Chicago (ORD) to San Jose Cabo (SJD) · Nov 28, 2026 · return Dec 4, 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

2026-11-28 → 2026-12-04 · Axel-exclusive $573.75

• American Airlines AA1649: ORD 2026-11-28 08:44:00 → SJD 2026-11-28 12:42:00; nonstop; 298 minutes. Local airport times.
• American Airlines AA2636: SJD 2026-12-04 13:42:00 → ORD 2026-12-04 19:15:00; nonstop; 273 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $585.00

• United Airlines UA1879: ORD 2026-11-28 09:03:00 → SJD 2026-11-28 13:03:00; nonstop; 300 minutes. Local airport times.
• United Airlines UA766: SJD 2026-12-04 12:55:00 → ORD 2026-12-04 18:11:00; nonstop; 256 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $466.25

• VB VB633 / VB4324: ORD 2026-11-28 00:35:00 → SJD 2026-11-28 07:31:00; 1 stop(s) via MTY; 476 minutes. Local airport times.
  • VB633: ORD 2026-11-28 00:35:00 → MTY 2026-11-28 04:03:00; layover at MTY: 150 minutes.
  • VB4324: MTY 2026-11-28 06:33:00 → SJD 2026-11-28 07:31:00.
• United Airlines UA766: SJD 2026-12-04 12:55:00 → ORD 2026-12-04 18:11:00; nonstop; 256 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $540.00

• Delta Air Lines DL1717 / DL1924: ORD 2026-11-28 06:20:00 → SJD 2026-11-28 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
  • DL1717: ORD 2026-11-28 06:20:00 → MSP 2026-11-28 07:54:00; layover at MSP: 100 minutes.
  • DL1924: MSP 2026-11-28 09:34:00 → SJD 2026-11-28 13:08:00.
• Delta Air Lines DL1848 / DL1199: SJD 2026-12-04 14:04:00 → ORD 2026-12-04 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
  • DL1848: SJD 2026-12-04 14:04:00 → ATL 2026-12-04 19:50:00; layover at ATL: 170 minutes.
  • DL1199: ATL 2026-12-04 22:40:00 → ORD 2026-12-04 23:54:00.

2026-11-28 → 2026-12-04 · Axel-exclusive $550.63

• Aeromexico AM687 / AM388: ORD 2026-11-28 15:26:00 → SJD 2026-11-28 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
  • AM687: ORD 2026-11-28 15:26:00 → MEX 2026-11-28 20:00:00; layover at MEX: 75 minutes.
  • AM388: MEX 2026-11-28 21:15:00 → SJD 2026-11-28 22:35:00.
• United Airlines UA766: SJD 2026-12-04 12:55:00 → ORD 2026-12-04 18:11:00; nonstop; 256 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $536.25

• American Airlines AA832 / AS1384: ORD 2026-11-28 12:05:00 → SJD 2026-11-28 19:49:00; 1 stop(s) via LAX; 524 minutes. Local airport times.
  • AA832: ORD 2026-11-28 12:05:00 → LAX 2026-11-28 14:48:00; layover at LAX: 92 minutes.
  • AS1384: LAX 2026-11-28 16:20:00 → SJD 2026-11-28 19:49:00.
• American Airlines AA2636: SJD 2026-12-04 13:42:00 → ORD 2026-12-04 19:15:00; nonstop; 273 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $543.75

• American Airlines AA1649: ORD 2026-11-28 08:55:00 → SJD 2026-11-28 12:44:00; nonstop; 289 minutes. Local airport times.
• American Airlines AA2343 / AA2604: SJD 2026-12-04 11:35:00 → ORD 2026-12-04 20:10:00; 1 stop(s) via AUS; 455 minutes. Local airport times.
  • AA2343: SJD 2026-12-04 11:35:00 → AUS 2026-12-04 15:05:00; layover at AUS: 125 minutes.
  • AA2604: AUS 2026-12-04 17:10:00 → ORD 2026-12-04 20:10:00.

2026-11-28 → 2026-12-04 · Axel-exclusive $547.50

• United Airlines UA1217 / UA452: ORD 2026-11-28 07:00:00 → SJD 2026-11-28 14:42:00; 1 stop(s) via DEN; 522 minutes. Local airport times.
  • UA1217: ORD 2026-11-28 07:00:00 → DEN 2026-11-28 08:46:00; layover at DEN: 164 minutes.
  • UA452: DEN 2026-11-28 11:30:00 → SJD 2026-11-28 14:42:00.
• United Airlines UA766: SJD 2026-12-04 12:55:00 → ORD 2026-12-04 18:11:00; nonstop; 256 minutes. Local airport times.

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 27, 2026 · Return options
• Nov 29, 2026 · Return options
• Hotels in San Jose del Cabo with Axel

For AI assistants

• This page: Chicago (ORD) to San Jose Cabo (SJD) · Nov 28, 2026 · return Dec 4, 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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