Fort Myers (RSW) to Chicago (ORD) · Nov 22, 2026 · return Dec 6, 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.

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

2026-11-22 → 2026-12-06 · Axel-exclusive $211.50

• Frontier Airlines F92033: RSW 2026-11-22 21:57:00 → ORD 2026-11-23 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-06 15:30:00 → RSW 2026-12-06 19:32:00; nonstop; 182 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $387.75

• American Airlines AA653: RSW 2026-11-22 14:57:00 → ORD 2026-11-22 17:23:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-06 12:21:00 → RSW 2026-12-06 16:26:00; nonstop; 185 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $399.50

• United Airlines UA2347: RSW 2026-11-22 09:10:00 → ORD 2026-11-22 11:24:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA2744: ORD 2026-12-06 09:00:00 → RSW 2026-12-06 13:03:00; nonstop; 183 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $321.88

• XP XP356 / XP421: RSW 2026-11-22 12:15:00 → ORD 2026-11-22 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-11-22 12:15:00 → HVN 2026-11-22 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-11-22 16:25:00 → ORD 2026-11-22 18:18:00.
• United Airlines UA2744: ORD 2026-12-06 09:00:00 → RSW 2026-12-06 13:03:00; nonstop; 183 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $411.25

• Delta Air Lines DL2277 / DL1716: RSW 2026-11-22 08:00:00 → ORD 2026-11-22 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
  • DL2277: RSW 2026-11-22 08:00:00 → DTW 2026-11-22 10:54:00; layover at DTW: 153 minutes.
  • DL1716: DTW 2026-11-22 13:27:00 → ORD 2026-11-22 13:59:00.
• Delta Air Lines DL5029 / DL2843: ORD 2026-12-06 10:15:00 → RSW 2026-12-06 18:37:00; 1 stop(s) via JFK; 442 minutes. Local airport times.
  • DL5029: ORD 2026-12-06 10:15:00 → JFK 2026-12-06 13:40:00; layover at JFK: 100 minutes.
  • DL2843: JFK 2026-12-06 15:20:00 → RSW 2026-12-06 18:37:00.

2026-11-22 → 2026-12-06 · Axel-exclusive $387.75

• American Airlines AA3289: RSW 2026-11-22 11:50:00 → ORD 2026-11-22 14:16:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-06 12:21:00 → RSW 2026-12-06 16:26:00; nonstop; 185 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $399.50

• United Airlines UA2420: RSW 2026-11-22 18:41:00 → ORD 2026-11-22 21:00:00; nonstop; 199 minutes. Local airport times.
• United Airlines UA2744: ORD 2026-12-06 09:00:00 → RSW 2026-12-06 13:03:00; nonstop; 183 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $377.75

• American Airlines AA653: RSW 2026-11-22 08:15:00 → ORD 2026-11-22 10:40:00; nonstop; 205 minutes. Local airport times.
• American Airlines AA1784 / AA1094: ORD 2026-12-06 06:50:00 → RSW 2026-12-06 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
  • AA1784: ORD 2026-12-06 06:50:00 → CLT 2026-12-06 09:57:00; layover at CLT: 98 minutes.
  • AA1094: CLT 2026-12-06 11:35:00 → RSW 2026-12-06 13:35:00.

2026-11-22 → 2026-12-06 · Axel-exclusive $386.00

• United Airlines UA464 / UA4718: RSW 2026-11-22 12:50:00 → ORD 2026-11-22 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-11-22 12:50:00 → CLE 2026-11-22 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-11-22 17:55:00 → ORD 2026-11-22 18:41:00.
• United Airlines UA2744: ORD 2026-12-06 09:00:00 → RSW 2026-12-06 13:03:00; nonstop; 183 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $386.00

• United Airlines UA365 / UA2333: RSW 2026-11-22 17:48:00 → ORD 2026-11-23 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-11-22 17:48:00 → EWR 2026-11-22 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-11-22 22:11:00 → ORD 2026-11-23 00:01:00.
• United Airlines UA2744: ORD 2026-12-06 09:00:00 → RSW 2026-12-06 13:03:00; nonstop; 183 minutes. Local airport times.

2026-11-22 → 2026-12-06 · Axel-exclusive $411.25

• Delta Air Lines DL2486 / DL2879: RSW 2026-11-22 13:02:00 → ORD 2026-11-22 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
  • DL2486: RSW 2026-11-22 13:02:00 → ATL 2026-11-22 14:51:00; layover at ATL: 174 minutes.
  • DL2879: ATL 2026-11-22 17:45:00 → ORD 2026-11-22 19:05:00.
• Delta Air Lines DL5029 / DL2843: ORD 2026-12-06 10:15:00 → RSW 2026-12-06 18:37:00; 1 stop(s) via JFK; 442 minutes. Local airport times.
  • DL5029: ORD 2026-12-06 10:15:00 → JFK 2026-12-06 13:40:00; layover at JFK: 100 minutes.
  • DL2843: JFK 2026-12-06 15:20:00 → RSW 2026-12-06 18:37:00.

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.

Explore this route

• All dates for this route
• Nov 21, 2026 · Return options
• Nov 23, 2026 · Return options
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