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Route overview: Phoenix to Chicago (MDW) flight deals

Phoenix → Chicago

Jan 22, 2027 · return Feb 5, 2027

PHX → MDW1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Fri, Jan 22 – Fri, Feb 5

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, Jan 22 – Fri, Feb 5

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

One-stop flights

Fri, Jan 22 – Fri, Feb 5

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

Fri, Jan 22 – Fri, Feb 5

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, Jan 22 – Fri, Feb 5

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, Jan 22 – Fri, Feb 5

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, Jan 22 – Fri, Feb 5

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, Jan 22 – Fri, Feb 5

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

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 routeJan 21, 2027 → Feb 4, 2027Jan 23, 2027 → Feb 6, 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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Phoenix to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-22 → 2027-02-05Southwest AirlinesWN2674 / WN1422$310.002026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN4963 / WN1422$310.002026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN690 + WN3593 / WN1422$302.502026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN1410 + WN1699 / WN1422$302.502026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN3475 + WN900 / WN1422$302.502026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN4615 + WN3292 / WN1422$302.502026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN3472 + WN1178 / WN1422$302.502026-10-29T01:56:30Z
2027-01-22 → 2027-02-05Southwest AirlinesWN2873 + WN4349 / WN1422$302.502026-10-29T01:56:30Z

2027-01-22 → 2027-02-05 · $310.00

  • Southwest Airlines WN2674: PHX 2027-01-22 21:25:00 → MDW 2027-01-23 01:35:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $310.00

  • Southwest Airlines WN4963: PHX 2027-01-22 01:35:00 → MDW 2027-01-22 05:45:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN690 / WN3593: PHX 2027-01-22 06:00:00 → MDW 2027-01-22 12:30:00; 1 stop(s) via ABQ; 330 minutes. Local airport times.
    • WN690: PHX 2027-01-22 06:00:00 → ABQ 2027-01-22 07:10:00; layover at ABQ: 90 minutes.
    • WN3593: ABQ 2027-01-22 08:40:00 → MDW 2027-01-22 12:30:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN1410 / WN1699: PHX 2027-01-22 11:20:00 → MDW 2027-01-22 17:55:00; 1 stop(s) via DEN; 335 minutes. Local airport times.
    • WN1410: PHX 2027-01-22 11:20:00 → DEN 2027-01-22 13:10:00; layover at DEN: 90 minutes.
    • WN1699: DEN 2027-01-22 14:40:00 → MDW 2027-01-22 17:55:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN3475 / WN900: PHX 2027-01-22 08:55:00 → MDW 2027-01-22 15:40:00; 1 stop(s) via OMA; 345 minutes. Local airport times.
    • WN3475: PHX 2027-01-22 08:55:00 → OMA 2027-01-22 12:25:00; layover at OMA: 105 minutes.
    • WN900: OMA 2027-01-22 14:10:00 → MDW 2027-01-22 15:40:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN4615 / WN3292: PHX 2027-01-22 12:55:00 → MDW 2027-01-22 19:35:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
    • WN4615: PHX 2027-01-22 12:55:00 → MSP 2027-01-22 16:55:00; layover at MSP: 60 minutes.
    • WN3292: MSP 2027-01-22 17:55:00 → MDW 2027-01-22 19:35:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN3472 / WN1178: PHX 2027-01-22 11:05:00 → MDW 2027-01-22 17:25:00; 1 stop(s) via OKC; 320 minutes. Local airport times.
    • WN3472: PHX 2027-01-22 11:05:00 → OKC 2027-01-22 14:10:00; layover at OKC: 80 minutes.
    • WN1178: OKC 2027-01-22 15:30:00 → MDW 2027-01-22 17:25:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $302.50

  • Southwest Airlines WN2873 / WN4349: PHX 2027-01-22 11:00:00 → MDW 2027-01-22 17:45:00; 1 stop(s) via SLC; 345 minutes. Local airport times.
    • WN2873: PHX 2027-01-22 11:00:00 → SLC 2027-01-22 12:40:00; layover at SLC: 70 minutes.
    • WN4349: SLC 2027-01-22 13:50:00 → MDW 2027-01-22 17:45:00.
  • Southwest Airlines WN1422: MDW 2027-02-05 20:50:00 → PHX 2027-02-05 23:40:00; nonstop; 230 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Phoenix (PHX) to Chicago (MDW) · Jan 22, 2027 · return Feb 5, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Phoenix to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.