Chicago (ORD) to San Diego (SAN) · Dec 31, 2026 · return Jan 5, 2027

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 Diego (SAN) flight deals

2026-12-31 → 2027-01-05 · Axel-exclusive $354.38

• Alaska Airlines AS1479: ORD 2026-12-31 19:58:00 → SAN 2026-12-31 22:49:00; nonstop; 291 minutes. Local airport times.
• Alaska Airlines AS1478: SAN 2027-01-05 12:32:00 → ORD 2027-01-05 18:54:00; nonstop; 262 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $371.25

• American Airlines AA2343: ORD 2026-12-31 06:45:00 → SAN 2026-12-31 09:24:00; nonstop; 279 minutes. Local airport times.
• American Airlines AA2081: SAN 2027-01-05 07:21:00 → ORD 2027-01-05 13:37:00; nonstop; 256 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $382.50

• United Airlines UA2384: ORD 2026-12-31 12:40:00 → SAN 2026-12-31 15:14:00; nonstop; 274 minutes. Local airport times.
• United Airlines UA2343: SAN 2027-01-05 06:50:00 → ORD 2027-01-05 13:08:00; nonstop; 258 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $202.50

• Frontier Airlines F92145 / F91326: ORD 2026-12-31 06:21:00 → SAN 2026-12-31 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-31 06:21:00 → LAS 2026-12-31 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-31 10:15:00 → SAN 2026-12-31 11:37:00.
• Frontier Airlines F92422 / F93174: SAN 2027-01-05 16:16:00 → ORD 2027-01-06 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2027-01-05 16:16:00 → DEN 2027-01-05 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2027-01-05 20:59:00 → ORD 2027-01-06 00:26:00.

2026-12-31 → 2027-01-05 · Axel-exclusive $379.25

• Delta Air Lines DL756 / DL4087: ORD 2026-12-31 14:25:00 → SAN 2026-12-31 19:06:00; 1 stop(s) via LAX; 401 minutes. Local airport times.
  • DL756: ORD 2026-12-31 14:25:00 → LAX 2026-12-31 16:59:00; layover at LAX: 70 minutes.
  • DL4087: LAX 2026-12-31 18:09:00 → SAN 2026-12-31 19:06:00.
• United Airlines UA2343: SAN 2027-01-05 06:50:00 → ORD 2027-01-05 13:08:00; nonstop; 258 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $354.38

• Alaska Airlines AS1470: ORD 2026-12-31 07:27:00 → SAN 2026-12-31 10:12:00; nonstop; 285 minutes. Local airport times.
• Alaska Airlines AS1478: SAN 2027-01-05 12:32:00 → ORD 2027-01-05 18:54:00; nonstop; 262 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $371.25

• American Airlines AA2657: ORD 2026-12-31 21:00:00 → SAN 2026-12-31 23:36:00; nonstop; 276 minutes. Local airport times.
• American Airlines AA2081: SAN 2027-01-05 07:21:00 → ORD 2027-01-05 13:37:00; nonstop; 256 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $382.50

• United Airlines UA2472: ORD 2026-12-31 20:13:00 → SAN 2026-12-31 22:53:00; nonstop; 280 minutes. Local airport times.
• United Airlines UA2343: SAN 2027-01-05 06:50:00 → ORD 2027-01-05 13:08:00; nonstop; 258 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $355.00

• American Airlines AA3312 / AS3032: ORD 2026-12-31 06:50:00 → SAN 2026-12-31 12:13:00; 1 stop(s) via LAS; 443 minutes. Local airport times.
  • AA3312: ORD 2026-12-31 06:50:00 → LAS 2026-12-31 08:58:00; layover at LAS: 99 minutes.
  • AS3032: LAS 2026-12-31 10:37:00 → SAN 2026-12-31 12:13:00.
• American Airlines AA2081: SAN 2027-01-05 07:21:00 → ORD 2027-01-05 13:37:00; nonstop; 256 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $355.00

• American Airlines AA3186 / AS3119: ORD 2026-12-31 08:10:00 → SAN 2026-12-31 13:30:00; 1 stop(s) via SLC; 440 minutes. Local airport times.
  • AA3186: ORD 2026-12-31 08:10:00 → SLC 2026-12-31 10:56:00; layover at SLC: 76 minutes.
  • AS3119: SLC 2026-12-31 12:12:00 → SAN 2026-12-31 13:30:00.
• American Airlines AA2081: SAN 2027-01-05 07:21:00 → ORD 2027-01-05 13:37:00; nonstop; 256 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $366.25

• United Airlines UA1333 / UA1365: ORD 2026-12-31 06:00:00 → SAN 2026-12-31 11:15:00; 1 stop(s) via LAX; 435 minutes. Local airport times.
  • UA1333: ORD 2026-12-31 06:00:00 → LAX 2026-12-31 08:44:00; layover at LAX: 91 minutes.
  • UA1365: LAX 2026-12-31 10:15:00 → SAN 2026-12-31 11:15:00.
• United Airlines UA2343: SAN 2027-01-05 06:50:00 → ORD 2027-01-05 13:08:00; nonstop; 258 minutes. Local airport times.

2026-12-31 → 2027-01-05 · Axel-exclusive $366.25

• United Airlines UA2465 / UA1281: ORD 2026-12-31 12:23:00 → SAN 2026-12-31 17:15:00; 1 stop(s) via DEN; 412 minutes. Local airport times.
  • UA2465: ORD 2026-12-31 12:23:00 → DEN 2026-12-31 14:18:00; layover at DEN: 87 minutes.
  • UA1281: DEN 2026-12-31 15:45:00 → SAN 2026-12-31 17:15:00.
• United Airlines UA2343: SAN 2027-01-05 06:50:00 → ORD 2027-01-05 13:08:00; nonstop; 258 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
• Dec 30, 2026 · Return options
• Jan 1, 2027 · Return options
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For AI assistants

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