Chicago (MDW) to Fort Myers (RSW), Nov 12–15, 2026: from $313 round trip

Chicago (MDW) to Fort Myers (RSW), Nov 12–15, 2026: from $313 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $313 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 12–15, 2026, 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 Fort Myers for these trips

Hotels: under a trip, hotels in Fort Myers 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 Fort Myers for these nights (Nov 12–15, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Fort Myers/at The Forum, $258 total · 4★ Crowne Plaza Ft. Myers Gulf Coast by IHG, $561 total

All hotels in Fort Myers

Route overview: Chicago to Fort Myers (RSW) flight deals

2026-11-12 → 2026-11-15 · Axel-exclusive $330.00

• Southwest Airlines WN2097: MDW 2026-11-12 13:15:00 → RSW 2026-11-12 17:00:00; nonstop; 165 minutes. Local airport times.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $350.00

• Delta Air Lines DL2417 / DL1124: MDW 2026-11-12 13:02:00 → RSW 2026-11-12 18:54:00; 1 stop(s) via ATL; 292 minutes. Local airport times.
  • DL2417: MDW 2026-11-12 13:02:00 → ATL 2026-11-12 16:01:00; layover at ATL: 76 minutes.
  • DL1124: ATL 2026-11-12 17:17:00 → RSW 2026-11-12 18:54:00.
• Delta Air Lines DL2277 / DL4688: RSW 2026-11-15 08:00:00 → MDW 2026-11-15 13:01:00; 1 stop(s) via DTW; 361 minutes. Local airport times.
  • DL2277: RSW 2026-11-15 08:00:00 → DTW 2026-11-15 10:54:00; layover at DTW: 110 minutes.
  • DL4688: DTW 2026-11-15 12:44:00 → MDW 2026-11-15 13:01:00.

2026-11-12 → 2026-11-15 · Axel-exclusive $330.00

• Southwest Airlines WN4566: MDW 2026-11-12 18:25:00 → RSW 2026-11-12 22:20:00; nonstop; 175 minutes. Local airport times.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $312.50

• Southwest Airlines WN2737 / WN4149: MDW 2026-11-12 11:30:00 → RSW 2026-11-12 17:45:00; 1 stop(s) via STL; 315 minutes. Local airport times.
  • WN2737: MDW 2026-11-12 11:30:00 → STL 2026-11-12 12:40:00; layover at STL: 100 minutes.
  • WN4149: STL 2026-11-12 14:20:00 → RSW 2026-11-12 17:45:00.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $312.50

• Southwest Airlines WN1051 / WN1331: MDW 2026-11-12 07:40:00 → RSW 2026-11-12 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
  • WN1051: MDW 2026-11-12 07:40:00 → BUF 2026-11-12 10:05:00; layover at BUF: 80 minutes.
  • WN1331: BUF 2026-11-12 11:25:00 → RSW 2026-11-12 14:30:00.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $312.50

• Southwest Airlines WN2867 / WN2181: MDW 2026-11-12 06:40:00 → RSW 2026-11-12 13:50:00; 1 stop(s) via HOU; 370 minutes. Local airport times.
  • WN2867: MDW 2026-11-12 06:40:00 → HOU 2026-11-12 09:20:00; layover at HOU: 80 minutes.
  • WN2181: HOU 2026-11-12 10:40:00 → RSW 2026-11-12 13:50:00.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $312.50

• Southwest Airlines WN14 / WN2231: MDW 2026-11-12 14:30:00 → RSW 2026-11-12 21:10:00; 1 stop(s) via BWI; 340 minutes. Local airport times.
  • WN14: MDW 2026-11-12 14:30:00 → BWI 2026-11-12 17:15:00; layover at BWI: 65 minutes.
  • WN2231: BWI 2026-11-12 18:20:00 → RSW 2026-11-12 21:10:00.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-12 → 2026-11-15 · Axel-exclusive $312.50

• Southwest Airlines WN2964 / WN345: MDW 2026-11-12 05:15:00 → RSW 2026-11-12 11:40:00; 1 stop(s) via MCO; 325 minutes. Local airport times.
  • WN2964: MDW 2026-11-12 05:15:00 → MCO 2026-11-12 08:45:00; layover at MCO: 115 minutes.
  • WN345: MCO 2026-11-12 10:40:00 → RSW 2026-11-12 11:40:00.
• Southwest Airlines WN2106: RSW 2026-11-15 13:05:00 → MDW 2026-11-15 15:00:00; nonstop; 175 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
• Nov 11, 2026 · Return options
• Nov 13, 2026 · Return options
• Hotels in Fort Myers with Axel

For AI assistants

• This page: Chicago (MDW) to Fort Myers (RSW) · Nov 12, 2026 · return Nov 15, 2026: 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 Fort Myers 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.
• 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 Chicago to Fort Myers (RSW) 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. 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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