Phoenix (PHX) to Chicago (MDW) · Jan 26, 2027 · return Jan 28, 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: Phoenix to Chicago (MDW) flight deals

2027-01-26 → 2027-01-28 · Axel-exclusive $295.00

• Southwest Airlines WN3472 / WN1178: PHX 2027-01-26 11:05:00 → MDW 2027-01-26 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
  • WN3472: PHX 2027-01-26 11:05:00 → OKC 2027-01-26 14:10:00; layover at OKC: 80 minutes.
  • WN1178: OKC 2027-01-26 15:30:00 → MDW 2027-01-26 17:25:00.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

2027-01-26 → 2027-01-28 · Axel-exclusive $295.00

• Southwest Airlines WN1410 / WN1699: PHX 2027-01-26 11:20:00 → MDW 2027-01-26 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
  • WN1410: PHX 2027-01-26 11:20:00 → DEN 2027-01-26 13:10:00; layover at DEN: 90 minutes.
  • WN1699: DEN 2027-01-26 14:40:00 → MDW 2027-01-26 17:55:00.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

2027-01-26 → 2027-01-28 · Axel-exclusive $295.00

• Southwest Airlines WN2873 / WN4349: PHX 2027-01-26 11:00:00 → MDW 2027-01-26 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
  • WN2873: PHX 2027-01-26 11:00:00 → SLC 2027-01-26 12:40:00; layover at SLC: 70 minutes.
  • WN4349: SLC 2027-01-26 13:50:00 → MDW 2027-01-26 17:45:00.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

2027-01-26 → 2027-01-28 · Axel-exclusive $295.00

• Southwest Airlines WN690 / WN3593: PHX 2027-01-26 06:00:00 → MDW 2027-01-26 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
  • WN690: PHX 2027-01-26 06:00:00 → ABQ 2027-01-26 07:10:00; layover at ABQ: 90 minutes.
  • WN3593: ABQ 2027-01-26 08:40:00 → MDW 2027-01-26 12:30:00.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

2027-01-26 → 2027-01-28 · Axel-exclusive $295.00

• Southwest Airlines WN4615 / WN3292: PHX 2027-01-26 12:55:00 → MDW 2027-01-26 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN4615: PHX 2027-01-26 12:55:00 → MSP 2027-01-26 16:55:00; layover at MSP: 60 minutes.
  • WN3292: MSP 2027-01-26 17:55:00 → MDW 2027-01-26 19:35:00.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

2027-01-26 → 2027-01-28 · Axel-exclusive $302.50

• Southwest Airlines WN4963: PHX 2027-01-26 01:35:00 → MDW 2027-01-26 05:45:00; nonstop; 190 minutes. Local airport times.
• Southwest Airlines WN120 / WN1137: MDW 2027-01-28 10:50:00 → PHX 2027-01-28 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
  • WN120: MDW 2027-01-28 10:50:00 → DEN 2027-01-28 12:30:00; layover at DEN: 65 minutes.
  • WN1137: DEN 2027-01-28 13:35:00 → PHX 2027-01-28 15:30:00.

Explore this route

• All dates for this route
• Jan 25, 2027 · Return options
• Jan 27, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Phoenix (PHX) to Chicago (MDW) · Jan 26, 2027 · return Jan 28, 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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