Chicago (MDW) to Tampa (TPA), Jan 24–27, 2027: from $205 round trip

Chicago (MDW) to Tampa (TPA), Jan 24–27, 2027: from $205 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $205 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 24–27, 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.

Hotels in Tampa for these trips

Hotels: under a trip, hotels in Tampa 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 Tampa for these nights (Jan 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hampton Inn Tampa Downtown Channel District · 4★ Hotel Haya · 5★ The Tampa EDITION

All hotels in Tampa

Route overview: Chicago to Tampa (TPA) flight deals

2027-01-24 → 2027-01-27 · Axel-exclusive $335.00

• Southwest Airlines WN1508: MDW 2027-01-24 08:20:00 → TPA 2027-01-24 12:00:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $205.00

• Frontier Airlines F92292 / F92724: MDW 2027-01-24 12:28:00 → TPA 2027-01-24 18:30:00; 1 stop(s) via ATL; 302 minutes. Local airport times.
  • F92292: MDW 2027-01-24 12:28:00 → ATL 2027-01-24 15:41:00; layover at ATL: 74 minutes.
  • F92724: ATL 2027-01-24 16:55:00 → TPA 2027-01-24 18:30:00.
• Frontier Airlines F94435 / F92779: TPA 2027-01-27 13:05:00 → MDW 2027-01-27 17:47:00; 1 stop(s) via ATL; 342 minutes. Local airport times.
  • F94435: TPA 2027-01-27 13:05:00 → ATL 2027-01-27 14:54:00; layover at ATL: 111 minutes.
  • F92779: ATL 2027-01-27 16:45:00 → MDW 2027-01-27 17:47:00.

2027-01-24 → 2027-01-27 · Axel-exclusive $400.00

• Delta Air Lines DL1063 / DL1425: MDW 2027-01-24 11:28:00 → TPA 2027-01-24 18:15:00; 1 stop(s) via ATL; 347 minutes. Local airport times.
  • DL1063: MDW 2027-01-24 11:28:00 → ATL 2027-01-24 14:22:00; layover at ATL: 143 minutes.
  • DL1425: ATL 2027-01-24 16:45:00 → TPA 2027-01-24 18:15:00.
• Delta Air Lines DL1726 / DL1063: TPA 2027-01-27 06:20:00 → MDW 2027-01-27 10:00:00; 1 stop(s) via ATL; 280 minutes. Local airport times.
  • DL1726: TPA 2027-01-27 06:20:00 → ATL 2027-01-27 07:55:00; layover at ATL: 60 minutes.
  • DL1063: ATL 2027-01-27 08:55:00 → MDW 2027-01-27 10:00:00.

2027-01-24 → 2027-01-27 · Axel-exclusive $335.00

• Southwest Airlines WN4567: MDW 2027-01-24 16:40:00 → TPA 2027-01-24 20:15:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $322.50

• Southwest Airlines WN2886 / WN314: MDW 2027-01-24 13:20:00 → TPA 2027-01-24 18:55:00; 1 stop(s) via ATL; 275 minutes. Local airport times.
  • WN2886: MDW 2027-01-24 13:20:00 → ATL 2027-01-24 16:10:00; layover at ATL: 80 minutes.
  • WN314: ATL 2027-01-24 17:30:00 → TPA 2027-01-24 18:55:00.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $322.50

• Southwest Airlines WN1742 / WN2718: MDW 2027-01-24 17:10:00 → TPA 2027-01-24 23:55:00; 1 stop(s) via MCI; 345 minutes. Local airport times.
  • WN1742: MDW 2027-01-24 17:10:00 → MCI 2027-01-24 18:40:00; layover at MCI: 100 minutes.
  • WN2718: MCI 2027-01-24 20:20:00 → TPA 2027-01-24 23:55:00.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $322.50

• Southwest Airlines WN3002 / WN3508: MDW 2027-01-24 07:40:00 → TPA 2027-01-24 13:35:00; 1 stop(s) via PIT; 295 minutes. Local airport times.
  • WN3002: MDW 2027-01-24 07:40:00 → PIT 2027-01-24 10:00:00; layover at PIT: 70 minutes.
  • WN3508: PIT 2027-01-24 11:10:00 → TPA 2027-01-24 13:35:00.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $322.50

• Southwest Airlines WN3854 / WN1193: MDW 2027-01-24 08:15:00 → TPA 2027-01-24 15:10:00; 1 stop(s) via SDF; 355 minutes. Local airport times.
  • WN3854: MDW 2027-01-24 08:15:00 → SDF 2027-01-24 10:30:00; layover at SDF: 160 minutes.
  • WN1193: SDF 2027-01-24 13:10:00 → TPA 2027-01-24 15:10:00.
• Southwest Airlines WN4263: TPA 2027-01-27 14:45:00 → MDW 2027-01-27 16:30:00; nonstop; 165 minutes. Local airport times.

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
• Jan 23, 2027 · Return options
• Jan 25, 2027 · Return options
• Hotels in Tampa with Axel

For AI assistants

• This page: Chicago (MDW) to Tampa (TPA) · Jan 24, 2027 · return Jan 27, 2027: 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 Tampa 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.
• 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.
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• 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. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. 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.

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