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Phoenix → Chicago

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PHX → MDW1 adulteconomy

24 flight options · 1 airline

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
9:25 pmPHX
3h 10m
Nonstop
1:35 am+1MDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
9:25 pmPHX
3h 10m
Nonstop
1:35 am+1MDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
1:35 amPHX
3h 10m
Nonstop
5:45 amMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
1:35 amPHX
3h 10m
Nonstop
5:45 amMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Show 8 more flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
8:55 amPHX
5h 45m
OMA · 1h 45m
3:40 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
8:55 amPHX
5h 45m
OMA · 1h 45m
3:40 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW
Southwest Airlines
8:50 pmMDW
3h 50m
Nonstop
11:40 pmPHX

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
1:35 amPHX
3h 10m
Nonstop
5:45 amMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
9:25 pmPHX
3h 10m
Nonstop
1:35 am+1MDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
12:55 pmPHX
5h 40m
MSP · 1h
7:35 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:05 amPHX
5h 20m
OKC · 1h 20m
5:25 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:20 amPHX
5h 35m
DEN · 1h 30m
5:55 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
8:55 amPHX
5h 45m
OMA · 1h 45m
3:40 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
6:00 amPHX
5h 30m
ABQ · 1h 30m
12:30 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:00 amPHX
5h 45m
SLC · 1h 10m
5:45 pmMDW

One-way 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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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 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)
2026-11-20 · one waySouthwest AirlinesWN4963$165.002026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2674 / WN1422$356.502026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2674 / WN1422$356.502026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN2674$165.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN4963 / WN1422$356.502026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4963 / WN1422$356.502026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN4615 + WN3292$155.002026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN3472 + WN1178$155.002026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN1410 + WN1699$155.002026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN3475 + WN900$155.002026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN690 + WN3593$155.002026-10-29T01:56:30Z
2026-11-20 · one waySouthwest AirlinesWN2873 + WN4349$155.002026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1410 + WN1699 / WN1422$346.752026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4615 + WN3292 / WN1422$346.752026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2873 + WN4349 / WN1422$346.752026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN690 + WN3593 / WN1422$346.752026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3472 + WN1178 / WN1422$346.752026-10-29T01:56:30Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3475 + WN900 / WN1422$346.752026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN4615 + WN3292 / WN1422$349.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2873 + WN4349 / WN1422$349.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3472 + WN1178 / WN1422$349.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1410 + WN1699 / WN1422$349.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3475 + WN900 / WN1422$349.002026-10-29T01:56:30Z
2026-11-20 → 2026-11-23Southwest AirlinesWN690 + WN3593 / WN1422$349.002026-10-29T01:56:30Z

2026-11-20 · one way · $165.00

  • Southwest Airlines WN4963: PHX 2026-11-20 01:35:00 → MDW 2026-11-20 05:45:00; nonstop; 190 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $356.50

  • Southwest Airlines WN2674: PHX 2026-11-27 21:25:00 → MDW 2026-11-28 01:35:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $356.50

  • Southwest Airlines WN2674: PHX 2026-11-20 21:25:00 → MDW 2026-11-21 01:35:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN2674: PHX 2026-11-20 21:25:00 → MDW 2026-11-21 01:35:00; nonstop; 190 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $356.50

  • Southwest Airlines WN4963: PHX 2026-11-20 01:35:00 → MDW 2026-11-20 05:45:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $356.50

  • Southwest Airlines WN4963: PHX 2026-11-27 01:35:00 → MDW 2026-11-27 05:45:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 · one way · $155.00

  • Southwest Airlines WN4615 / WN3292: PHX 2026-11-20 12:55:00 → MDW 2026-11-20 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-11-20 12:55:00 → MSP 2026-11-20 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-11-20 17:55:00 → MDW 2026-11-20 19:35:00.

2026-11-20 · one way · $155.00

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

2026-11-20 · one way · $155.00

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

2026-11-20 · one way · $155.00

  • Southwest Airlines WN3475 / WN900: PHX 2026-11-20 08:55:00 → MDW 2026-11-20 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2026-11-20 08:55:00 → OMA 2026-11-20 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2026-11-20 14:10:00 → MDW 2026-11-20 15:40:00.

2026-11-20 · one way · $155.00

  • Southwest Airlines WN690 / WN3593: PHX 2026-11-20 06:00:00 → MDW 2026-11-20 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-11-20 06:00:00 → ABQ 2026-11-20 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-11-20 08:40:00 → MDW 2026-11-20 12:30:00.

2026-11-20 · one way · $155.00

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

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN1410 / WN1699: PHX 2026-11-27 11:20:00 → MDW 2026-11-27 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2026-11-27 11:20:00 → DEN 2026-11-27 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2026-11-27 14:40:00 → MDW 2026-11-27 17:55:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN4615 / WN3292: PHX 2026-11-27 12:55:00 → MDW 2026-11-27 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-11-27 12:55:00 → MSP 2026-11-27 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-11-27 17:55:00 → MDW 2026-11-27 19:35:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN2873 / WN4349: PHX 2026-11-27 11:00:00 → MDW 2026-11-27 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2026-11-27 11:00:00 → SLC 2026-11-27 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2026-11-27 13:50:00 → MDW 2026-11-27 17:45:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN690 / WN3593: PHX 2026-11-27 06:00:00 → MDW 2026-11-27 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-11-27 06:00:00 → ABQ 2026-11-27 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-11-27 08:40:00 → MDW 2026-11-27 12:30:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN3472 / WN1178: PHX 2026-11-27 11:05:00 → MDW 2026-11-27 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2026-11-27 11:05:00 → OKC 2026-11-27 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2026-11-27 15:30:00 → MDW 2026-11-27 17:25:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $346.75

  • Southwest Airlines WN3475 / WN900: PHX 2026-11-27 08:55:00 → MDW 2026-11-27 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2026-11-27 08:55:00 → OMA 2026-11-27 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2026-11-27 14:10:00 → MDW 2026-11-27 15:40:00.
  • Southwest Airlines WN1422: MDW 2026-12-04 20:50:00 → PHX 2026-12-04 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN4615 / WN3292: PHX 2026-11-20 12:55:00 → MDW 2026-11-20 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2026-11-20 12:55:00 → MSP 2026-11-20 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2026-11-20 17:55:00 → MDW 2026-11-20 19:35:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN2873 / WN4349: PHX 2026-11-20 11:00:00 → MDW 2026-11-20 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2026-11-20 11:00:00 → SLC 2026-11-20 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2026-11-20 13:50:00 → MDW 2026-11-20 17:45:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN3472 / WN1178: PHX 2026-11-20 11:05:00 → MDW 2026-11-20 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2026-11-20 11:05:00 → OKC 2026-11-20 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2026-11-20 15:30:00 → MDW 2026-11-20 17:25:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN1410 / WN1699: PHX 2026-11-20 11:20:00 → MDW 2026-11-20 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2026-11-20 11:20:00 → DEN 2026-11-20 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2026-11-20 14:40:00 → MDW 2026-11-20 17:55:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN3475 / WN900: PHX 2026-11-20 08:55:00 → MDW 2026-11-20 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2026-11-20 08:55:00 → OMA 2026-11-20 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2026-11-20 14:10:00 → MDW 2026-11-20 15:40:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.00

  • Southwest Airlines WN690 / WN3593: PHX 2026-11-20 06:00:00 → MDW 2026-11-20 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2026-11-20 06:00:00 → ABQ 2026-11-20 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2026-11-20 08:40:00 → MDW 2026-11-20 12:30:00.
  • Southwest Airlines WN1422: MDW 2026-11-23 20:50:00 → PHX 2026-11-23 23:40:00; nonstop; 230 minutes. Local airport times.

More dates for this route