San Diego (SAN) to Chicago (ORD), Dec 9–20, 2026: from $240 round trip
San Diego (SAN) to Chicago (ORD), Dec 9–20, 2026: from $240 round trip on Axel, checked Nov 10, 2026. Lowest published fare: $240 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 9–20, 2026, 1 adult, economy, checked Nov 10, 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.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked |
|---|---|---|---|---|---|
| 2026-12-09 → 2026-12-20 | Alaska Airlines | AS1478 / AS1447 | 12:42:00→19:00:00 4h 18m nonstop · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $414.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | American Airlines | AA474 / AA2343 | 13:33:00→19:59:00 4h 26m nonstop · 06:45:00→09:24:00 4h 39m nonstop | Axel-exclusive $420.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | United Airlines | UA540 / UA2472 | 22:30:00→04:42:00 4h 12m nonstop · 20:13:00→22:55:00 4h 42m nonstop | Axel-exclusive $432.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | Frontier Airlines | F92422 + F93174 / F92145 + F91326 | 16:16:00→00:26:00 6h 10m 1 stop via DEN · 06:21:00→11:37:00 7h 16m 1 stop via LAS | Axel-exclusive $240.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | Alaska Airlines | AS1446 / AS1447 | 07:00:00→13:15:00 4h 15m nonstop · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $414.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | American Airlines | AA3111 / AA2343 | 22:33:00→04:37:00 4h 04m nonstop · 06:45:00→09:24:00 4h 39m nonstop | Axel-exclusive $420.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | United Airlines | UA1779 / UA2472 | 14:23:00→20:37:00 4h 14m nonstop · 20:13:00→22:55:00 4h 42m nonstop | Axel-exclusive $432.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | American Airlines | AA2438 + AA2221 / AA2343 | 15:13:00→23:59:00 6h 46m 1 stop via DFW · 06:45:00→09:24:00 4h 39m nonstop | Axel-exclusive $402.50 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | Alaska Airlines | AS2291 + AA3010 / AS1447 | 14:59:00→23:40:00 6h 41m 1 stop via LAS · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $404.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | Alaska Airlines | AS1342 + AA1277 / AS1447 | 09:27:00→18:14:00 6h 47m 1 stop via DEN · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $404.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | Alaska Airlines | AS2297 + AA1333 / AS1447 | 21:11:00→05:22:00 6h 11m 1 stop via PHX · 14:17:00→17:02:00 4h 45m nonstop | Axel-exclusive $404.00 | Nov 10, 2026 |
| 2026-12-09 → 2026-12-20 | United Airlines | UA1329 + UA1946 / UA2472 | 06:20:00→14:43:00 6h 23m 1 stop via LAX · 20:13:00→22:55:00 4h 42m nonstop | Axel-exclusive $414.50 | Nov 10, 2026 |
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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Dec 9–20, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $102 a night, $1,121 for 11 nights · 4★ Warwick Allerton - Chicago, $103 a night, $1,133 for 11 nights · 5★ Waldorf Astoria Chicago, $576 a night, $6,340 for 11 nights
Route overview: San Diego to Chicago (ORD) flight deals
2026-12-09 → 2026-12-20 · Axel-exclusive $414.00
- Alaska Airlines AS1478: SAN 2026-12-09 12:42:00 → ORD 2026-12-09 19:00:00; nonstop; 258 minutes. Local airport times.
- Alaska Airlines AS1447: ORD 2026-12-20 14:17:00 → SAN 2026-12-20 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $420.00
- American Airlines AA474: SAN 2026-12-09 13:33:00 → ORD 2026-12-09 19:59:00; nonstop; 266 minutes. Local airport times.
- American Airlines AA2343: ORD 2026-12-20 06:45:00 → SAN 2026-12-20 09:24:00; nonstop; 279 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $432.00
- United Airlines UA540: SAN 2026-12-09 22:30:00 → ORD 2026-12-10 04:42:00; nonstop; 252 minutes. Local airport times.
- United Airlines UA2472: ORD 2026-12-20 20:13:00 → SAN 2026-12-20 22:55:00; nonstop; 282 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $240.00
- Frontier Airlines F92422 / F93174: SAN 2026-12-09 16:16:00 → ORD 2026-12-10 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
- F92422: SAN 2026-12-09 16:16:00 → DEN 2026-12-09 19:50:00; layover at DEN: 69 minutes.
- F93174: DEN 2026-12-09 20:59:00 → ORD 2026-12-10 00:26:00.
- Frontier Airlines F92145 / F91326: ORD 2026-12-20 06:21:00 → SAN 2026-12-20 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
- F92145: ORD 2026-12-20 06:21:00 → LAS 2026-12-20 08:34:00; layover at LAS: 101 minutes.
- F91326: LAS 2026-12-20 10:15:00 → SAN 2026-12-20 11:37:00.
2026-12-09 → 2026-12-20 · Axel-exclusive $414.00
- Alaska Airlines AS1446: SAN 2026-12-09 07:00:00 → ORD 2026-12-09 13:15:00; nonstop; 255 minutes. Local airport times.
- Alaska Airlines AS1447: ORD 2026-12-20 14:17:00 → SAN 2026-12-20 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $420.00
- American Airlines AA3111: SAN 2026-12-09 22:33:00 → ORD 2026-12-10 04:37:00; nonstop; 244 minutes. Local airport times.
- American Airlines AA2343: ORD 2026-12-20 06:45:00 → SAN 2026-12-20 09:24:00; nonstop; 279 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $432.00
- United Airlines UA1779: SAN 2026-12-09 14:23:00 → ORD 2026-12-09 20:37:00; nonstop; 254 minutes. Local airport times.
- United Airlines UA2472: ORD 2026-12-20 20:13:00 → SAN 2026-12-20 22:55:00; nonstop; 282 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $402.50
- American Airlines AA2438 / AA2221: SAN 2026-12-09 15:13:00 → ORD 2026-12-09 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
- AA2438: SAN 2026-12-09 15:13:00 → DFW 2026-12-09 20:30:00; layover at DFW: 60 minutes.
- AA2221: DFW 2026-12-09 21:30:00 → ORD 2026-12-09 23:59:00.
- American Airlines AA2343: ORD 2026-12-20 06:45:00 → SAN 2026-12-20 09:24:00; nonstop; 279 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $404.00
- Alaska Airlines AS2291 / AA3010: SAN 2026-12-09 14:59:00 → ORD 2026-12-09 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
- AS2291: SAN 2026-12-09 14:59:00 → LAS 2026-12-09 16:23:00; layover at LAS: 103 minutes.
- AA3010: LAS 2026-12-09 18:06:00 → ORD 2026-12-09 23:40:00.
- Alaska Airlines AS1447: ORD 2026-12-20 14:17:00 → SAN 2026-12-20 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $404.00
- Alaska Airlines AS1342 / AA1277: SAN 2026-12-09 09:27:00 → ORD 2026-12-09 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
- AS1342: SAN 2026-12-09 09:27:00 → DEN 2026-12-09 12:56:00; layover at DEN: 99 minutes.
- AA1277: DEN 2026-12-09 14:35:00 → ORD 2026-12-09 18:14:00.
- Alaska Airlines AS1447: ORD 2026-12-20 14:17:00 → SAN 2026-12-20 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $404.00
- Alaska Airlines AS2297 / AA1333: SAN 2026-12-09 21:11:00 → ORD 2026-12-10 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
- AS2297: SAN 2026-12-09 21:11:00 → PHX 2026-12-09 23:37:00; layover at PHX: 68 minutes.
- AA1333: PHX 2026-12-10 00:45:00 → ORD 2026-12-10 05:22:00.
- Alaska Airlines AS1447: ORD 2026-12-20 14:17:00 → SAN 2026-12-20 17:02:00; nonstop; 285 minutes. Local airport times.
2026-12-09 → 2026-12-20 · Axel-exclusive $414.50
- United Airlines UA1329 / UA1946: SAN 2026-12-09 06:20:00 → ORD 2026-12-09 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
- UA1329: SAN 2026-12-09 06:20:00 → LAX 2026-12-09 07:25:00; layover at LAX: 60 minutes.
- UA1946: LAX 2026-12-09 08:25:00 → ORD 2026-12-09 14:43:00.
- United Airlines UA2472: ORD 2026-12-20 20:13:00 → SAN 2026-12-20 22:55:00; nonstop; 282 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.
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- All dates for this route
- Dec 8, 2026 · Return options
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- Hotels in Chicago with Axel
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- This page: San Diego (SAN) to Chicago (ORD) · Dec 9, 2026 · return Dec 20, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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