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Route overview: Phoenix to Chicago (MDW) flight deals

Phoenix → Chicago

Dec 11, 2026 · return Dec 17, 2026

PHX → MDW1 adulteconomyRound trip

6 flight options · 1 airline

One-stop flights

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Dec 11 – Thu, Dec 17

Southwest Airlines
9:25 pmPHX
3h 10m
Nonstop
1:35 am+1MDW
Southwest Airlines
10:50 amMDW
5h 40m
DEN · 1h 5m
3:30 pmPHX

Round-trip total · 1 adult · Taxes included

Make this trip yours

PHX ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeDec 10, 2026 → Dec 16, 2026Dec 12, 2026 → Dec 18, 2026
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Route overview: Phoenix to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-11 → 2026-12-17Southwest AirlinesWN3472 + WN1178 / WN120 + WN1137$295.002026-10-29T01:56:30Z
2026-12-11 → 2026-12-17Southwest AirlinesWN1410 + WN1699 / WN120 + WN1137$295.002026-10-29T01:56:30Z
2026-12-11 → 2026-12-17Southwest AirlinesWN4615 + WN3292 / WN120 + WN1137$295.002026-10-29T01:56:30Z
2026-12-11 → 2026-12-17Southwest AirlinesWN690 + WN3593 / WN120 + WN1137$295.002026-10-29T01:56:30Z
2026-12-11 → 2026-12-17Southwest AirlinesWN2873 + WN4349 / WN120 + WN1137$295.002026-10-29T01:56:30Z
2026-12-11 → 2026-12-17Southwest AirlinesWN2674 / WN120 + WN1137$302.502026-10-29T01:56:30Z

2026-12-11 → 2026-12-17 · $295.00

  • Southwest Airlines WN3472 / WN1178: PHX 2026-12-11 11:05:00 → MDW 2026-12-11 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2026-12-11 11:05:00 → OKC 2026-12-11 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2026-12-11 15:30:00 → MDW 2026-12-11 17:25:00.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

2026-12-11 → 2026-12-17 · $295.00

  • Southwest Airlines WN1410 / WN1699: PHX 2026-12-11 11:20:00 → MDW 2026-12-11 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2026-12-11 11:20:00 → DEN 2026-12-11 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2026-12-11 14:40:00 → MDW 2026-12-11 17:55:00.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

2026-12-11 → 2026-12-17 · $295.00

  • Southwest Airlines WN4615 / WN3292: PHX 2026-12-11 12:55:00 → MDW 2026-12-11 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-12-11 12:55:00 → MSP 2026-12-11 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-12-11 17:55:00 → MDW 2026-12-11 19:35:00.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

2026-12-11 → 2026-12-17 · $295.00

  • Southwest Airlines WN690 / WN3593: PHX 2026-12-11 06:00:00 → MDW 2026-12-11 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-12-11 06:00:00 → ABQ 2026-12-11 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-12-11 08:40:00 → MDW 2026-12-11 12:30:00.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

2026-12-11 → 2026-12-17 · $295.00

  • Southwest Airlines WN2873 / WN4349: PHX 2026-12-11 11:00:00 → MDW 2026-12-11 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2026-12-11 11:00:00 → SLC 2026-12-11 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2026-12-11 13:50:00 → MDW 2026-12-11 17:45:00.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

2026-12-11 → 2026-12-17 · $302.50

  • Southwest Airlines WN2674: PHX 2026-12-11 21:25:00 → MDW 2026-12-12 01:35:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN120 / WN1137: MDW 2026-12-17 10:50:00 → PHX 2026-12-17 15:30:00; 1 stop(s) via DEN; 340 minutes. Local airport times.
    • WN120: MDW 2026-12-17 10:50:00 → DEN 2026-12-17 12:30:00; layover at DEN: 65 minutes.
    • WN1137: DEN 2026-12-17 13:35:00 → PHX 2026-12-17 15:30:00.

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