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Phoenix → Chicago

Dec 16, 2026 · return Dec 20, 2026

PHX → MDW1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
8:20 amPHX
3h 15m
Nonstop
12:35 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
1:05 pmPHX
3h 15m
Nonstop
5:20 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

One-stop flights

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
8:55 amPHX
5h 45m
OMA · 1h 45m
3:40 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

Round-trip total · 1 adult · Taxes included

Wed, Dec 16 – Sun, Dec 20

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW
Southwest Airlines
9:45 pmMDW
3h 55m
Nonstop
12:40 am+1PHX

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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More dates

All dates for this routeNov 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-16 → 2026-12-20Southwest AirlinesWN3443 / WN1361$348.752026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN234 / WN1361$348.752026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN3475 + WN900 / WN1361$341.252026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN3472 + WN1178 / WN1361$341.252026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN2873 + WN4349 / WN1361$341.252026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN690 + WN3593 / WN1361$341.252026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN4615 + WN3292 / WN1361$341.252026-10-29T01:56:30Z
2026-12-16 → 2026-12-20Southwest AirlinesWN1410 + WN1699 / WN1361$341.252026-10-29T01:56:30Z

2026-12-16 → 2026-12-20 · $348.75

  • Southwest Airlines WN3443: PHX 2026-12-16 08:20:00 → MDW 2026-12-16 12:35:00; nonstop; 195 minutes. Local airport times.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $348.75

  • Southwest Airlines WN234: PHX 2026-12-16 13:05:00 → MDW 2026-12-16 17:20:00; nonstop; 195 minutes. Local airport times.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN3475 / WN900: PHX 2026-12-16 08:55:00 → MDW 2026-12-16 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2026-12-16 08:55:00 → OMA 2026-12-16 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2026-12-16 14:10:00 → MDW 2026-12-16 15:40:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN3472 / WN1178: PHX 2026-12-16 11:05:00 → MDW 2026-12-16 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2026-12-16 11:05:00 → OKC 2026-12-16 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2026-12-16 15:30:00 → MDW 2026-12-16 17:25:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN2873 / WN4349: PHX 2026-12-16 11:00:00 → MDW 2026-12-16 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2026-12-16 11:00:00 → SLC 2026-12-16 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2026-12-16 13:50:00 → MDW 2026-12-16 17:45:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN690 / WN3593: PHX 2026-12-16 06:00:00 → MDW 2026-12-16 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-12-16 06:00:00 → ABQ 2026-12-16 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-12-16 08:40:00 → MDW 2026-12-16 12:30:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN4615 / WN3292: PHX 2026-12-16 12:55:00 → MDW 2026-12-16 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-12-16 12:55:00 → MSP 2026-12-16 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-12-16 17:55:00 → MDW 2026-12-16 19:35:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

2026-12-16 → 2026-12-20 · $341.25

  • Southwest Airlines WN1410 / WN1699: PHX 2026-12-16 11:20:00 → MDW 2026-12-16 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2026-12-16 11:20:00 → DEN 2026-12-16 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2026-12-16 14:40:00 → MDW 2026-12-16 17:55:00.
  • Southwest Airlines WN1361: MDW 2026-12-20 21:45:00 → PHX 2026-12-21 00:40:00; nonstop; 235 minutes. Local airport times.

More dates for this route