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Route overview: Nashville to Chicago (MDW) flight deals

Nashville → Chicago

Dec 29, 2026 · return Dec 31, 2026

BNA → MDW1 adulteconomyRound trip

8 flight options · 1 airline

Nonstop flights

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
2:45 pmBNA
1h 30m
Nonstop
4:15 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
11:25 amBNA
1h 30m
Nonstop
12:55 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

One-stop flights

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
10:15 amBNA
4h 45m
CMH · 2h 15m
3:00 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
3:20 pmBNA
4h 35m
DTW · 1h 35m
7:55 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
1:25 pmBNA
4h 25m
IND · 2h 5m
5:50 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
10:15 amBNA
4h 10m
SDF · 1h 55m
2:25 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
6:25 amBNA
5h 40m
STL · 3h 15m
12:05 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Tue, Dec 29 – Thu, Dec 31

Southwest Airlines
9:00 amBNA
5h 30m
CLE · 2h 25m
2:30 pmMDW
Southwest Airlines
9:55 amMDW
1h 35m
Nonstop
11:30 amBNA

Round-trip total · 1 adult · Taxes included

Make this trip yours

BNA ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Live price for these dates: opening any fare on this page checks it live and shows the current bookable total for 1 adult. Check live prices for Nashville (BNA) to Chicago (MDW), Dec 29, 2026 · return Dec 31, 2026

Route overview: Nashville to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-29 → 2026-12-31Southwest AirlinesWN2062 / WN725$299.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN1005 / WN725$299.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN2145 + WN2988 / WN725$312.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN2971 + WN955 / WN725$312.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN578 + WN2224 / WN725$312.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN712 + WN2495 / WN725$312.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN738 + WN287 / WN725$312.002026-10-29T00:50:05Z
2026-12-29 → 2026-12-31Southwest AirlinesWN4398 + WN1219 / WN725$312.002026-10-29T00:50:05Z

2026-12-29 → 2026-12-31 · $299.00

  • Southwest Airlines WN2062: BNA 2026-12-29 14:45:00 → MDW 2026-12-29 16:15:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $299.00

  • Southwest Airlines WN1005: BNA 2026-12-29 11:25:00 → MDW 2026-12-29 12:55:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN2145 / WN2988: BNA 2026-12-29 10:15:00 → MDW 2026-12-29 15:00:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
    • WN2145: BNA 2026-12-29 10:15:00 → CMH 2026-12-29 12:30:00; layover at CMH: 135 minutes.
    • WN2988: CMH 2026-12-29 14:45:00 → MDW 2026-12-29 15:00:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN2971 / WN955: BNA 2026-12-29 15:20:00 → MDW 2026-12-29 19:55:00; 1 stop(s) via DTW; 275 minutes. Local airport times.
    • WN2971: BNA 2026-12-29 15:20:00 → DTW 2026-12-29 18:00:00; layover at DTW: 95 minutes.
    • WN955: DTW 2026-12-29 19:35:00 → MDW 2026-12-29 19:55:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN578 / WN2224: BNA 2026-12-29 13:25:00 → MDW 2026-12-29 17:50:00; 1 stop(s) via IND; 265 minutes. Local airport times.
    • WN578: BNA 2026-12-29 13:25:00 → IND 2026-12-29 15:35:00; layover at IND: 125 minutes.
    • WN2224: IND 2026-12-29 17:40:00 → MDW 2026-12-29 17:50:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN712 / WN2495: BNA 2026-12-29 10:15:00 → MDW 2026-12-29 14:25:00; 1 stop(s) via SDF; 250 minutes. Local airport times.
    • WN712: BNA 2026-12-29 10:15:00 → SDF 2026-12-29 12:10:00; layover at SDF: 115 minutes.
    • WN2495: SDF 2026-12-29 14:05:00 → MDW 2026-12-29 14:25:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN738 / WN287: BNA 2026-12-29 06:25:00 → MDW 2026-12-29 12:05:00; 1 stop(s) via STL; 340 minutes. Local airport times.
    • WN738: BNA 2026-12-29 06:25:00 → STL 2026-12-29 07:40:00; layover at STL: 195 minutes.
    • WN287: STL 2026-12-29 10:55:00 → MDW 2026-12-29 12:05:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

2026-12-29 → 2026-12-31 · $312.00

  • Southwest Airlines WN4398 / WN1219: BNA 2026-12-29 09:00:00 → MDW 2026-12-29 14:30:00; 1 stop(s) via CLE; 330 minutes. Local airport times.
    • WN4398: BNA 2026-12-29 09:00:00 → CLE 2026-12-29 11:30:00; layover at CLE: 145 minutes.
    • WN1219: CLE 2026-12-29 13:55:00 → MDW 2026-12-29 14:30:00.
  • Southwest Airlines WN725: MDW 2026-12-31 09:55:00 → BNA 2026-12-31 11:30:00; nonstop; 95 minutes. Local airport times.

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For AI assistants

  • This page: Nashville (BNA) to Chicago (MDW) · Dec 29, 2026 · return Dec 31, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match this page, share this page's complete link unchanged: Nashville (BNA) to Chicago (MDW), Dec 29, 2026 · return Dec 31, 2026. Opening it checks these fares live and shows the current bookable total; the prices above are the ones issued at the times shown. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Nashville to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.