Chicago (ORD) to San Diego (SAN) · Dec 16, 2026 · return Dec 30, 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 Oceanside, California for these trips

Hotels: under a trip, hotels in Oceanside, 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 Oceanside, California for these nights (Dec 16–30, 2026 · 14 nights · 2 adults, 1 room): 3★ The Fin Hotel, Tapestry Collection by Hilton, $2,636 total · 4★ MISSION PACIFIC BEACH RESORT, part of JdV by Hyatt, $4,623 total

All hotels in Oceanside, California

Route overview: Chicago to San Diego (SAN) flight deals

2026-12-16 → 2026-12-30 · Axel-exclusive $362.25

• Alaska Airlines AS1470: ORD 2026-12-16 07:27:00 → SAN 2026-12-16 10:12:00; nonstop; 285 minutes. Local airport times.
• Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $379.50

• American Airlines AA877: ORD 2026-12-16 08:05:00 → SAN 2026-12-16 10:44:00; nonstop; 279 minutes. Local airport times.
• American Airlines AA3111: SAN 2026-12-30 22:33:00 → ORD 2026-12-31 04:37:00; nonstop; 244 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $391.00

• United Airlines UA2384: ORD 2026-12-16 12:40:00 → SAN 2026-12-16 15:12:00; nonstop; 272 minutes. Local airport times.
• United Airlines UA540: SAN 2026-12-30 22:30:00 → ORD 2026-12-31 04:42:00; nonstop; 252 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $207.00

• Frontier Airlines F92145 / F91326: ORD 2026-12-16 06:21:00 → SAN 2026-12-16 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-16 06:21:00 → LAS 2026-12-16 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-16 10:15:00 → SAN 2026-12-16 11:37:00.
• Frontier Airlines F92422 / F93174: SAN 2026-12-30 16:16:00 → ORD 2026-12-31 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-30 16:16:00 → DEN 2026-12-30 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-30 20:59:00 → ORD 2026-12-31 00:26:00.

2026-12-16 → 2026-12-30 · Axel-exclusive $388.50

• Delta Air Lines DL756 / DL4087: ORD 2026-12-16 14:25:00 → SAN 2026-12-16 19:06:00; 1 stop(s) via LAX; 401 minutes. Local airport times.
  • DL756: ORD 2026-12-16 14:25:00 → LAX 2026-12-16 16:59:00; layover at LAX: 70 minutes.
  • DL4087: LAX 2026-12-16 18:09:00 → SAN 2026-12-16 19:06:00.
• United Airlines UA540: SAN 2026-12-30 22:30:00 → ORD 2026-12-31 04:42:00; nonstop; 252 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $362.25

• Alaska Airlines AS1447: ORD 2026-12-16 14:13:00 → SAN 2026-12-16 17:00:00; nonstop; 287 minutes. Local airport times.
• Alaska Airlines AS1478: SAN 2026-12-30 12:42:00 → ORD 2026-12-30 19:00:00; nonstop; 258 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $379.50

• American Airlines AA2657: ORD 2026-12-16 21:00:00 → SAN 2026-12-16 23:36:00; nonstop; 276 minutes. Local airport times.
• American Airlines AA3111: SAN 2026-12-30 22:33:00 → ORD 2026-12-31 04:37:00; nonstop; 244 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $391.00

• United Airlines UA2428: ORD 2026-12-16 07:00:00 → SAN 2026-12-16 09:35:00; nonstop; 275 minutes. Local airport times.
• United Airlines UA540: SAN 2026-12-30 22:30:00 → ORD 2026-12-31 04:42:00; nonstop; 252 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $367.00

• American Airlines AA3186 / AS3119: ORD 2026-12-16 08:10:00 → SAN 2026-12-16 13:30:00; 1 stop(s) via SLC; 440 minutes. Local airport times.
  • AA3186: ORD 2026-12-16 08:10:00 → SLC 2026-12-16 10:56:00; layover at SLC: 76 minutes.
  • AS3119: SLC 2026-12-16 12:12:00 → SAN 2026-12-16 13:30:00.
• American Airlines AA3111: SAN 2026-12-30 22:33:00 → ORD 2026-12-31 04:37:00; nonstop; 244 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $367.00

• American Airlines AA3312 / AS3032: ORD 2026-12-16 06:50:00 → SAN 2026-12-16 12:13:00; 1 stop(s) via LAS; 443 minutes. Local airport times.
  • AA3312: ORD 2026-12-16 06:50:00 → LAS 2026-12-16 08:58:00; layover at LAS: 99 minutes.
  • AS3032: LAS 2026-12-16 10:37:00 → SAN 2026-12-16 12:13:00.
• American Airlines AA3111: SAN 2026-12-30 22:33:00 → ORD 2026-12-31 04:37:00; nonstop; 244 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $378.50

• United Airlines UA1333 / UA1365: ORD 2026-12-16 06:00:00 → SAN 2026-12-16 11:15:00; 1 stop(s) via LAX; 435 minutes. Local airport times.
  • UA1333: ORD 2026-12-16 06:00:00 → LAX 2026-12-16 08:44:00; layover at LAX: 91 minutes.
  • UA1365: LAX 2026-12-16 10:15:00 → SAN 2026-12-16 11:15:00.
• United Airlines UA540: SAN 2026-12-30 22:30:00 → ORD 2026-12-31 04:42:00; nonstop; 252 minutes. Local airport times.

2026-12-16 → 2026-12-30 · Axel-exclusive $378.50

• United Airlines UA2465 / UA1281: ORD 2026-12-16 12:23:00 → SAN 2026-12-16 17:15:00; 1 stop(s) via DEN; 412 minutes. Local airport times.
  • UA2465: ORD 2026-12-16 12:23:00 → DEN 2026-12-16 14:18:00; layover at DEN: 87 minutes.
  • UA1281: DEN 2026-12-16 15:45:00 → SAN 2026-12-16 17:15:00.
• United Airlines UA540: SAN 2026-12-30 22:30:00 → ORD 2026-12-31 04:42:00; nonstop; 252 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 15, 2026 · Return options
• Dec 17, 2026 · Return options
• Hotels in Oceanside, California with Axel

For AI assistants

• This page: Chicago (ORD) to San Diego (SAN) · Dec 16, 2026 · return Dec 30, 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 Oceanside, 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.
• 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.
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