Tampa (TPA) to Chicago (MDW), Jan 11–17, 2027: from $260 round trip
Tampa (TPA) to Chicago (MDW), Jan 11–17, 2027: from $260 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $260 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 11–17, 2027, 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.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN2977 + WN3175 / WN3002 + WN3508 | 08:05:00→12:30:00 5h 25m 1 stop via MSY · 07:40:00→13:35:00 4h 55m 1 stop via PIT | Axel-exclusive $260.00 | 2026-10-29T01:30:10Z |
| 2027-01-11 → 2027-01-17 | Delta Air Lines | DL1726 + DL1063 / DL1063 + DL1425 | 06:20:00→10:00:00 4h 40m 1 stop via ATL · 11:28:00→18:15:00 5h 47m 1 stop via ATL | Axel-exclusive $350.00 | 2026-10-29T01:30:10Z |
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN523 + WN1005 / WN3002 + WN3508 | 08:05:00→12:55:00 5h 50m 1 stop via BNA · 07:40:00→13:35:00 4h 55m 1 stop via PIT | Axel-exclusive $260.00 | 2026-10-29T01:30:10Z |
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN4269 + WN1718 / WN3002 + WN3508 | 15:55:00→19:40:00 4h 45m 1 stop via CMH · 07:40:00→13:35:00 4h 55m 1 stop via PIT | Axel-exclusive $260.00 | 2026-10-29T01:30:10Z |
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN186 + WN4770 / WN3002 + WN3508 | 18:05:00→23:00:00 5h 55m 1 stop via STL · 07:40:00→13:35:00 4h 55m 1 stop via PIT | Axel-exclusive $260.00 | 2026-10-29T01:30:10Z |
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN3016 / WN3002 + WN3508 | 19:50:00→21:35:00 2h 45m nonstop · 07:40:00→13:35:00 4h 55m 1 stop via PIT | Axel-exclusive $270.00 | 2026-10-29T01:30:10Z |
Route overview: Tampa to Chicago (MDW) flight deals
2027-01-11 → 2027-01-17 · Axel-exclusive $260.00
- Southwest Airlines WN2977 / WN3175: TPA 2027-01-11 08:05:00 → MDW 2027-01-11 12:30:00; 1 stop(s) via MSY; 325 minutes. Local airport times.
- WN2977: TPA 2027-01-11 08:05:00 → MSY 2027-01-11 08:45:00; layover at MSY: 85 minutes.
- WN3175: MSY 2027-01-11 10:10:00 → MDW 2027-01-11 12:30:00.
- Southwest Airlines WN3002 / WN3508: MDW 2027-01-17 07:40:00 → TPA 2027-01-17 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
- WN3002: MDW 2027-01-17 07:40:00 → PIT 2027-01-17 10:00:00; layover at PIT: 70 minutes.
- WN3508: PIT 2027-01-17 11:10:00 → TPA 2027-01-17 13:35:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $350.00
- Delta Air Lines DL1726 / DL1063: TPA 2027-01-11 06:20:00 → MDW 2027-01-11 10:00:00; 1 stop(s) via ATL; 280 minutes. Local airport times.
- DL1726: TPA 2027-01-11 06:20:00 → ATL 2027-01-11 07:55:00; layover at ATL: 60 minutes.
- DL1063: ATL 2027-01-11 08:55:00 → MDW 2027-01-11 10:00:00.
- Delta Air Lines DL1063 / DL1425: MDW 2027-01-17 11:28:00 → TPA 2027-01-17 18:15:00; 1 stop(s) via ATL; 347 minutes. Local airport times.
- DL1063: MDW 2027-01-17 11:28:00 → ATL 2027-01-17 14:22:00; layover at ATL: 143 minutes.
- DL1425: ATL 2027-01-17 16:45:00 → TPA 2027-01-17 18:15:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $260.00
- Southwest Airlines WN523 / WN1005: TPA 2027-01-11 08:05:00 → MDW 2027-01-11 12:55:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
- WN523: TPA 2027-01-11 08:05:00 → BNA 2027-01-11 09:00:00; layover at BNA: 145 minutes.
- WN1005: BNA 2027-01-11 11:25:00 → MDW 2027-01-11 12:55:00.
- Southwest Airlines WN3002 / WN3508: MDW 2027-01-17 07:40:00 → TPA 2027-01-17 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
- WN3002: MDW 2027-01-17 07:40:00 → PIT 2027-01-17 10:00:00; layover at PIT: 70 minutes.
- WN3508: PIT 2027-01-17 11:10:00 → TPA 2027-01-17 13:35:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $260.00
- Southwest Airlines WN4269 / WN1718: TPA 2027-01-11 15:55:00 → MDW 2027-01-11 19:40:00; 1 stop(s) via CMH; 285 minutes. Local airport times.
- WN4269: TPA 2027-01-11 15:55:00 → CMH 2027-01-11 18:10:00; layover at CMH: 80 minutes.
- WN1718: CMH 2027-01-11 19:30:00 → MDW 2027-01-11 19:40:00.
- Southwest Airlines WN3002 / WN3508: MDW 2027-01-17 07:40:00 → TPA 2027-01-17 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
- WN3002: MDW 2027-01-17 07:40:00 → PIT 2027-01-17 10:00:00; layover at PIT: 70 minutes.
- WN3508: PIT 2027-01-17 11:10:00 → TPA 2027-01-17 13:35:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $260.00
- Southwest Airlines WN186 / WN4770: TPA 2027-01-11 18:05:00 → MDW 2027-01-11 23:00:00; 1 stop(s) via STL; 355 minutes. Local airport times.
- WN186: TPA 2027-01-11 18:05:00 → STL 2027-01-11 19:40:00; layover at STL: 130 minutes.
- WN4770: STL 2027-01-11 21:50:00 → MDW 2027-01-11 23:00:00.
- Southwest Airlines WN3002 / WN3508: MDW 2027-01-17 07:40:00 → TPA 2027-01-17 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
- WN3002: MDW 2027-01-17 07:40:00 → PIT 2027-01-17 10:00:00; layover at PIT: 70 minutes.
- WN3508: PIT 2027-01-17 11:10:00 → TPA 2027-01-17 13:35:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $270.00
- Southwest Airlines WN3016: TPA 2027-01-11 19:50:00 → MDW 2027-01-11 21:35:00; nonstop; 165 minutes. Local airport times.
- Southwest Airlines WN3002 / WN3508: MDW 2027-01-17 07:40:00 → TPA 2027-01-17 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
- WN3002: MDW 2027-01-17 07:40:00 → PIT 2027-01-17 10:00:00; layover at PIT: 70 minutes.
- WN3508: PIT 2027-01-17 11:10:00 → TPA 2027-01-17 13:35:00.
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.
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