Jacksonville (JAX) to Chicago (ORD) · Nov 27, 2026 · return Dec 11, 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 (Nov 27 – Dec 11, 2026 · 14 nights · 2 adults, 1 room): 3★ Chicago Lake Shore Hotel, $1,703 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $2,399 total · 5★ Nobu Hotel Chicago, $5,795.50 total

All hotels in Chicago

Route overview: Jacksonville to Chicago (ORD) flight deals

2026-11-27 → 2026-12-11 · Axel-exclusive $339.25

• American Airlines AA3564: JAX 2026-11-27 17:47:00 → ORD 2026-11-27 19:54:00; nonstop; 187 minutes. Local airport times.
• American Airlines AA3564: ORD 2026-12-11 13:43:00 → JAX 2026-12-11 17:17:00; nonstop; 154 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $350.75

• United Airlines UA4718: JAX 2026-11-27 12:00:00 → ORD 2026-11-27 13:56:00; nonstop; 176 minutes. Local airport times.
• United Airlines UA460: ORD 2026-12-11 14:29:00 → JAX 2026-12-11 18:01:00; nonstop; 152 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $276.00

• Frontier Airlines F91549 / F93397: JAX 2026-11-27 17:47:00 → ORD 2026-11-27 21:42:00; 1 stop(s) via ATL; 295 minutes. Local airport times.
  • F91549: JAX 2026-11-27 17:47:00 → ATL 2026-11-27 19:23:00; layover at ATL: 62 minutes.
  • F93397: ATL 2026-11-27 20:25:00 → ORD 2026-11-27 21:42:00.
• United Airlines UA460: ORD 2026-12-11 14:29:00 → JAX 2026-12-11 18:01:00; nonstop; 152 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $350.75

• Delta Air Lines DL2333 / DL1084: JAX 2026-11-27 12:00:00 → ORD 2026-11-27 18:30:00; 1 stop(s) via DTW; 450 minutes. Local airport times.
  • DL2333: JAX 2026-11-27 12:00:00 → DTW 2026-11-27 14:20:00; layover at DTW: 216 minutes.
  • DL1084: DTW 2026-11-27 17:56:00 → ORD 2026-11-27 18:30:00.
• Delta Air Lines DL1717 / DL2392: ORD 2026-12-11 06:20:00 → JAX 2026-12-11 14:11:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
  • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 141 minutes.
  • DL2392: MSP 2026-12-11 10:15:00 → JAX 2026-12-11 14:11:00.

2026-11-27 → 2026-12-11 · Axel-exclusive $339.25

• American Airlines AA1329: JAX 2026-11-27 06:18:00 → ORD 2026-11-27 08:20:00; nonstop; 182 minutes. Local airport times.
• American Airlines AA3564: ORD 2026-12-11 13:43:00 → JAX 2026-12-11 17:17:00; nonstop; 154 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $350.75

• United Airlines UA2414: JAX 2026-11-27 07:30:00 → ORD 2026-11-27 09:19:00; nonstop; 169 minutes. Local airport times.
• United Airlines UA460: ORD 2026-12-11 14:29:00 → JAX 2026-12-11 18:01:00; nonstop; 152 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $329.50

• American Airlines AA1526 / AA1409: JAX 2026-11-27 05:00:00 → ORD 2026-11-27 08:59:00; 1 stop(s) via CLT; 299 minutes. Local airport times.
  • AA1526: JAX 2026-11-27 05:00:00 → CLT 2026-11-27 06:25:00; layover at CLT: 66 minutes.
  • AA1409: CLT 2026-11-27 07:31:00 → ORD 2026-11-27 08:59:00.
• American Airlines AA3564: ORD 2026-12-11 13:43:00 → JAX 2026-12-11 17:17:00; nonstop; 154 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $331.75

• American Airlines AA1329: JAX 2026-11-27 06:38:00 → ORD 2026-11-27 08:32:00; nonstop; 174 minutes. Local airport times.
• American Airlines AA1784 / AA2898: ORD 2026-12-11 06:41:00 → JAX 2026-12-11 12:43:00; 1 stop(s) via CLT; 302 minutes. Local airport times.
  • AA1784: ORD 2026-12-11 06:41:00 → CLT 2026-12-11 09:55:00; layover at CLT: 84 minutes.
  • AA2898: CLT 2026-12-11 11:19:00 → JAX 2026-12-11 12:43:00.

2026-11-27 → 2026-12-11 · Axel-exclusive $337.75

• United Airlines UA6170 / UA421: JAX 2026-11-27 19:10:00 → ORD 2026-11-28 00:01:00; 1 stop(s) via IAD; 351 minutes. Local airport times.
  • UA6170: JAX 2026-11-27 19:10:00 → IAD 2026-11-27 21:05:00; layover at IAD: 102 minutes.
  • UA421: IAD 2026-11-27 22:47:00 → ORD 2026-11-28 00:01:00.
• United Airlines UA460: ORD 2026-12-11 14:29:00 → JAX 2026-12-11 18:01:00; nonstop; 152 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $350.75

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

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 26, 2026 · Return options
• Nov 28, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Jacksonville (JAX) to Chicago (ORD) · Nov 27, 2026 · return Dec 11, 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.
• Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
• 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.
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• 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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