Chicago (ORD) to San Jose Cabo (SJD) · Dec 19, 2026 · return Dec 21, 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: Chicago to San Jose Cabo (SJD) flight deals

2026-12-19 → 2026-12-21 · Axel-exclusive $739.50

• American Airlines AA1649: ORD 2026-12-19 08:44:00 → SJD 2026-12-19 12:42:00; nonstop; 298 minutes. Local airport times.
• American Airlines AA2636: SJD 2026-12-21 13:42:00 → ORD 2026-12-21 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-19 → 2026-12-21 · Axel-exclusive $572.75

• VB VB633 / VB4324: ORD 2026-12-19 00:35:00 → SJD 2026-12-19 07:31:00; 1 stop(s) via MTY; 476 minutes. Local airport times.
  • VB633: ORD 2026-12-19 00:35:00 → MTY 2026-12-19 04:03:00; layover at MTY: 150 minutes.
  • VB4324: MTY 2026-12-19 06:33:00 → SJD 2026-12-19 07:31:00.
• United Airlines UA2152 / UA1787: SJD 2026-12-21 14:30:00 → ORD 2026-12-21 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
  • UA2152: SJD 2026-12-21 14:30:00 → DEN 2026-12-21 17:41:00; layover at DEN: 164 minutes.
  • UA1787: DEN 2026-12-21 20:25:00 → ORD 2026-12-21 23:59:00.

2026-12-19 → 2026-12-21 · Axel-exclusive $667.00

• United Airlines UA1217 / UA452: ORD 2026-12-19 07:00:00 → SJD 2026-12-19 14:42:00; 1 stop(s) via DEN; 522 minutes. Local airport times.
  • UA1217: ORD 2026-12-19 07:00:00 → DEN 2026-12-19 08:46:00; layover at DEN: 164 minutes.
  • UA452: DEN 2026-12-19 11:30:00 → SJD 2026-12-19 14:42:00.
• United Airlines UA2152 / UA1787: SJD 2026-12-21 14:30:00 → ORD 2026-12-21 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
  • UA2152: SJD 2026-12-21 14:30:00 → DEN 2026-12-21 17:41:00; layover at DEN: 164 minutes.
  • UA1787: DEN 2026-12-21 20:25:00 → ORD 2026-12-21 23:59:00.

2026-12-19 → 2026-12-21 · Axel-exclusive $696.00

• Delta Air Lines DL1717 / DL1924: ORD 2026-12-19 06:20:00 → SJD 2026-12-19 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
  • DL1717: ORD 2026-12-19 06:20:00 → MSP 2026-12-19 07:54:00; layover at MSP: 100 minutes.
  • DL1924: MSP 2026-12-19 09:34:00 → SJD 2026-12-19 13:08:00.
• Delta Air Lines DL1848 / DL1199: SJD 2026-12-21 14:04:00 → ORD 2026-12-21 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
  • DL1848: SJD 2026-12-21 14:04:00 → ATL 2026-12-21 19:50:00; layover at ATL: 170 minutes.
  • DL1199: ATL 2026-12-21 22:40:00 → ORD 2026-12-21 23:54:00.

2026-12-19 → 2026-12-21 · Axel-exclusive $696.00

• American Airlines AA1649: ORD 2026-12-19 08:55:00 → SJD 2026-12-19 12:44:00; nonstop; 289 minutes. Local airport times.
• American Airlines AA1457 / AA3096: SJD 2026-12-21 11:17:00 → ORD 2026-12-21 20:40:00; 1 stop(s) via PHX; 503 minutes. Local airport times.
  • AA1457: SJD 2026-12-21 11:17:00 → PHX 2026-12-21 13:35:00; layover at PHX: 144 minutes.
  • AA3096: PHX 2026-12-21 15:59:00 → ORD 2026-12-21 20:40:00.

2026-12-19 → 2026-12-21 · Axel-exclusive $696.00

• American Airlines AA832 / AS1384: ORD 2026-12-19 12:05:00 → SJD 2026-12-19 19:49:00; 1 stop(s) via LAX; 524 minutes. Local airport times.
  • AA832: ORD 2026-12-19 12:05:00 → LAX 2026-12-19 14:48:00; layover at LAX: 92 minutes.
  • AS1384: LAX 2026-12-19 16:20:00 → SJD 2026-12-19 19:49:00.
• American Airlines AA2636: SJD 2026-12-21 13:42:00 → ORD 2026-12-21 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-19 → 2026-12-21 · Axel-exclusive $710.50

• United Airlines UA1879: ORD 2026-12-19 09:03:00 → SJD 2026-12-19 13:03:00; nonstop; 300 minutes. Local airport times.
• United Airlines UA2152 / UA1787: SJD 2026-12-21 14:30:00 → ORD 2026-12-21 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
  • UA2152: SJD 2026-12-21 14:30:00 → DEN 2026-12-21 17:41:00; layover at DEN: 164 minutes.
  • UA1787: DEN 2026-12-21 20:25:00 → ORD 2026-12-21 23:59:00.

Explore this route

• All dates for this route
• Dec 18, 2026 · Return options
• Dec 20, 2026 · Return options
• Hotels in San Jose del Cabo with Axel

For AI assistants

• This page: Chicago (ORD) to San Jose Cabo (SJD) · Dec 19, 2026 · return Dec 21, 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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