Chicago (MDW) to Houston (HOU) · Nov 7, 2026 · return Nov 8, 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

2026-11-07 → 2026-11-08 · Axel-exclusive $285.00

• Southwest Airlines WN4482: MDW 2026-11-07 16:30:00 → HOU 2026-11-07 19:10:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $350.00

• Delta Air Lines DL2417 / DL2051: MDW 2026-11-07 13:02:00 → HOU 2026-11-07 19:16:00; 1 stop(s) via ATL; 374 minutes. Local airport times.
  • DL2417: MDW 2026-11-07 13:02:00 → ATL 2026-11-07 16:01:00; layover at ATL: 119 minutes.
  • DL2051: ATL 2026-11-07 18:00:00 → HOU 2026-11-07 19:16:00.
• Delta Air Lines DL1509 / DL1728: HOU 2026-11-08 10:41:00 → MDW 2026-11-08 16:18:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • DL1509: HOU 2026-11-08 10:41:00 → ATL 2026-11-08 13:35:00; layover at ATL: 110 minutes.
  • DL1728: ATL 2026-11-08 15:25:00 → MDW 2026-11-08 16:18:00.

2026-11-07 → 2026-11-08 · Axel-exclusive $285.00

• Southwest Airlines WN2127: MDW 2026-11-07 10:15:00 → HOU 2026-11-07 12:50:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

• Southwest Airlines WN2897 / WN1530: MDW 2026-11-07 17:25:00 → HOU 2026-11-07 23:00:00; 1 stop(s) via BNA; 335 minutes. Local airport times.
  • WN2897: MDW 2026-11-07 17:25:00 → BNA 2026-11-07 18:50:00; layover at BNA: 115 minutes.
  • WN1530: BNA 2026-11-07 20:45:00 → HOU 2026-11-07 23:00:00.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

• Southwest Airlines WN4482: MDW 2026-11-07 17:00:00 → HOU 2026-11-07 19:45:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN4547 / WN2348: HOU 2026-11-08 07:45:00 → MDW 2026-11-08 12:20:00; 1 stop(s) via SAT; 275 minutes. Local airport times.
  • WN4547: HOU 2026-11-08 07:45:00 → SAT 2026-11-08 08:45:00; layover at SAT: 65 minutes.
  • WN2348: SAT 2026-11-08 09:50:00 → MDW 2026-11-08 12:20:00.

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

• Southwest Airlines WN2912 / WN998: MDW 2026-11-07 07:40:00 → HOU 2026-11-07 13:30:00; 1 stop(s) via CLT; 350 minutes. Local airport times.
  • WN2912: MDW 2026-11-07 07:40:00 → CLT 2026-11-07 10:35:00; layover at CLT: 70 minutes.
  • WN998: CLT 2026-11-07 11:45:00 → HOU 2026-11-07 13:30:00.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

• Southwest Airlines WN2379 / WN468: MDW 2026-11-07 07:45:00 → HOU 2026-11-07 14:00:00; 1 stop(s) via BHM; 375 minutes. Local airport times.
  • WN2379: MDW 2026-11-07 07:45:00 → BHM 2026-11-07 09:30:00; layover at BHM: 155 minutes.
  • WN468: BHM 2026-11-07 12:05:00 → HOU 2026-11-07 14:00:00.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

2026-11-07 → 2026-11-08 · Axel-exclusive $280.00

• Southwest Airlines WN2737 / WN4624: MDW 2026-11-07 11:30:00 → HOU 2026-11-07 17:05:00; 1 stop(s) via STL; 335 minutes. Local airport times.
  • WN2737: MDW 2026-11-07 11:30:00 → STL 2026-11-07 12:40:00; layover at STL: 135 minutes.
  • WN4624: STL 2026-11-07 14:55:00 → HOU 2026-11-07 17:05:00.
• Southwest Airlines WN2134: HOU 2026-11-08 17:15:00 → MDW 2026-11-08 19:40:00; nonstop; 145 minutes. Local airport times.

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

• This page: Chicago (MDW) to Houston (HOU) · Nov 7, 2026 · return Nov 8, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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