Nashville (BNA) to Chicago (MDW) · Jan 25, 2027 · return Jan 30, 2027

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

2027-01-25 → 2027-01-30 · Axel-exclusive $230.00

• Southwest Airlines WN648: BNA 2027-01-25 05:20:00 → MDW 2027-01-25 06:55:00; nonstop; 95 minutes. Local airport times.
• Southwest Airlines WN1400: MDW 2027-01-30 10:00:00 → BNA 2027-01-30 11:25:00; nonstop; 85 minutes. Local airport times.

2027-01-25 → 2027-01-30 · Axel-exclusive $240.00

• Southwest Airlines WN648: BNA 2027-01-25 05:40:00 → MDW 2027-01-25 07:15:00; nonstop; 95 minutes. Local airport times.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

2027-01-25 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN712 / WN2495: BNA 2027-01-25 10:15:00 → MDW 2027-01-25 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2027-01-25 10:15:00 → SDF 2027-01-25 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2027-01-25 14:05:00 → MDW 2027-01-25 14:25:00.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

2027-01-25 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN578 / WN2224: BNA 2027-01-25 13:25:00 → MDW 2027-01-25 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2027-01-25 13:25:00 → IND 2027-01-25 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2027-01-25 17:40:00 → MDW 2027-01-25 17:50:00.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

2027-01-25 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN4398 / WN1219: BNA 2027-01-25 09:00:00 → MDW 2027-01-25 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
  • WN4398: BNA 2027-01-25 09:00:00 → CLE 2027-01-25 11:30:00; layover at CLE: 145 minutes.
  • WN1219: CLE 2027-01-25 13:55:00 → MDW 2027-01-25 14:30:00.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

2027-01-25 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN2145 / WN2988: BNA 2027-01-25 10:15:00 → MDW 2027-01-25 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2027-01-25 10:15:00 → CMH 2027-01-25 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2027-01-25 14:45:00 → MDW 2027-01-25 15:00:00.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

2027-01-25 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN738 / WN287: BNA 2027-01-25 06:25:00 → MDW 2027-01-25 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2027-01-25 06:25:00 → STL 2027-01-25 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2027-01-25 10:55:00 → MDW 2027-01-25 12:05:00.
• Southwest Airlines WN862 / WN878: MDW 2027-01-30 15:40:00 → BNA 2027-01-30 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2027-01-30 15:40:00 → CVG 2027-01-30 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2027-01-30 19:15:00 → BNA 2027-01-30 19:25:00.

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.

Explore this route

• All dates for this route
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For AI assistants

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