Chicago (MDW) to Tampa (TPA) · Dec 22, 2026 · return Jan 2, 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: Chicago to Tampa (TPA) flight deals

2026-12-22 → 2027-01-02 · Axel-exclusive $469.00

• Southwest Airlines WN1508: MDW 2026-12-22 08:20:00 → TPA 2026-12-22 12:00:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

2026-12-22 → 2027-01-02 · Axel-exclusive $287.00

• Frontier Airlines F92292 / F92724: MDW 2026-12-22 12:28:00 → TPA 2026-12-22 18:30:00; 1 stop(s) via ATL; 302 minutes. Local airport times.
  • F92292: MDW 2026-12-22 12:28:00 → ATL 2026-12-22 15:41:00; layover at ATL: 74 minutes.
  • F92724: ATL 2026-12-22 16:55:00 → TPA 2026-12-22 18:30:00.
• Frontier Airlines F94435 / F92779: TPA 2027-01-02 13:05:00 → MDW 2027-01-02 17:47:00; 1 stop(s) via ATL; 342 minutes. Local airport times.
  • F94435: TPA 2027-01-02 13:05:00 → ATL 2027-01-02 14:54:00; layover at ATL: 111 minutes.
  • F92779: ATL 2027-01-02 16:45:00 → MDW 2027-01-02 17:47:00.

2026-12-22 → 2027-01-02 · Axel-exclusive $560.00

• Delta Air Lines DL1063 / DL1425: MDW 2026-12-22 11:28:00 → TPA 2026-12-22 18:15:00; 1 stop(s) via ATL; 347 minutes. Local airport times.
  • DL1063: MDW 2026-12-22 11:28:00 → ATL 2026-12-22 14:22:00; layover at ATL: 143 minutes.
  • DL1425: ATL 2026-12-22 16:45:00 → TPA 2026-12-22 18:15:00.
• Delta Air Lines DL1726 / DL1063: TPA 2027-01-02 06:20:00 → MDW 2027-01-02 10:00:00; 1 stop(s) via ATL; 280 minutes. Local airport times.
  • DL1726: TPA 2027-01-02 06:20:00 → ATL 2027-01-02 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2027-01-02 08:55:00 → MDW 2027-01-02 10:00:00.

2026-12-22 → 2027-01-02 · Axel-exclusive $469.00

• Southwest Airlines WN3048: MDW 2026-12-22 13:20:00 → TPA 2026-12-22 16:55:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

2026-12-22 → 2027-01-02 · Axel-exclusive $451.50

• Southwest Airlines WN1742 / WN2718: MDW 2026-12-22 17:10:00 → TPA 2026-12-22 23:55:00; 1 stop(s) via MCI; 345 minutes. Local airport times.
  • WN1742: MDW 2026-12-22 17:10:00 → MCI 2026-12-22 18:40:00; layover at MCI: 100 minutes.
  • WN2718: MCI 2026-12-22 20:20:00 → TPA 2026-12-22 23:55:00.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

2026-12-22 → 2027-01-02 · Axel-exclusive $451.50

• Southwest Airlines WN3002 / WN3508: MDW 2026-12-22 07:40:00 → TPA 2026-12-22 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
  • WN3002: MDW 2026-12-22 07:40:00 → PIT 2026-12-22 10:00:00; layover at PIT: 70 minutes.
  • WN3508: PIT 2026-12-22 11:10:00 → TPA 2026-12-22 13:35:00.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

2026-12-22 → 2027-01-02 · Axel-exclusive $451.50

• Southwest Airlines WN3854 / WN1193: MDW 2026-12-22 08:15:00 → TPA 2026-12-22 15:10:00; 1 stop(s) via SDF; 355 minutes. Local airport times.
  • WN3854: MDW 2026-12-22 08:15:00 → SDF 2026-12-22 10:30:00; layover at SDF: 160 minutes.
  • WN1193: SDF 2026-12-22 13:10:00 → TPA 2026-12-22 15:10:00.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

2026-12-22 → 2027-01-02 · Axel-exclusive $451.50

• Southwest Airlines WN2886 / WN314: MDW 2026-12-22 13:20:00 → TPA 2026-12-22 18:55:00; 1 stop(s) via ATL; 275 minutes. Local airport times.
  • WN2886: MDW 2026-12-22 13:20:00 → ATL 2026-12-22 16:10:00; layover at ATL: 80 minutes.
  • WN314: ATL 2026-12-22 17:30:00 → TPA 2026-12-22 18:55:00.
• Southwest Airlines WN3029: TPA 2027-01-02 16:30:00 → MDW 2027-01-02 18:15:00; nonstop; 165 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 21, 2026 · Return options
• Dec 23, 2026 · Return options
• Hotels in Tampa with Axel

For AI assistants

• This page: Chicago (MDW) to Tampa (TPA) · Dec 22, 2026 · return Jan 2, 2027: 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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