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.
Chicago to Houston flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| Chicago (CHI) - Houston (HOU) | 2026-12-29 | 2027-01-01 | 265 USD | 28 hours 55 minutes | Connection | 2026-11-05T23:30:22 |
| Chicago (CHI) - Houston (HOU) | 2026-12-23 | 2026-12-30 | 290 USD | 26 hours 19 minutes | Connection | 2026-11-08T16:32:52 |
| Chicago (CHI) - Houston (HOU) | 2026-12-10 | 2026-12-13 | 308 USD | 35 hours 27 minutes | Connection | 2026-11-12T02:55:19 |
| Chicago (CHI) - Houston (HOU) | 2026-12-29 | 2027-01-02 | 376 USD | 5 hours 0 minutes | Direct | 2026-11-06T21:39:23 |
| Chicago (CHI) - Houston (HOU) | 2026-11-28 | 2026-11-30 | 405 USD | 12 hours 12 minutes | Connection | 2026-11-12T06:17:23 |
| Chicago (CHI) - Houston (HOU) | 2027-03-27 | 2027-04-04 | 428 USD | 17 hours 51 minutes | Connection | 2026-11-10T18:12:49 |
| Chicago (CHI) - Houston (HOU) | 2026-11-25 | 2026-11-29 | 461 USD | 15 hours 42 minutes | Connection | 2026-11-09T01:15:56 |
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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