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Cheap flights from Chicago to Houston

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

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Houston (HOU) 2026-10-26 2026-10-29 263 USD 21 hours 36 minutes Connection 2026-09-22T20:48:40
Chicago (CHI) - Houston (HOU) 2026-10-30 2026-10-31 281 USD 27 hours 57 minutes Connection 2026-09-27T03:57:53
Chicago (CHI) - Houston (HOU) 2026-11-26 2026-11-29 410 USD 12 hours 5 minutes Connection 2026-09-21T05:48:09
Chicago (CHI) - Houston (HOU) 2026-09-29 2026-10-01 455 USD 8 hours 8 minutes Connection 2026-09-25T23:15:18
Chicago (CHI) - Houston (HOU) 2026-09-29 2026-10-02 476 USD 0 minutes Direct 2026-09-27T00:00:00
Chicago (CHI) - Houston (HOU) 2026-09-29 2026-10-03 498 USD 5 hours 0 minutes Direct 2026-09-27T16:36:59
Chicago (CHI) - Houston (HOU) 2026-10-09 2026-10-12 522 USD 27 hours 7 minutes Connection 2026-09-25T01:30:41
Chicago (CHI) - Houston (HOU) 2026-09-28 2026-10-03 540 USD 4 hours 55 minutes Direct 2026-09-27T16:38:03
Chicago (CHI) - Houston (HOU) 2026-10-09 2026-10-11 564 USD 5 hours 10 minutes Direct 2026-09-22T19:52:59
Chicago (CHI) - Houston (HOU) 2026-10-08 2026-10-12 580 USD 14 hours 11 minutes Connection 2026-09-25T21:46:44
Chicago (CHI) - Houston (HOU) 2026-10-01 2026-10-04 605 USD 18 hours 9 minutes Connection 2026-09-22T21:53:03
Chicago (CHI) - Houston (HOU) 2026-10-02 2026-10-05 611 USD 5 hours 0 minutes Direct 2026-09-22T21:51:56
Chicago (CHI) - Houston (HOU) 2026-09-28 2026-10-02 624 USD 4 hours 55 minutes Direct 2026-09-27T16:30:28
Chicago (CHI) - Houston (HOU) 2026-09-28 2026-10-01 627 USD 4 hours 55 minutes Direct 2026-09-27T16:37:32

Chicago to Houston flight status

Flight Origin Destination Departure Arrival Equip
WN3150 Chicago (MDW) Houston (HOU) 5:30 a.m. 6:35 a.m. B738
WN1597 Chicago (MDW) Houston (HOU) 11:55 p.m. 5:40 a.m. B737
WN1562 Chicago (MDW) Houston (HOU) 1:15 p.m. 2:10 p.m. B38M
WN3325 Chicago (MDW) Houston (HOU) 6:05 a.m. 11:55 a.m. B738
WN4631 Chicago (MDW) Houston (HOU) 6:05 a.m. 7:35 a.m. B738
WN3541 Chicago (MDW) Houston (HOU) 5:30 p.m. 6:55 p.m. B737
WN1148 Chicago (MDW) Houston (HOU) 10:10 p.m. 11:35 p.m. B737
WN4847 Chicago (MDW) Houston (HOU) 11:25 a.m. 2:45 p.m. B737
WN1687 Chicago (MDW) Houston (HOU) 9:20 p.m. 11 p.m. B738
WN1127 Chicago (MDW) Houston (HOU) 3:35 p.m. 6 p.m. B738
WN5623 Chicago (MDW) Houston (HOU) 5:35 p.m. 9:55 p.m. B737
WN5491 Chicago (MDW) Houston (HOU) 2:25 p.m. 4:20 p.m. B737
WN5302 Chicago (MDW) Houston (HOU) 8:20 a.m. 10:55 a.m. B738
WN6179 Chicago (MDW) Houston (HOU) 6:40 a.m. 7:30 a.m. B738
1I653 Chicago (MDW) Houston (HOU) 4:36 p.m. 7:06 p.m. C68A
WN5820 Chicago (MDW) Houston (HOU) 7 a.m. 9:25 a.m. B737
WN5537 Chicago (MDW) Houston (HOU) 12:55 p.m. 2:45 p.m. B737
FL863 Chicago (MDW) Houston (HOU) 8:30 a.m. 9:40 a.m.
FL8764 Chicago (MDW) Houston (HOU) 7:30 a.m. 10:40 a.m.
LG1804 Chicago (MDW) Houston (HOU) 5:20 p.m. 8:05 p.m. CR9

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