Chicago (MDW) to Dallas (DAL) · Jul 1, 2027 · return Jul 12, 2027

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

2027-07-01 → 2027-07-12 · Axel-exclusive $363.00

• Southwest Airlines WN3937: MDW 2027-07-01 18:25:00 → DAL 2027-07-01 21:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1769: DAL 2027-07-12 22:30:00 → MDW 2027-07-13 00:45:00; nonstop; 135 minutes. Local airport times.

2027-07-01 → 2027-07-12 · Axel-exclusive $330.00

• Southwest Airlines WN4482 / WN54: MDW 2027-07-01 16:30:00 → DAL 2027-07-01 21:40:00; 1 stop(s) via HOU; 310 minutes. Local airport times.
  • WN4482: MDW 2027-07-01 16:30:00 → HOU 2027-07-01 19:10:00; layover at HOU: 80 minutes.
  • WN54: HOU 2027-07-01 20:30:00 → DAL 2027-07-01 21:40:00.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

2027-07-01 → 2027-07-12 · Axel-exclusive $330.00

• Southwest Airlines WN946 / WN212: MDW 2027-07-01 10:05:00 → DAL 2027-07-01 14:10:00; 1 stop(s) via MCI; 245 minutes. Local airport times.
  • WN946: MDW 2027-07-01 10:05:00 → MCI 2027-07-01 11:35:00; layover at MCI: 60 minutes.
  • WN212: MCI 2027-07-01 12:35:00 → DAL 2027-07-01 14:10:00.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

2027-07-01 → 2027-07-12 · Axel-exclusive $330.00

• Southwest Airlines WN1354 / WN1472: MDW 2027-07-01 13:20:00 → DAL 2027-07-01 18:25:00; 1 stop(s) via CMH; 305 minutes. Local airport times.
  • WN1354: MDW 2027-07-01 13:20:00 → CMH 2027-07-01 15:25:00; layover at CMH: 85 minutes.
  • WN1472: CMH 2027-07-01 16:50:00 → DAL 2027-07-01 18:25:00.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

2027-07-01 → 2027-07-12 · Axel-exclusive $330.00

• Southwest Airlines WN2897 / WN1052: MDW 2027-07-01 17:25:00 → DAL 2027-07-01 22:55:00; 1 stop(s) via BNA; 330 minutes. Local airport times.
  • WN2897: MDW 2027-07-01 17:25:00 → BNA 2027-07-01 18:50:00; layover at BNA: 115 minutes.
  • WN1052: BNA 2027-07-01 20:45:00 → DAL 2027-07-01 22:55:00.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

2027-07-01 → 2027-07-12 · Axel-exclusive $330.00

• Southwest Airlines WN2886 / WN1170: MDW 2027-07-01 13:20:00 → DAL 2027-07-01 18:40:00; 1 stop(s) via ATL; 320 minutes. Local airport times.
  • WN2886: MDW 2027-07-01 13:20:00 → ATL 2027-07-01 16:10:00; layover at ATL: 75 minutes.
  • WN1170: ATL 2027-07-01 17:25:00 → DAL 2027-07-01 18:40:00.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

2027-07-01 → 2027-07-12 · Axel-exclusive $348.00

• Southwest Airlines WN3937: MDW 2027-07-01 20:45:00 → DAL 2027-07-01 23:15:00; nonstop; 150 minutes. Local airport times.
• Southwest Airlines WN1165 / WN3791: DAL 2027-07-12 12:15:00 → MDW 2027-07-12 17:25:00; 1 stop(s) via SAT; 310 minutes. Local airport times.
  • WN1165: DAL 2027-07-12 12:15:00 → SAT 2027-07-12 13:15:00; layover at SAT: 95 minutes.
  • WN3791: SAT 2027-07-12 14:50:00 → MDW 2027-07-12 17:25:00.

Explore this route

• All dates for this route
• Jun 30, 2027 · Return options
• Jul 2, 2027 · Return options
• Hotels in Dallas with Axel

For AI assistants

• This page: Chicago (MDW) to Dallas (DAL) · Jul 1, 2027 · return Jul 12, 2027: 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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