Nashville (BNA) to Chicago (MDW), Nov 27–29, 2026: from $169 one way

Nashville (BNA) to Chicago (MDW), Nov 27–29, 2026: from $169 one way on Axel, checked Oct 29, 2026. Lowest published fare: $169 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 27, 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: Nashville to Chicago (MDW) flight deals

2026-11-28 · one way · Axel-exclusive $168.75

• Southwest Airlines WN651: BNA 2026-11-28 17:25:00 → MDW 2026-11-28 19:05:00; nonstop; 100 minutes. Local airport times.

2026-11-27 · one way · Axel-exclusive $168.75

• Southwest Airlines WN651: BNA 2026-11-27 17:25:00 → MDW 2026-11-27 19:05:00; nonstop; 100 minutes. Local airport times.

2026-11-29 · one way · Axel-exclusive $168.75

• Southwest Airlines WN3198: BNA 2026-11-29 18:05:00 → MDW 2026-11-29 19:40:00; nonstop; 95 minutes. Local airport times.

2026-11-27 · one way · Axel-exclusive $168.75

• Southwest Airlines WN3198: BNA 2026-11-27 18:05:00 → MDW 2026-11-27 19:40:00; nonstop; 95 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $168.75

• Southwest Airlines WN3198: BNA 2026-11-28 18:05:00 → MDW 2026-11-28 19:40:00; nonstop; 95 minutes. Local airport times.

2026-11-29 · one way · Axel-exclusive $168.75

• Southwest Airlines WN648: BNA 2026-11-29 05:20:00 → MDW 2026-11-29 06:55:00; nonstop; 95 minutes. Local airport times.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2971 / WN955: BNA 2026-11-29 15:20:00 → MDW 2026-11-29 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
  • WN2971: BNA 2026-11-29 15:20:00 → DTW 2026-11-29 18:00:00; layover at DTW: 95 minutes.
  • WN955: DTW 2026-11-29 19:35:00 → MDW 2026-11-29 19:55:00.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2145 / WN2988: BNA 2026-11-29 10:15:00 → MDW 2026-11-29 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2026-11-29 10:15:00 → CMH 2026-11-29 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2026-11-29 14:45:00 → MDW 2026-11-29 15:00:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2971 / WN955: BNA 2026-11-27 15:20:00 → MDW 2026-11-27 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
  • WN2971: BNA 2026-11-27 15:20:00 → DTW 2026-11-27 18:00:00; layover at DTW: 95 minutes.
  • WN955: DTW 2026-11-27 19:35:00 → MDW 2026-11-27 19:55:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN4398 / WN1219: BNA 2026-11-27 09:00:00 → MDW 2026-11-27 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
  • WN4398: BNA 2026-11-27 09:00:00 → CLE 2026-11-27 11:30:00; layover at CLE: 145 minutes.
  • WN1219: CLE 2026-11-27 13:55:00 → MDW 2026-11-27 14:30:00.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN4398 / WN1219: BNA 2026-11-29 09:00:00 → MDW 2026-11-29 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
  • WN4398: BNA 2026-11-29 09:00:00 → CLE 2026-11-29 11:30:00; layover at CLE: 145 minutes.
  • WN1219: CLE 2026-11-29 13:55:00 → MDW 2026-11-29 14:30:00.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN578 / WN2224: BNA 2026-11-29 13:25:00 → MDW 2026-11-29 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2026-11-29 13:25:00 → IND 2026-11-29 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2026-11-29 17:40:00 → MDW 2026-11-29 17:50:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2145 / WN2988: BNA 2026-11-27 10:15:00 → MDW 2026-11-27 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2026-11-27 10:15:00 → CMH 2026-11-27 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2026-11-27 14:45:00 → MDW 2026-11-27 15:00:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN738 / WN287: BNA 2026-11-28 06:25:00 → MDW 2026-11-28 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2026-11-28 06:25:00 → STL 2026-11-28 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2026-11-28 10:55:00 → MDW 2026-11-28 12:05:00.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN712 / WN2495: BNA 2026-11-29 10:15:00 → MDW 2026-11-29 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2026-11-29 10:15:00 → SDF 2026-11-29 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2026-11-29 14:05:00 → MDW 2026-11-29 14:25:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN712 / WN2495: BNA 2026-11-28 10:15:00 → MDW 2026-11-28 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2026-11-28 10:15:00 → SDF 2026-11-28 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2026-11-28 14:05:00 → MDW 2026-11-28 14:25:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN578 / WN2224: BNA 2026-11-28 13:25:00 → MDW 2026-11-28 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2026-11-28 13:25:00 → IND 2026-11-28 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2026-11-28 17:40:00 → MDW 2026-11-28 17:50:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN578 / WN2224: BNA 2026-11-27 13:25:00 → MDW 2026-11-27 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2026-11-27 13:25:00 → IND 2026-11-27 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2026-11-27 17:40:00 → MDW 2026-11-27 17:50:00.

2026-11-29 · one way · Axel-exclusive $182.25

• Southwest Airlines WN738 / WN287: BNA 2026-11-29 06:25:00 → MDW 2026-11-29 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2026-11-29 06:25:00 → STL 2026-11-29 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2026-11-29 10:55:00 → MDW 2026-11-29 12:05:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN4398 / WN1219: BNA 2026-11-28 09:00:00 → MDW 2026-11-28 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
  • WN4398: BNA 2026-11-28 09:00:00 → CLE 2026-11-28 11:30:00; layover at CLE: 145 minutes.
  • WN1219: CLE 2026-11-28 13:55:00 → MDW 2026-11-28 14:30:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2971 / WN955: BNA 2026-11-28 15:20:00 → MDW 2026-11-28 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
  • WN2971: BNA 2026-11-28 15:20:00 → DTW 2026-11-28 18:00:00; layover at DTW: 95 minutes.
  • WN955: DTW 2026-11-28 19:35:00 → MDW 2026-11-28 19:55:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN738 / WN287: BNA 2026-11-27 06:25:00 → MDW 2026-11-27 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2026-11-27 06:25:00 → STL 2026-11-27 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2026-11-27 10:55:00 → MDW 2026-11-27 12:05:00.

2026-11-28 · one way · Axel-exclusive $182.25

• Southwest Airlines WN2145 / WN2988: BNA 2026-11-28 10:15:00 → MDW 2026-11-28 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2026-11-28 10:15:00 → CMH 2026-11-28 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2026-11-28 14:45:00 → MDW 2026-11-28 15:00:00.

2026-11-27 · one way · Axel-exclusive $182.25

• Southwest Airlines WN712 / WN2495: BNA 2026-11-27 10:15:00 → MDW 2026-11-27 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2026-11-27 10:15:00 → SDF 2026-11-27 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2026-11-27 14:05:00 → MDW 2026-11-27 14:25:00.

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.

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