Phoenix (PHX) to Chicago (MDW) · Nov 27, 2026 · return Dec 11, 2026

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

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Chicago for these nights (Nov 27 – Dec 11, 2026 · 14 nights · 2 adults, 1 room): 3★ Chicago Lake Shore Hotel, $1,703 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $2,399 total · 5★ Nobu Hotel Chicago, $5,795.50 total

All hotels in Chicago

Route overview: Phoenix to Chicago (MDW) flight deals

2026-11-27 → 2026-12-11 · Axel-exclusive $356.50

• Southwest Airlines WN1373: PHX 2026-11-27 05:20:00 → MDW 2026-11-27 09:35:00; nonstop; 195 minutes. Local airport times.
• Southwest Airlines WN1422: MDW 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $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 2026-12-11 20:50:00 → PHX 2026-12-11 23:40:00; nonstop; 230 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 26, 2026 · Return options
• Nov 28, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Phoenix (PHX) to Chicago (MDW) · Nov 27, 2026 · return Dec 11, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
• 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. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. 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.

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