Nashville (BNA) to Chicago (MDW) · May 29, 2027 · one way

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

2027-05-29 · one way · Axel-exclusive $166.75

• Southwest Airlines WN648: BNA 2027-05-29 05:40:00 → MDW 2027-05-29 07:15:00; nonstop; 95 minutes. Local airport times.

2027-05-29 · one way · Axel-exclusive $166.75

• Southwest Airlines WN651: BNA 2027-05-29 19:30:00 → MDW 2027-05-29 21:05:00; nonstop; 95 minutes. Local airport times.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN4398 / WN1219: BNA 2027-05-29 09:00:00 → MDW 2027-05-29 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
  • WN4398: BNA 2027-05-29 09:00:00 → CLE 2027-05-29 11:30:00; layover at CLE: 145 minutes.
  • WN1219: CLE 2027-05-29 13:55:00 → MDW 2027-05-29 14:30:00.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN2145 / WN2988: BNA 2027-05-29 10:15:00 → MDW 2027-05-29 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2027-05-29 10:15:00 → CMH 2027-05-29 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2027-05-29 14:45:00 → MDW 2027-05-29 15:00:00.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN578 / WN2224: BNA 2027-05-29 13:25:00 → MDW 2027-05-29 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2027-05-29 13:25:00 → IND 2027-05-29 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2027-05-29 17:40:00 → MDW 2027-05-29 17:50:00.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN738 / WN287: BNA 2027-05-29 06:25:00 → MDW 2027-05-29 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2027-05-29 06:25:00 → STL 2027-05-29 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2027-05-29 10:55:00 → MDW 2027-05-29 12:05:00.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN712 / WN2495: BNA 2027-05-29 10:15:00 → MDW 2027-05-29 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2027-05-29 10:15:00 → SDF 2027-05-29 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2027-05-29 14:05:00 → MDW 2027-05-29 14:25:00.

2027-05-29 · one way · Axel-exclusive $178.25

• Southwest Airlines WN2971 / WN955: BNA 2027-05-29 15:20:00 → MDW 2027-05-29 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
  • WN2971: BNA 2027-05-29 15:20:00 → DTW 2027-05-29 18:00:00; layover at DTW: 95 minutes.
  • WN955: DTW 2027-05-29 19:35:00 → MDW 2027-05-29 19:55:00.

Explore this route

• All dates for this route
• May 28, 2027 · Return options
• May 30, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Nashville (BNA) to Chicago (MDW) · May 29, 2027 · 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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