Nashville (BNA) to Chicago (MDW), Nov 16–21, 2026: from $230 round trip

Nashville (BNA) to Chicago (MDW), Nov 16–21, 2026: from $230 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $230 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 16–21, 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.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 16–21, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

All hotels in Chicago

Route overview: Nashville to Chicago (MDW) flight deals

2026-11-16 → 2026-11-21 · Axel-exclusive $230.00

• Southwest Airlines WN648: BNA 2026-11-16 05:20:00 → MDW 2026-11-16 06:55:00; nonstop; 95 minutes. Local airport times.
• Southwest Airlines WN508: MDW 2026-11-21 08:00:00 → BNA 2026-11-21 09:40:00; nonstop; 100 minutes. Local airport times.

2026-11-16 → 2026-11-21 · Axel-exclusive $240.00

• Southwest Airlines WN648: BNA 2026-11-16 05:40:00 → MDW 2026-11-16 07:15:00; nonstop; 95 minutes. Local airport times.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 19:25:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $250.00

• Southwest Airlines WN2971 / WN955: BNA 2026-11-16 15:20:00 → MDW 2026-11-16 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
  • WN2971: BNA 2026-11-16 15:20:00 → DTW 2026-11-16 18:00:00; layover at DTW: 95 minutes.
  • WN955: DTW 2026-11-16 19:35:00 → MDW 2026-11-16 19:55:00.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 19:25:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $250.00

• Southwest Airlines WN712 / WN2495: BNA 2026-11-16 10:15:00 → MDW 2026-11-16 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
  • WN712: BNA 2026-11-16 10:15:00 → SDF 2026-11-16 12:10:00; layover at SDF: 115 minutes.
  • WN2495: SDF 2026-11-16 14:05:00 → MDW 2026-11-16 14:25:00.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 19:25:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $250.00

• Southwest Airlines WN2145 / WN2988: BNA 2026-11-16 10:15:00 → MDW 2026-11-16 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
  • WN2145: BNA 2026-11-16 10:15:00 → CMH 2026-11-16 12:30:00; layover at CMH: 135 minutes.
  • WN2988: CMH 2026-11-16 14:45:00 → MDW 2026-11-16 15:00:00.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 19:25:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $250.00

• Southwest Airlines WN738 / WN287: BNA 2026-11-16 06:25:00 → MDW 2026-11-16 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
  • WN738: BNA 2026-11-16 06:25:00 → STL 2026-11-16 07:40:00; layover at STL: 195 minutes.
  • WN287: STL 2026-11-16 10:55:00 → MDW 2026-11-16 12:05:00.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 19:25:00.

2026-11-16 → 2026-11-21 · Axel-exclusive $250.00

• Southwest Airlines WN578 / WN2224: BNA 2026-11-16 13:25:00 → MDW 2026-11-16 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN578: BNA 2026-11-16 13:25:00 → IND 2026-11-16 15:35:00; layover at IND: 125 minutes.
  • WN2224: IND 2026-11-16 17:40:00 → MDW 2026-11-16 17:50:00.
• Southwest Airlines WN862 / WN878: MDW 2026-11-21 15:40:00 → BNA 2026-11-21 19:25:00; 1 stop(s) via CVG; 225 minutes. Local airport times.
  • WN862: MDW 2026-11-21 15:40:00 → CVG 2026-11-21 17:55:00; layover at CVG: 80 minutes.
  • WN878: CVG 2026-11-21 19:15:00 → BNA 2026-11-21 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
• Nov 15, 2026 · Return options
• Nov 17, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Nashville (BNA) to Chicago (MDW) · Nov 16, 2026 · return Nov 21, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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