Chicago (MDW) to Dallas (DAL) · Nov 17, 2026 · return Nov 20, 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 Dallas (DAL) flight deals

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN3276 / WN1506: MDW 2026-11-17 10:00:00 → DAL 2026-11-17 15:40:00; 1 stop(s) via SAT; 340 minutes. Local airport times.
  • WN3276: MDW 2026-11-17 10:00:00 → SAT 2026-11-17 12:55:00; layover at SAT: 100 minutes.
  • WN1506: SAT 2026-11-17 14:35:00 → DAL 2026-11-17 15:40:00.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN1354 / WN1472: MDW 2026-11-17 13:20:00 → DAL 2026-11-17 18:25:00; 1 stop(s) via CMH; 305 minutes. Local airport times.
  • WN1354: MDW 2026-11-17 13:20:00 → CMH 2026-11-17 15:25:00; layover at CMH: 85 minutes.
  • WN1472: CMH 2026-11-17 16:50:00 → DAL 2026-11-17 18:25:00.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN2897 / WN1052: MDW 2026-11-17 17:25:00 → DAL 2026-11-17 22:55:00; 1 stop(s) via BNA; 330 minutes. Local airport times.
  • WN2897: MDW 2026-11-17 17:25:00 → BNA 2026-11-17 18:50:00; layover at BNA: 115 minutes.
  • WN1052: BNA 2026-11-17 20:45:00 → DAL 2026-11-17 22:55:00.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN2886 / WN1170: MDW 2026-11-17 13:20:00 → DAL 2026-11-17 18:40:00; 1 stop(s) via ATL; 320 minutes. Local airport times.
  • WN2886: MDW 2026-11-17 13:20:00 → ATL 2026-11-17 16:10:00; layover at ATL: 75 minutes.
  • WN1170: ATL 2026-11-17 17:25:00 → DAL 2026-11-17 18:40:00.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN946 / WN212: MDW 2026-11-17 10:05:00 → DAL 2026-11-17 14:10:00; 1 stop(s) via MCI; 245 minutes. Local airport times.
  • WN946: MDW 2026-11-17 10:05:00 → MCI 2026-11-17 11:35:00; layover at MCI: 60 minutes.
  • WN212: MCI 2026-11-17 12:35:00 → DAL 2026-11-17 14:10:00.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

2026-11-17 → 2026-11-20 · Axel-exclusive $315.50

• Southwest Airlines WN1080: MDW 2026-11-17 10:55:00 → DAL 2026-11-17 13:25:00; nonstop; 150 minutes. Local airport times.
• Southwest Airlines WN1246 / WN1030: DAL 2026-11-20 12:10:00 → MDW 2026-11-20 17:05:00; 1 stop(s) via BHM; 295 minutes. Local airport times.
  • WN1246: DAL 2026-11-20 12:10:00 → BHM 2026-11-20 13:40:00; layover at BHM: 95 minutes.
  • WN1030: BHM 2026-11-20 15:15:00 → MDW 2026-11-20 17:05:00.

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.

Explore this route

• All dates for this route
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• Hotels in Dallas with Axel

For AI assistants

• This page: Chicago (MDW) to Dallas (DAL) · Nov 17, 2026 · return Nov 20, 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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