San Diego (SAN) to Chicago (ORD), Nov 23–28, 2026: from $270 round trip

San Diego (SAN) to Chicago (ORD), Nov 23–28, 2026: from $270 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $270 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 23–28, 2026, 1 adult, economy, checked Oct 29, 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 Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 23–28, 2026 · 5 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $546 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $275 total · 5★ Nobu Hotel Chicago, $1,631 total

All hotels in Chicago

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

2026-11-23 → 2026-11-28 · Axel-exclusive $465.76

• Alaska Airlines AS1446: SAN 2026-11-23 07:00:00 → ORD 2026-11-23 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-11-28 14:16:00 → SAN 2026-11-28 17:01:00; nonstop; 285 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $472.50

• American Airlines AA474: SAN 2026-11-23 13:33:00 → ORD 2026-11-23 19:59:00; nonstop; 266 minutes. Local airport times.
• American Airlines AA2657: ORD 2026-11-28 21:00:00 → SAN 2026-11-28 23:36:00; nonstop; 276 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $486.00

• United Airlines UA1779: SAN 2026-11-23 14:26:00 → ORD 2026-11-23 20:40:00; nonstop; 254 minutes. Local airport times.
• United Airlines UA660: ORD 2026-11-28 08:50:00 → SAN 2026-11-28 11:27:00; nonstop; 277 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $270.00

• Frontier Airlines F92422 / F93174: SAN 2026-11-23 16:16:00 → ORD 2026-11-24 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-11-23 16:16:00 → DEN 2026-11-23 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-11-23 20:59:00 → ORD 2026-11-24 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-11-28 06:21:00 → SAN 2026-11-28 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-11-28 06:21:00 → LAS 2026-11-28 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-11-28 10:15:00 → SAN 2026-11-28 11:37:00.

2026-11-23 → 2026-11-28 · Axel-exclusive $465.76

• Alaska Airlines AS1493: SAN 2026-11-23 17:38:00 → ORD 2026-11-23 23:59:00; nonstop; 261 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-11-28 14:16:00 → SAN 2026-11-28 17:01:00; nonstop; 285 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $472.50

• American Airlines AA1494: SAN 2026-11-23 22:45:00 → ORD 2026-11-24 04:49:00; nonstop; 244 minutes. Local airport times.
• American Airlines AA2657: ORD 2026-11-28 21:00:00 → SAN 2026-11-28 23:36:00; nonstop; 276 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $486.00

• United Airlines UA2343: SAN 2026-11-23 06:50:00 → ORD 2026-11-23 13:09:00; nonstop; 259 minutes. Local airport times.
• United Airlines UA660: ORD 2026-11-28 08:50:00 → SAN 2026-11-28 11:27:00; nonstop; 277 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $448.88

• American Airlines AA2438 / AA2221: SAN 2026-11-23 15:13:00 → ORD 2026-11-23 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
  • AA2438: SAN 2026-11-23 15:13:00 → DFW 2026-11-23 20:30:00; layover at DFW: 60 minutes.
  • AA2221: DFW 2026-11-23 21:30:00 → ORD 2026-11-23 23:59:00.
• American Airlines AA2657: ORD 2026-11-28 21:00:00 → SAN 2026-11-28 23:36:00; nonstop; 276 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $452.26

• Alaska Airlines AS1342 / AA1277: SAN 2026-11-23 09:27:00 → ORD 2026-11-23 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
  • AS1342: SAN 2026-11-23 09:27:00 → DEN 2026-11-23 12:56:00; layover at DEN: 99 minutes.
  • AA1277: DEN 2026-11-23 14:35:00 → ORD 2026-11-23 18:14:00.
• Alaska Airlines AS1447: ORD 2026-11-28 14:16:00 → SAN 2026-11-28 17:01:00; nonstop; 285 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $452.26

• Alaska Airlines AS2291 / AA3010: SAN 2026-11-23 14:59:00 → ORD 2026-11-23 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
  • AS2291: SAN 2026-11-23 14:59:00 → LAS 2026-11-23 16:23:00; layover at LAS: 103 minutes.
  • AA3010: LAS 2026-11-23 18:06:00 → ORD 2026-11-23 23:40:00.
• Alaska Airlines AS1447: ORD 2026-11-28 14:16:00 → SAN 2026-11-28 17:01:00; nonstop; 285 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $452.26

• Alaska Airlines AS2297 / AA1333: SAN 2026-11-23 21:11:00 → ORD 2026-11-24 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
  • AS2297: SAN 2026-11-23 21:11:00 → PHX 2026-11-23 23:37:00; layover at PHX: 68 minutes.
  • AA1333: PHX 2026-11-24 00:45:00 → ORD 2026-11-24 05:22:00.
• Alaska Airlines AS1447: ORD 2026-11-28 14:16:00 → SAN 2026-11-28 17:01:00; nonstop; 285 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $462.38

• United Airlines UA1329 / UA1946: SAN 2026-11-23 06:20:00 → ORD 2026-11-23 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
  • UA1329: SAN 2026-11-23 06:20:00 → LAX 2026-11-23 07:25:00; layover at LAX: 60 minutes.
  • UA1946: LAX 2026-11-23 08:25:00 → ORD 2026-11-23 14:43:00.
• United Airlines UA660: ORD 2026-11-28 08:50:00 → SAN 2026-11-28 11:27:00; nonstop; 277 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 22, 2026 · Return options
• Nov 24, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: San Diego (SAN) to Chicago (ORD) · Nov 23, 2026 · return Nov 28, 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 Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
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