Fort Myers (RSW) to Chicago (ORD) · Dec 19, 2026 · return Dec 24, 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

2026-12-19 → 2026-12-24 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-24 16:55:00 → RSW 2026-12-24 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-24 · Axel-exclusive $462.00

• American Airlines AA669: RSW 2026-12-19 17:25:00 → ORD 2026-12-19 19:59:00; nonstop; 214 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-24 18:50:00 → RSW 2026-12-24 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2026-12-24 · Axel-exclusive $388.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• American Airlines AA648: ORD 2026-12-24 18:50:00 → RSW 2026-12-24 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2026-12-24 · Axel-exclusive $448.00

• United Airlines UA464 / UA4718: RSW 2026-12-19 12:50:00 → ORD 2026-12-19 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-12-19 12:50:00 → CLE 2026-12-19 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-12-19 17:55:00 → ORD 2026-12-19 18:41:00.
• United Airlines UA564 / UA562: ORD 2026-12-24 05:30:00 → RSW 2026-12-24 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-24 05:30:00 → IAH 2026-12-24 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-24 09:45:00 → RSW 2026-12-24 13:00:00.

2026-12-19 → 2026-12-24 · Axel-exclusive $462.00

• American Airlines AA653: RSW 2026-12-19 08:15:00 → ORD 2026-12-19 10:40:00; nonstop; 205 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-24 18:50:00 → RSW 2026-12-24 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2026-12-24 · Axel-exclusive $448.00

• American Airlines AA2515 / AA2174: RSW 2026-12-19 06:00:00 → ORD 2026-12-19 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-19 06:00:00 → CLT 2026-12-19 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-19 11:06:00 → ORD 2026-12-19 12:22:00.
• American Airlines AA648: ORD 2026-12-24 18:50:00 → RSW 2026-12-24 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2026-12-24 · Axel-exclusive $448.00

• American Airlines AA653: RSW 2026-12-19 14:57:00 → ORD 2026-12-19 17:23:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA1784 / AA1094: ORD 2026-12-24 06:50:00 → RSW 2026-12-24 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
  • AA1784: ORD 2026-12-24 06:50:00 → CLT 2026-12-24 09:57:00; layover at CLT: 98 minutes.
  • AA1094: CLT 2026-12-24 11:35:00 → RSW 2026-12-24 13:35:00.

2026-12-19 → 2026-12-24 · Axel-exclusive $448.00

• United Airlines UA365 / UA2333: RSW 2026-12-19 17:48:00 → ORD 2026-12-20 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-12-19 17:48:00 → EWR 2026-12-19 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-12-19 22:11:00 → ORD 2026-12-20 00:01:00.
• United Airlines UA564 / UA562: ORD 2026-12-24 05:30:00 → RSW 2026-12-24 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-24 05:30:00 → IAH 2026-12-24 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-24 09:45:00 → RSW 2026-12-24 13:00:00.

2026-12-19 → 2026-12-24 · Axel-exclusive $462.00

• United Airlines UA2462: RSW 2026-12-19 14:35:00 → ORD 2026-12-19 17:00:00; nonstop; 205 minutes. Local airport times.
• United Airlines UA564 / UA562: ORD 2026-12-24 05:30:00 → RSW 2026-12-24 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-24 05:30:00 → IAH 2026-12-24 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-24 09:45:00 → RSW 2026-12-24 13:00:00.

Explore this route

• All dates for this route
• Dec 18, 2026 · Return options
• Dec 20, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 19, 2026 · return Dec 24, 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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