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Chicago → Tampa

Dec 21, 2026 · return Jan 4, 2027

MDW → TPA1 adulteconomyRound trip

8 flight options · 3 airlines

Nonstop flights

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
1:20 pmMDW
2h 35m
Nonstop
4:55 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
8:20 amMDW
2h 40m
Nonstop
12:00 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Mon, Jan 4

Frontier Airlines
12:28 pmMDW
5h 2m
ATL · 1h 14m
6:30 pmTPA
Frontier Airlines
1:05 pmTPA
5h 42m
ATL · 1h 51m
5:47 pmMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Delta Air Lines
11:28 amMDW
5h 47m
ATL · 2h 23m
6:15 pmTPA
Delta Air Lines
6:20 amTPA
4h 40m
ATL · 1h
10:00 amMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
5:10 pmMDW
5h 45m
MCI · 1h 40m
11:55 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
7:40 amMDW
4h 55m
PIT · 1h 10m
1:35 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
8:15 amMDW
5h 55m
SDF · 2h 40m
3:10 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Southwest Airlines
1:20 pmMDW
4h 35m
ATL · 1h 20m
6:55 pmTPA
Southwest Airlines
7:50 pmTPA
2h 45m
Nonstop
9:35 pmMDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ TPA

Economy

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

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2027-01-04Southwest AirlinesWN3048 / WN3016$402.002026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Frontier AirlinesF92292 + F92724 / F94435 + F92779$246.002026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Delta Air LinesDL1063 + DL1425 / DL1726 + DL1063$480.002026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Southwest AirlinesWN1508 / WN3016$402.002026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Southwest AirlinesWN1742 + WN2718 / WN3016$384.502026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Southwest AirlinesWN3002 + WN3508 / WN3016$384.502026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Southwest AirlinesWN3854 + WN1193 / WN3016$384.502026-10-29T01:29:13Z
2026-12-21 → 2027-01-04Southwest AirlinesWN2886 + WN314 / WN3016$384.502026-10-29T01:29:13Z

2026-12-21 → 2027-01-04 · $402.00

  • Southwest Airlines WN3048: MDW 2026-12-21 13:20:00 → TPA 2026-12-21 16:55:00; nonstop; 155 minutes. Local airport times.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $246.00

  • Frontier Airlines F92292 / F92724: MDW 2026-12-21 12:28:00 → TPA 2026-12-21 18:30:00; 1 stop(s) via ATL; 302 minutes. Local airport times.
    • F92292: MDW 2026-12-21 12:28:00 → ATL 2026-12-21 15:41:00; layover at ATL: 74 minutes.
    • F92724: ATL 2026-12-21 16:55:00 → TPA 2026-12-21 18:30:00.
  • Frontier Airlines F94435 / F92779: TPA 2027-01-04 13:05:00 → MDW 2027-01-04 17:47:00; 1 stop(s) via ATL; 342 minutes. Local airport times.
    • F94435: TPA 2027-01-04 13:05:00 → ATL 2027-01-04 14:54:00; layover at ATL: 111 minutes.
    • F92779: ATL 2027-01-04 16:45:00 → MDW 2027-01-04 17:47:00.

2026-12-21 → 2027-01-04 · $480.00

  • Delta Air Lines DL1063 / DL1425: MDW 2026-12-21 11:28:00 → TPA 2026-12-21 18:15:00; 1 stop(s) via ATL; 347 minutes. Local airport times.
    • DL1063: MDW 2026-12-21 11:28:00 → ATL 2026-12-21 14:22:00; layover at ATL: 143 minutes.
    • DL1425: ATL 2026-12-21 16:45:00 → TPA 2026-12-21 18:15:00.
  • Delta Air Lines DL1726 / DL1063: TPA 2027-01-04 06:20:00 → MDW 2027-01-04 10:00:00; 1 stop(s) via ATL; 280 minutes. Local airport times.
    • DL1726: TPA 2027-01-04 06:20:00 → ATL 2027-01-04 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2027-01-04 08:55:00 → MDW 2027-01-04 10:00:00.

2026-12-21 → 2027-01-04 · $402.00

  • Southwest Airlines WN1508: MDW 2026-12-21 08:20:00 → TPA 2026-12-21 12:00:00; nonstop; 160 minutes. Local airport times.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $384.50

  • Southwest Airlines WN1742 / WN2718: MDW 2026-12-21 17:10:00 → TPA 2026-12-21 23:55:00; 1 stop(s) via MCI; 345 minutes. Local airport times.
    • WN1742: MDW 2026-12-21 17:10:00 → MCI 2026-12-21 18:40:00; layover at MCI: 100 minutes.
    • WN2718: MCI 2026-12-21 20:20:00 → TPA 2026-12-21 23:55:00.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $384.50

  • Southwest Airlines WN3002 / WN3508: MDW 2026-12-21 07:40:00 → TPA 2026-12-21 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
    • WN3002: MDW 2026-12-21 07:40:00 → PIT 2026-12-21 10:00:00; layover at PIT: 70 minutes.
    • WN3508: PIT 2026-12-21 11:10:00 → TPA 2026-12-21 13:35:00.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $384.50

  • Southwest Airlines WN3854 / WN1193: MDW 2026-12-21 08:15:00 → TPA 2026-12-21 15:10:00; 1 stop(s) via SDF; 355 minutes. Local airport times.
    • WN3854: MDW 2026-12-21 08:15:00 → SDF 2026-12-21 10:30:00; layover at SDF: 160 minutes.
    • WN1193: SDF 2026-12-21 13:10:00 → TPA 2026-12-21 15:10:00.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $384.50

  • Southwest Airlines WN2886 / WN314: MDW 2026-12-21 13:20:00 → TPA 2026-12-21 18:55:00; 1 stop(s) via ATL; 275 minutes. Local airport times.
    • WN2886: MDW 2026-12-21 13:20:00 → ATL 2026-12-21 16:10:00; layover at ATL: 80 minutes.
    • WN314: ATL 2026-12-21 17:30:00 → TPA 2026-12-21 18:55:00.
  • Southwest Airlines WN3016: TPA 2027-01-04 19:50:00 → MDW 2027-01-04 21:35:00; nonstop; 165 minutes. Local airport times.

More dates for this route