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Phoenix → Chicago

Dec 29, 2026 · return Jan 2, 2027

PHX → MDW1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
1:35 amPHX
3h 10m
Nonstop
5:45 amMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
8:20 amPHX
3h 15m
Nonstop
12:35 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

One-stop flights

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
8:55 amPHX
5h 45m
OMA · 1h 45m
3:40 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Sat, Jan 2

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW
Southwest Airlines
5:05 amMDW
3h 50m
Nonstop
7:55 amPHX

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 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
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)
2026-12-29 → 2027-01-02Southwest AirlinesWN4963 / WN2995$372.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN3443 / WN2995$372.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN3475 + WN900 / WN2995$363.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN3472 + WN1178 / WN2995$363.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN1410 + WN1699 / WN2995$363.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN4615 + WN3292 / WN2995$363.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN2873 + WN4349 / WN2995$363.002026-10-29T01:56:30Z
2026-12-29 → 2027-01-02Southwest AirlinesWN690 + WN3593 / WN2995$363.002026-10-29T01:56:30Z

2026-12-29 → 2027-01-02 · $372.00

  • Southwest Airlines WN4963: PHX 2026-12-29 01:35:00 → MDW 2026-12-29 05:45:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $372.00

  • Southwest Airlines WN3443: PHX 2026-12-29 08:20:00 → MDW 2026-12-29 12:35:00; nonstop; 195 minutes. Local airport times.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN3475 / WN900: PHX 2026-12-29 08:55:00 → MDW 2026-12-29 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2026-12-29 08:55:00 → OMA 2026-12-29 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2026-12-29 14:10:00 → MDW 2026-12-29 15:40:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN3472 / WN1178: PHX 2026-12-29 11:05:00 → MDW 2026-12-29 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2026-12-29 11:05:00 → OKC 2026-12-29 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2026-12-29 15:30:00 → MDW 2026-12-29 17:25:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN1410 / WN1699: PHX 2026-12-29 11:20:00 → MDW 2026-12-29 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2026-12-29 11:20:00 → DEN 2026-12-29 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2026-12-29 14:40:00 → MDW 2026-12-29 17:55:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN4615 / WN3292: PHX 2026-12-29 12:55:00 → MDW 2026-12-29 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-12-29 12:55:00 → MSP 2026-12-29 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-12-29 17:55:00 → MDW 2026-12-29 19:35:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN2873 / WN4349: PHX 2026-12-29 11:00:00 → MDW 2026-12-29 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2026-12-29 11:00:00 → SLC 2026-12-29 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2026-12-29 13:50:00 → MDW 2026-12-29 17:45:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

2026-12-29 → 2027-01-02 · $363.00

  • Southwest Airlines WN690 / WN3593: PHX 2026-12-29 06:00:00 → MDW 2026-12-29 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-12-29 06:00:00 → ABQ 2026-12-29 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-12-29 08:40:00 → MDW 2026-12-29 12:30:00.
  • Southwest Airlines WN2995: MDW 2027-01-02 05:05:00 → PHX 2027-01-02 07:55:00; nonstop; 230 minutes. Local airport times.

More dates for this route