Jacksonville (JAX) to Chicago (ORD) · Dec 16, 2026 · return Dec 19, 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 Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Chicago for these nights (Dec 16–19, 2026 · 3 nights · 2 adults, 1 room): 3★ The Willows Hotel, $320 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $367 total · 5★ Nobu Hotel Chicago, $1,036 total

All hotels in Chicago

Route overview: Jacksonville to Chicago (ORD) flight deals

2026-12-16 → 2026-12-19 · Axel-exclusive $339.25

• American Airlines AA1329: JAX 2026-12-16 06:38:00 → ORD 2026-12-16 08:32:00; nonstop; 174 minutes. Local airport times.
• American Airlines AA4151: ORD 2026-12-19 08:05:00 → JAX 2026-12-19 11:40:00; nonstop; 155 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $350.75

• United Airlines UA2720: JAX 2026-12-16 16:45:00 → ORD 2026-12-16 18:34:00; nonstop; 169 minutes. Local airport times.
• United Airlines UA3475: ORD 2026-12-19 17:59:00 → JAX 2026-12-19 21:42:00; nonstop; 163 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $293.25

• Frontier Airlines F91549 / F93397: JAX 2026-12-16 17:47:00 → ORD 2026-12-16 21:42:00; 1 stop(s) via ATL; 295 minutes. Local airport times.
  • F91549: JAX 2026-12-16 17:47:00 → ATL 2026-12-16 19:23:00; layover at ATL: 62 minutes.
  • F93397: ATL 2026-12-16 20:25:00 → ORD 2026-12-16 21:42:00.
• United Airlines UA3475: ORD 2026-12-19 17:59:00 → JAX 2026-12-19 21:42:00; nonstop; 163 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $350.75

• Delta Air Lines DL3024 / DL2879: JAX 2026-12-16 14:27:00 → ORD 2026-12-16 19:05:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
  • DL3024: JAX 2026-12-16 14:27:00 → ATL 2026-12-16 15:42:00; layover at ATL: 123 minutes.
  • DL2879: ATL 2026-12-16 17:45:00 → ORD 2026-12-16 19:05:00.
• Delta Air Lines DL1717 / DL2392: ORD 2026-12-19 06:20:00 → JAX 2026-12-19 14:11:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
  • DL1717: ORD 2026-12-19 06:20:00 → MSP 2026-12-19 07:54:00; layover at MSP: 141 minutes.
  • DL2392: MSP 2026-12-19 10:15:00 → JAX 2026-12-19 14:11:00.

2026-12-16 → 2026-12-19 · Axel-exclusive $339.25

• American Airlines AA4151: JAX 2026-12-16 12:39:00 → ORD 2026-12-16 14:30:00; nonstop; 171 minutes. Local airport times.
• American Airlines AA4151: ORD 2026-12-19 08:05:00 → JAX 2026-12-19 11:40:00; nonstop; 155 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $350.75

• United Airlines UA3451: JAX 2026-12-16 09:35:00 → ORD 2026-12-16 11:31:00; nonstop; 176 minutes. Local airport times.
• United Airlines UA3475: ORD 2026-12-19 17:59:00 → JAX 2026-12-19 21:42:00; nonstop; 163 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $293.25

• Frontier Airlines F92862 / F92113: JAX 2026-12-16 09:09:00 → ORD 2026-12-16 14:12:00; 1 stop(s) via PHL; 363 minutes. Local airport times.
  • F92862: JAX 2026-12-16 09:09:00 → PHL 2026-12-16 11:21:00; layover at PHL: 78 minutes.
  • F92113: PHL 2026-12-16 12:39:00 → ORD 2026-12-16 14:12:00.
• United Airlines UA3475: ORD 2026-12-19 17:59:00 → JAX 2026-12-19 21:42:00; nonstop; 163 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $331.75

• American Airlines AA1526 / AA1409: JAX 2026-12-16 05:00:00 → ORD 2026-12-16 08:59:00; 1 stop(s) via CLT; 299 minutes. Local airport times.
  • AA1526: JAX 2026-12-16 05:00:00 → CLT 2026-12-16 06:25:00; layover at CLT: 66 minutes.
  • AA1409: CLT 2026-12-16 07:31:00 → ORD 2026-12-16 08:59:00.
• American Airlines AA4151: ORD 2026-12-19 08:05:00 → JAX 2026-12-19 11:40:00; nonstop; 155 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $340.75

• United Airlines UA6170 / UA421: JAX 2026-12-16 19:10:00 → ORD 2026-12-17 00:01:00; 1 stop(s) via IAD; 351 minutes. Local airport times.
  • UA6170: JAX 2026-12-16 19:10:00 → IAD 2026-12-16 21:05:00; layover at IAD: 102 minutes.
  • UA421: IAD 2026-12-16 22:47:00 → ORD 2026-12-17 00:01:00.
• United Airlines UA3475: ORD 2026-12-19 17:59:00 → JAX 2026-12-19 21:42:00; nonstop; 163 minutes. Local airport times.

2026-12-16 → 2026-12-19 · Axel-exclusive $350.75

• Delta Air Lines DL2333 / DL1084: JAX 2026-12-16 12:00:00 → ORD 2026-12-16 18:30:00; 1 stop(s) via DTW; 450 minutes. Local airport times.
  • DL2333: JAX 2026-12-16 12:00:00 → DTW 2026-12-16 14:20:00; layover at DTW: 216 minutes.
  • DL1084: DTW 2026-12-16 17:56:00 → ORD 2026-12-16 18:30:00.
• Delta Air Lines DL1717 / DL2392: ORD 2026-12-19 06:20:00 → JAX 2026-12-19 14:11:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
  • DL1717: ORD 2026-12-19 06:20:00 → MSP 2026-12-19 07:54:00; layover at MSP: 141 minutes.
  • DL2392: MSP 2026-12-19 10:15:00 → JAX 2026-12-19 14:11:00.

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: Jacksonville (JAX) to Chicago (ORD) · Dec 16, 2026 · return Dec 19, 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 Chicago for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
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