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Route overview: Austin to Chicago (MDW) flight deals

Austin → Chicago

Dec 3, 2026 · return Dec 6, 2026

AUS → MDW1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
6:40 amAUS
2h 30m
Nonstop
9:10 amMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
3:15 pmAUS
2h 30m
Nonstop
5:45 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
7:35 amAUS
4h 30m
STL · 1h 20m
12:05 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
3:05 pmAUS
4h 40m
OMA · 1h 5m
7:45 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
12:30 pmAUS
4h 30m
HOU · 1h 5m
5:00 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
2:35 pmAUS
5h 5m
CVG · 1h 30m
7:40 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
7:30 amAUS
5h
MSY · 1h 20m
12:30 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Thu, Dec 3 – Sun, Dec 6

Southwest Airlines
4:25 pmAUS
4h 35m
DAL · 1h 25m
9:00 pmMDW
Southwest Airlines
1:55 pmMDW
2h 40m
Nonstop
4:35 pmAUS

Round-trip total · 1 adult · Taxes included

Make this trip yours

AUS ⇄ 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 routeDec 2, 2026 → Dec 5, 2026Dec 4, 2026 → Dec 7, 2026
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: Austin to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-03 → 2026-12-06Southwest AirlinesWN378 / WN2891$290.002026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN380 / WN2891$290.002026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN436 + WN287 / WN2891$282.502026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN399 + WN1407 / WN2891$282.502026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN2365 + WN2133 / WN2891$282.502026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN878 + WN878 / WN2891$282.502026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN391 + WN3175 / WN2891$282.502026-10-29T00:46:58Z
2026-12-03 → 2026-12-06Southwest AirlinesWN2360 + WN1433 / WN2891$282.502026-10-29T00:46:58Z

2026-12-03 → 2026-12-06 · $290.00

  • Southwest Airlines WN378: AUS 2026-12-03 06:40:00 → MDW 2026-12-03 09:10:00; nonstop; 150 minutes. Local airport times.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $290.00

  • Southwest Airlines WN380: AUS 2026-12-03 15:15:00 → MDW 2026-12-03 17:45:00; nonstop; 150 minutes. Local airport times.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN436 / WN287: AUS 2026-12-03 07:35:00 → MDW 2026-12-03 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
    • WN436: AUS 2026-12-03 07:35:00 → STL 2026-12-03 09:35:00; layover at STL: 80 minutes.
    • WN287: STL 2026-12-03 10:55:00 → MDW 2026-12-03 12:05:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN399 / WN1407: AUS 2026-12-03 15:05:00 → MDW 2026-12-03 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
    • WN399: AUS 2026-12-03 15:05:00 → OMA 2026-12-03 17:15:00; layover at OMA: 65 minutes.
    • WN1407: OMA 2026-12-03 18:20:00 → MDW 2026-12-03 19:45:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN2365 / WN2133: AUS 2026-12-03 12:30:00 → MDW 2026-12-03 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
    • WN2365: AUS 2026-12-03 12:30:00 → HOU 2026-12-03 13:30:00; layover at HOU: 65 minutes.
    • WN2133: HOU 2026-12-03 14:35:00 → MDW 2026-12-03 17:00:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN878 / WN878: AUS 2026-12-03 14:35:00 → MDW 2026-12-03 19:40:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
    • WN878: AUS 2026-12-03 14:35:00 → CVG 2026-12-03 18:00:00; layover at CVG: 90 minutes.
    • WN878: CVG 2026-12-03 19:30:00 → MDW 2026-12-03 19:40:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN391 / WN3175: AUS 2026-12-03 07:30:00 → MDW 2026-12-03 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
    • WN391: AUS 2026-12-03 07:30:00 → MSY 2026-12-03 08:50:00; layover at MSY: 80 minutes.
    • WN3175: MSY 2026-12-03 10:10:00 → MDW 2026-12-03 12:30:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

2026-12-03 → 2026-12-06 · $282.50

  • Southwest Airlines WN2360 / WN1433: AUS 2026-12-03 16:25:00 → MDW 2026-12-03 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
    • WN2360: AUS 2026-12-03 16:25:00 → DAL 2026-12-03 17:25:00; layover at DAL: 85 minutes.
    • WN1433: DAL 2026-12-03 18:50:00 → MDW 2026-12-03 21:00:00.
  • Southwest Airlines WN2891: MDW 2026-12-06 13:55:00 → AUS 2026-12-06 16:35:00; nonstop; 160 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Austin (AUS) to Chicago (MDW) · Dec 3, 2026 · return Dec 6, 2026: 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 Austin 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.