 2024-08-26 106 USD 5 hours 29 minutes Direct 2024-05-30T15:58:42
Chicago (CHI) - Orlando (ORL) 2024-09-28 2024-10-03 106 USD 5 hours 41 minutes Direct 2024-05-30T19:48:51
Chicago (CHI) - Orlando (ORL) 2024-09-29 2024-10-04 106 USD 5 hours 29 minutes Direct 2024-06-01T01:51:13
Chicago (CHI) - Orlando (ORL) 2024-08-31 2024-09-05 106 USD 5 hours 41 minutes Direct 2024-05-30T15:47:11
Chicago (CHI) - Orlando (ORL) 2024-08-31 2024-09-06 106 USD 5 hours 29 minutes Direct 2024-05-30T23:52:50
Chicago (CHI) - Orlando (ORL) 2024-09-14 2024-09-21 107 USD 5 hours 29 minutes Direct 2024-06-01T23:31:18
Chicago (CHI) - Orlando (ORL) 2024-09-21 2024-10-04 107 USD 5 hours 29 minutes Direct 2024-06-01T05:10:37
Chicago (CHI) - Orlando (ORL) 2024-08-24 2024-08-31 107 USD 5 hours 29 minutes Direct 2024-05-30T18:52:00
Chicago (CHI) - Orlando (ORL) 2024-09-28 2024-10-04 107 USD 5 hours 29 minutes Direct 2024-05-30T13:37:25
Chicago (CHI) - Orlando (ORL) 2024-09-30 2024-10-04 107 USD 5 hours 29 minutes Direct 2024-05-30T15:33:38
Chicago (CHI) - Orlando (ORL) 2024-08-31 2024-09-04 107 USD 5 hours 41 minutes Direct 2024-05-30T15:55:34
Chicago (CHI) - Orlando (ORL) 2024-08-31 2024-09-07 107 USD 5 hours 50 minutes Direct 2024-05-30T15:35:12
Chicago (CHI) - Orlando (ORL) 2024-08-31 2024-09-21 107 USD 5 hours 29 minutes Direct 2024-05-31T00:39:03
Chicago (CHI) - Orlando (ORL) 2024-06-27 2024-06-29 189 USD 7 hours 40 minutes Connection 2024-06-01T02:24:52
Chicago (CHI) - Orlando (ORL) 2024-06-29 2024-07-14 243 USD 11 hours 39 minutes Connection 2024-05-26T12:05:10
Chicago (CHI) - Orlando (ORL) 2024-06-11 2024-06-16 245 USD 10 hours 13 minutes Connection 2024-05-29T03:05:09

Chicago to Orlando flight status

Flight Origin Destination Departure Arrival Equip
WN2215 Chicago (MDW) Orlando (MCO) 4:20 p.m. 5:40 p.m. B738
WN2330 Chicago (MDW) Orlando (MCO) 5 p.m. 7:25 p.m. B737
WN4145 Chicago (MDW) Orlando (MCO) 7:45 p.m. 9:15 p.m. B738
WN4076 Chicago (MDW) Orlando (MCO) 7:45 p.m. 10:15 p.m. B737
WN1206 Chicago (MDW) Orlando (MCO) 7:55 p.m. 12:40 a.m. B737
WN2352 Chicago (MDW) Orlando (MCO) 8:25 a.m. 10:05 a.m. B737
WN2680 Chicago (MDW) Orlando (MCO) 4:50 p.m. 6:25 p.m. B737
WN5935 Chicago (MDW) Orlando (MCO) 6:45 a.m. 8 a.m. B737
WN1628 Chicago (MDW) Orlando (MCO) 6 a.m. 7:10 a.m. B737
WN2697 Chicago (MDW) Orlando (MCO) 12:20 p.m. 2:15 p.m. B738
WN727 Chicago (MDW) Orlando (MCO) 3:20 p.m. 4:55 p.m. B737
WN1575 Chicago (MDW) Orlando (MCO) 11:45 a.m. 3:20 p.m. B737
WN3738 Chicago (MDW) Orlando (MCO) 8:25 a.m. noon B737
WN3082 Chicago (MDW) Orlando (MCO) 6:05 p.m. 7:35 p.m. B737
WN4304 Chicago (MDW) Orlando (MCO) 9:15 a.m. 12:15 p.m. B738
WN1023 Chicago (MDW) Orlando (MCO) 2:50 p.m. 4:45 p.m. B737
WN5187 Chicago (MDW) Orlando (MCO) 8:35 p.m. 11 p.m. B738
WN5664 Chicago (MDW) Orlando (MCO) 12:20 p.m. 8:15 p.m. B737
WN4547 Chicago (MDW) Orlando (MCO) 11:15 a.m. 12:40 p.m. B737
WN4746 Chicago (MDW) Orlando (MCO) 9:20 p.m. 11:25 p.m. B737
WN6822 Chicago (MDW) Orlando (MCO) 4:45 p.m. 8:35 p.m.
WN6941 Chicago (MDW) Orlando (MCO) 12:15 p.m. 2:30 p.m. B737
WN6774 Chicago (MDW) Orlando (MCO) 2:25 p.m. 6 p.m. B737
WN6907 Chicago (MDW) Orlando (MCO) 3:10 p.m. 4:45 p.m. B737
FL445 Chicago (MDW) Orlando (MCO) 7:35 a.m. 9:25 a.m.
AI44 Chicago (MDW) Orlando (MCO) 1:25 p.m. 3:15 p.m.
US2076 Chicago (MDW) Orlando (MCO) 6:40 p.m. 10:10 p.m. 319
FL263 Chicago (MDW) Orlando (MCO) 2:30 p.m. 6:05 p.m.
JG1756 Chicago (MDW) Orlando (MCO) 6:50 a.m. 11:25 a.m. AT7
FL2 Chicago (MDW) Orlando (MCO) 3:50 p.m. 5 p.m. 717
A53346 Chicago (MDW) Orlando (MCO) 6 a.m. 9:40 a.m. AT7

Popular Flights Searchs

  • Domestic Destinations
  • International Destinations