Chicago (ORD) to San Jose (SJC) · Dec 25, 2026 · return Dec 31, 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 San Jose, California for these trips

Hotels: under a trip, hotels in San Jose, California 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 San Jose, California for these nights (Dec 25–31, 2026 · 6 nights · 2 adults, 1 room): 3★ Sonesta San Jose - Milpitas, $432 total · 4★ Sonesta Silicon Valley, $452 total

All hotels in San Jose, California

Route overview: Chicago to San Jose (SJC) flight deals

2026-12-25 → 2026-12-31 · Axel-exclusive $533.00

• United Airlines UA1840: ORD 2026-12-25 19:45:00 → SJC 2026-12-25 22:45:00; nonstop; 300 minutes. Local airport times.
• United Airlines UA2382: SJC 2026-12-31 23:00:00 → ORD 2027-01-01 05:17:00; nonstop; 257 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $468.00

• American Airlines AA3111 / AS672: ORD 2026-12-25 16:45:00 → SJC 2026-12-25 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
  • AA3111: ORD 2026-12-25 16:45:00 → SAN 2026-12-25 19:18:00; layover at SAN: 121 minutes.
  • AS672: SAN 2026-12-25 21:19:00 → SJC 2026-12-25 22:56:00.
• American Airlines AA3257 / AA1528: SJC 2026-12-31 13:05:00 → ORD 2026-12-31 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
  • AA3257: SJC 2026-12-31 13:05:00 → PHX 2026-12-31 16:05:00; layover at PHX: 81 minutes.
  • AA1528: PHX 2026-12-31 17:26:00 → ORD 2026-12-31 21:58:00.

2026-12-25 → 2026-12-31 · Axel-exclusive $507.00

• Delta Air Lines DL756 / DL3883: ORD 2026-12-25 14:25:00 → SJC 2026-12-25 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
  • DL756: ORD 2026-12-25 14:25:00 → LAX 2026-12-25 16:59:00; layover at LAX: 66 minutes.
  • DL3883: LAX 2026-12-25 18:05:00 → SJC 2026-12-25 19:25:00.
• Delta Air Lines DL1254 / DL2413: SJC 2026-12-31 13:39:00 → ORD 2026-12-31 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
  • DL1254: SJC 2026-12-31 13:39:00 → SLC 2026-12-31 16:40:00; layover at SLC: 95 minutes.
  • DL2413: SLC 2026-12-31 18:15:00 → ORD 2026-12-31 22:27:00.

2026-12-25 → 2026-12-31 · Axel-exclusive $468.00

• American Airlines AA834 / AA3113: ORD 2026-12-25 13:26:00 → SJC 2026-12-25 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
  • AA834: ORD 2026-12-25 13:26:00 → PHX 2026-12-25 16:21:00; layover at PHX: 74 minutes.
  • AA3113: PHX 2026-12-25 17:35:00 → SJC 2026-12-25 18:34:00.
• American Airlines AA3257 / AA1528: SJC 2026-12-31 13:05:00 → ORD 2026-12-31 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
  • AA3257: SJC 2026-12-31 13:05:00 → PHX 2026-12-31 16:05:00; layover at PHX: 81 minutes.
  • AA1528: PHX 2026-12-31 17:26:00 → ORD 2026-12-31 21:58:00.

2026-12-25 → 2026-12-31 · Axel-exclusive $507.00

• Delta Air Lines DL2231 / DL1254: ORD 2026-12-25 07:30:00 → SJC 2026-12-25 12:56:00; 1 stop(s) via SLC; 446 minutes. Local airport times.
  • DL2231: ORD 2026-12-25 07:30:00 → SLC 2026-12-25 10:10:00; layover at SLC: 102 minutes.
  • DL1254: SLC 2026-12-25 11:52:00 → SJC 2026-12-25 12:56:00.
• Delta Air Lines DL1254 / DL2413: SJC 2026-12-31 13:39:00 → ORD 2026-12-31 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
  • DL1254: SJC 2026-12-31 13:39:00 → SLC 2026-12-31 16:40:00; layover at SLC: 95 minutes.
  • DL2413: SLC 2026-12-31 18:15:00 → ORD 2026-12-31 22:27:00.

2026-12-25 → 2026-12-31 · Axel-exclusive $507.00

• Delta Air Lines DL1477 / DL933: ORD 2026-12-25 15:59:00 → SJC 2026-12-25 22:12:00; 1 stop(s) via ATL; 493 minutes. Local airport times.
  • DL1477: ORD 2026-12-25 15:59:00 → ATL 2026-12-25 18:54:00; layover at ATL: 65 minutes.
  • DL933: ATL 2026-12-25 19:59:00 → SJC 2026-12-25 22:12:00.
• Delta Air Lines DL1254 / DL2413: SJC 2026-12-31 13:39:00 → ORD 2026-12-31 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
  • DL1254: SJC 2026-12-31 13:39:00 → SLC 2026-12-31 16:40:00; layover at SLC: 95 minutes.
  • DL2413: SLC 2026-12-31 18:15:00 → ORD 2026-12-31 22:27:00.

2026-12-25 → 2026-12-31 · Axel-exclusive $507.00

• United Airlines UA2495 / UA1256: ORD 2026-12-25 08:40:00 → SJC 2026-12-25 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
  • UA2495: ORD 2026-12-25 08:40:00 → DEN 2026-12-25 10:26:00; layover at DEN: 69 minutes.
  • UA1256: DEN 2026-12-25 11:35:00 → SJC 2026-12-25 13:18:00.
• United Airlines UA2382: SJC 2026-12-31 23:00:00 → ORD 2027-01-01 05:17:00; nonstop; 257 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 24, 2026 · Return options
• Dec 26, 2026 · Return options
• Hotels in San Jose, California with Axel

For AI assistants

• This page: Chicago (ORD) to San Jose (SJC) · Dec 25, 2026 · return Dec 31, 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 San Jose, California 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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