Chicago (MDW) to Houston (HOU), Nov 12–26, 2026: from $316 round trip

Chicago (MDW) to Houston (HOU), Nov 12–26, 2026: from $316 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $316 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 12–26, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Houston (HOU) flight deals

2026-11-12 → 2026-11-26 · Axel-exclusive $316.25

• Southwest Airlines WN2912 / WN998: MDW 2026-11-12 07:40:00 → HOU 2026-11-12 13:30:00; 1 stop(s) via CLT; 350 minutes. Local airport times.
  • WN2912: MDW 2026-11-12 07:40:00 → CLT 2026-11-12 10:35:00; layover at CLT: 70 minutes.
  • WN998: CLT 2026-11-12 11:45:00 → HOU 2026-11-12 13:30:00.
• Southwest Airlines WN686 / WN3175: HOU 2026-11-26 07:45:00 → MDW 2026-11-26 12:30:00; 1 stop(s) via MSY; 285 minutes. Local airport times.
  • WN686: HOU 2026-11-26 07:45:00 → MSY 2026-11-26 08:55:00; layover at MSY: 75 minutes.
  • WN3175: MSY 2026-11-26 10:10:00 → MDW 2026-11-26 12:30:00.

2026-11-12 → 2026-11-26 · Axel-exclusive $402.50

• Delta Air Lines DL2417 / DL2051: MDW 2026-11-12 13:02:00 → HOU 2026-11-12 19:16:00; 1 stop(s) via ATL; 374 minutes. Local airport times.
  • DL2417: MDW 2026-11-12 13:02:00 → ATL 2026-11-12 16:01:00; layover at ATL: 119 minutes.
  • DL2051: ATL 2026-11-12 18:00:00 → HOU 2026-11-12 19:16:00.
• Delta Air Lines DL1509 / DL1728: HOU 2026-11-26 10:41:00 → MDW 2026-11-26 16:18:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1509: HOU 2026-11-26 10:41:00 → ATL 2026-11-26 13:35:00; layover at ATL: 110 minutes.
  • DL1728: ATL 2026-11-26 15:25:00 → MDW 2026-11-26 16:18:00.

2026-11-12 → 2026-11-26 · Axel-exclusive $316.25

• Southwest Airlines WN2897 / WN1530: MDW 2026-11-12 17:25:00 → HOU 2026-11-12 23:00:00; 1 stop(s) via BNA; 335 minutes. Local airport times.
  • WN2897: MDW 2026-11-12 17:25:00 → BNA 2026-11-12 18:50:00; layover at BNA: 115 minutes.
  • WN1530: BNA 2026-11-12 20:45:00 → HOU 2026-11-12 23:00:00.
• Southwest Airlines WN686 / WN3175: HOU 2026-11-26 07:45:00 → MDW 2026-11-26 12:30:00; 1 stop(s) via MSY; 285 minutes. Local airport times.
  • WN686: HOU 2026-11-26 07:45:00 → MSY 2026-11-26 08:55:00; layover at MSY: 75 minutes.
  • WN3175: MSY 2026-11-26 10:10:00 → MDW 2026-11-26 12:30:00.

2026-11-12 → 2026-11-26 · Axel-exclusive $316.25

• Southwest Airlines WN2379 / WN468: MDW 2026-11-12 07:45:00 → HOU 2026-11-12 14:00:00; 1 stop(s) via BHM; 375 minutes. Local airport times.
  • WN2379: MDW 2026-11-12 07:45:00 → BHM 2026-11-12 09:30:00; layover at BHM: 155 minutes.
  • WN468: BHM 2026-11-12 12:05:00 → HOU 2026-11-12 14:00:00.
• Southwest Airlines WN686 / WN3175: HOU 2026-11-26 07:45:00 → MDW 2026-11-26 12:30:00; 1 stop(s) via MSY; 285 minutes. Local airport times.
  • WN686: HOU 2026-11-26 07:45:00 → MSY 2026-11-26 08:55:00; layover at MSY: 75 minutes.
  • WN3175: MSY 2026-11-26 10:10:00 → MDW 2026-11-26 12:30:00.

2026-11-12 → 2026-11-26 · Axel-exclusive $316.25

• Southwest Airlines WN2737 / WN4624: MDW 2026-11-12 11:30:00 → HOU 2026-11-12 17:05:00; 1 stop(s) via STL; 335 minutes. Local airport times.
  • WN2737: MDW 2026-11-12 11:30:00 → STL 2026-11-12 12:40:00; layover at STL: 135 minutes.
  • WN4624: STL 2026-11-12 14:55:00 → HOU 2026-11-12 17:05:00.
• Southwest Airlines WN686 / WN3175: HOU 2026-11-26 07:45:00 → MDW 2026-11-26 12:30:00; 1 stop(s) via MSY; 285 minutes. Local airport times.
  • WN686: HOU 2026-11-26 07:45:00 → MSY 2026-11-26 08:55:00; layover at MSY: 75 minutes.
  • WN3175: MSY 2026-11-26 10:10:00 → MDW 2026-11-26 12:30:00.

2026-11-12 → 2026-11-26 · Axel-exclusive $321.25

• Southwest Airlines WN2867: MDW 2026-11-12 06:40:00 → HOU 2026-11-12 09:20:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN686 / WN3175: HOU 2026-11-26 07:45:00 → MDW 2026-11-26 12:30:00; 1 stop(s) via MSY; 285 minutes. Local airport times.
  • WN686: HOU 2026-11-26 07:45:00 → MSY 2026-11-26 08:55:00; layover at MSY: 75 minutes.
  • WN3175: MSY 2026-11-26 10:10:00 → MDW 2026-11-26 12:30:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

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