Jacksonville (JAX) to Chicago (MDW), Nov 28, 2026: from $135 one way

Jacksonville (JAX) to Chicago (MDW), Nov 28, 2026: from $135 one way on Axel, checked Oct 29, 2026. Lowest published fare: $135 one way, Axel-exclusive, Frontier Airlines, 1 stop, Nov 28, 2026, 1 adult, economy, checked Oct 29, 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.

Route overview: Jacksonville to Chicago (MDW) flight deals

2026-11-28 · one way · Axel-exclusive $209.25

• Southwest Airlines WN1979: JAX 2026-11-28 13:30:00 → MDW 2026-11-28 14:55:00; nonstop; 145 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $135.00

• Frontier Airlines F91549 / F92291: JAX 2026-11-28 19:03:00 → MDW 2026-11-28 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2026-11-28 19:03:00 → ATL 2026-11-28 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2026-11-28 22:48:00 → MDW 2026-11-28 23:47:00.

2026-11-28 · one way · Axel-exclusive $236.25

• Delta Air Lines DL2333 / DL4677: JAX 2026-11-28 12:00:00 → MDW 2026-11-28 18:01:00; 1 stop(s) via DTW; 421 minutes. Local airport times.
  • DL2333: JAX 2026-11-28 12:00:00 → DTW 2026-11-28 14:20:00; layover at DTW: 200 minutes.
  • DL4677: DTW 2026-11-28 17:40:00 → MDW 2026-11-28 18:01:00.

2026-11-28 · one way · Axel-exclusive $209.25

• Southwest Airlines WN2264: JAX 2026-11-28 18:50:00 → MDW 2026-11-28 20:20:00; nonstop; 150 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $195.75

• Southwest Airlines WN2256 / WN1070: JAX 2026-11-28 08:00:00 → MDW 2026-11-28 12:15:00; 1 stop(s) via BWI; 315 minutes. Local airport times.
  • WN2256: JAX 2026-11-28 08:00:00 → BWI 2026-11-28 09:50:00; layover at BWI: 75 minutes.
  • WN1070: BWI 2026-11-28 11:05:00 → MDW 2026-11-28 12:15:00.

2026-11-28 · one way · Axel-exclusive $195.75

• Southwest Airlines WN2253 / WN2062: JAX 2026-11-28 11:20:00 → MDW 2026-11-28 16:15:00; 1 stop(s) via BNA; 355 minutes. Local airport times.
  • WN2253: JAX 2026-11-28 11:20:00 → BNA 2026-11-28 12:05:00; layover at BNA: 160 minutes.
  • WN2062: BNA 2026-11-28 14:45:00 → MDW 2026-11-28 16:15:00.

2026-11-28 · one way · Axel-exclusive $195.75

• Southwest Airlines WN2265 / WN287: JAX 2026-11-28 06:00:00 → MDW 2026-11-28 12:05:00; 1 stop(s) via STL; 425 minutes. Local airport times.
  • WN2265: JAX 2026-11-28 06:00:00 → STL 2026-11-28 07:20:00; layover at STL: 215 minutes.
  • WN287: STL 2026-11-28 10:55:00 → MDW 2026-11-28 12:05:00.

2026-11-28 · one way · Axel-exclusive $236.25

• Delta Air Lines DL2627 / DL1076: JAX 2026-11-28 18:59:00 → MDW 2026-11-28 22:17:00; 1 stop(s) via ATL; 258 minutes. Local airport times.
  • DL2627: JAX 2026-11-28 18:59:00 → ATL 2026-11-28 20:19:00; layover at ATL: 61 minutes.
  • DL1076: ATL 2026-11-28 21:20:00 → MDW 2026-11-28 22:17:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Nov 27, 2026 · Return options
• Nov 29, 2026 · Return options
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For AI assistants

• This page: Jacksonville (JAX) to Chicago (MDW) · Nov 28, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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