Fort Myers (RSW) to Chicago (ORD) · Dec 16, 2026 · return Dec 20, 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

2026-12-16 → 2026-12-20 · Axel-exclusive $216.00

• Frontier Airlines F92033: RSW 2026-12-16 21:57:00 → ORD 2026-12-17 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-20 16:55:00 → RSW 2026-12-20 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $396.00

• American Airlines AA550: RSW 2026-12-16 19:37:00 → ORD 2026-12-16 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-20 12:21:00 → RSW 2026-12-20 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $408.00

• United Airlines UA2347: RSW 2026-12-16 09:00:00 → ORD 2026-12-16 11:16:00; nonstop; 196 minutes. Local airport times.
• United Airlines UA1504: ORD 2026-12-20 18:08:00 → RSW 2026-12-20 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $238.50

• XP XP356 / XP421: RSW 2026-12-16 12:15:00 → ORD 2026-12-16 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-16 12:15:00 → HVN 2026-12-16 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-16 16:25:00 → ORD 2026-12-16 18:18:00.
• Frontier Airlines F92034: ORD 2026-12-20 16:55:00 → RSW 2026-12-20 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $420.00

• Delta Air Lines DL2486 / DL2879: RSW 2026-12-16 13:02:00 → ORD 2026-12-16 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
  • DL2486: RSW 2026-12-16 13:02:00 → ATL 2026-12-16 14:51:00; layover at ATL: 174 minutes.
  • DL2879: ATL 2026-12-16 17:45:00 → ORD 2026-12-16 19:05:00.
• Delta Air Lines DL2358 / DL2209: ORD 2026-12-20 17:02:00 → RSW 2026-12-20 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-12-20 17:02:00 → DTW 2026-12-20 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-12-20 20:35:00 → RSW 2026-12-20 23:31:00.

2026-12-16 → 2026-12-20 · Axel-exclusive $396.00

• American Airlines AA653: RSW 2026-12-16 14:57:00 → ORD 2026-12-16 17:23:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-20 12:21:00 → RSW 2026-12-20 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $408.00

• United Airlines UA2472: RSW 2026-12-16 14:21:00 → ORD 2026-12-16 16:42:00; nonstop; 201 minutes. Local airport times.
• United Airlines UA1504: ORD 2026-12-20 18:08:00 → RSW 2026-12-20 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $382.00

• American Airlines AA653: RSW 2026-12-16 08:15:00 → ORD 2026-12-16 10:40:00; nonstop; 205 minutes. Local airport times.
• American Airlines AA1784 / AA1094: ORD 2026-12-20 06:50:00 → RSW 2026-12-20 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
  • AA1784: ORD 2026-12-20 06:50:00 → CLT 2026-12-20 09:57:00; layover at CLT: 98 minutes.
  • AA1094: CLT 2026-12-20 11:35:00 → RSW 2026-12-20 13:35:00.

2026-12-16 → 2026-12-20 · Axel-exclusive $386.00

• American Airlines AA2515 / AA2174: RSW 2026-12-16 06:00:00 → ORD 2026-12-16 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-16 06:00:00 → CLT 2026-12-16 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-16 11:06:00 → ORD 2026-12-16 12:22:00.
• American Airlines AA1238: ORD 2026-12-20 12:21:00 → RSW 2026-12-20 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $398.00

• United Airlines UA464 / UA4718: RSW 2026-12-16 12:50:00 → ORD 2026-12-16 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-12-16 12:50:00 → CLE 2026-12-16 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-12-16 17:55:00 → ORD 2026-12-16 18:41:00.
• United Airlines UA1504: ORD 2026-12-20 18:08:00 → RSW 2026-12-20 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-16 → 2026-12-20 · Axel-exclusive $398.00

• United Airlines UA365 / UA2333: RSW 2026-12-16 17:48:00 → ORD 2026-12-17 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-12-16 17:48:00 → EWR 2026-12-16 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-12-16 22:11:00 → ORD 2026-12-17 00:01:00.
• United Airlines UA1504: ORD 2026-12-20 18:08:00 → RSW 2026-12-20 22:15:00; nonstop; 187 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 15, 2026 · Return options
• Dec 17, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 16, 2026 · return Dec 20, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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