San Diego (SAN) to Chicago (ORD), Jan 22, 2027 – Feb 2, 2027: from $190 round trip
San Diego (SAN) to Chicago (ORD), Jan 22, 2027 – Feb 2, 2027: from $190 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $190 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 22, 2027 – Feb 2, 2027, 1 adult, economy, checked Nov 12, 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 |
|---|---|---|---|---|---|
| 2027-01-22 → 2027-02-02 | Alaska Airlines | AS1493 / AS1447 | 17:38:00→23:59:00 4h 21m nonstop · 14:13:00→17:00:00 4h 47m nonstop | Axel-exclusive $327.76 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | American Airlines | AA2131 / AA2657 | 14:04:00→20:29:00 4h 25m nonstop · 21:00:00→23:36:00 4h 36m nonstop | Axel-exclusive $332.50 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | United Airlines | UA2343 / UA2472 | 06:50:00→13:08:00 4h 18m nonstop · 19:55:00→22:33:00 4h 38m nonstop | Axel-exclusive $342.00 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | 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 $190.00 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | Alaska Airlines | AS1446 / AS1447 | 07:00:00→13:19:00 4h 19m nonstop · 14:13:00→17:00:00 4h 47m nonstop | Axel-exclusive $327.76 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | American Airlines | AA2081 / AA2657 | 07:21:00→13:37:00 4h 16m nonstop · 21:00:00→23:36:00 4h 36m nonstop | Axel-exclusive $332.50 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | United Airlines | UA1779 / UA2472 | 14:26:00→20:40:00 4h 14m nonstop · 19:55:00→22:33:00 4h 38m nonstop | Axel-exclusive $342.00 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | American Airlines | AA2438 + AA2221 / AA2657 | 15:13:00→23:59:00 6h 46m 1 stop via DFW · 21:00:00→23:36:00 4h 36m nonstop | Axel-exclusive $315.88 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | Alaska Airlines | AS1342 + AA1277 / AS1447 | 09:27:00→18:14:00 6h 47m 1 stop via DEN · 14:13:00→17:00:00 4h 47m nonstop | Axel-exclusive $318.26 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | Alaska Airlines | AS2291 + AA3010 / AS1447 | 14:59:00→23:40:00 6h 41m 1 stop via LAS · 14:13:00→17:00:00 4h 47m nonstop | Axel-exclusive $318.26 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | Alaska Airlines | AS2297 + AA1333 / AS1447 | 21:11:00→05:22:00 6h 11m 1 stop via PHX · 14:13:00→17:00:00 4h 47m nonstop | Axel-exclusive $318.26 | Nov 12, 2026 |
| 2027-01-22 → 2027-02-02 | United Airlines | UA1329 + UA1946 / UA2472 | 06:20:00→14:43:00 6h 23m 1 stop via LAX · 19:55:00→22:33:00 4h 38m nonstop | Axel-exclusive $325.38 | Nov 12, 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 (Jan 22 – Feb 2, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $79 a night, $872 for 11 nights · 4★ Millennium Hotel Knickerbocker Chicago, $124 a night, $1,366 for 11 nights · 5★ Nobu Hotel Chicago, $392 a night, $4,315 for 11 nights
Route overview: San Diego to Chicago (ORD) flight deals
2027-01-22 → 2027-02-02 · Axel-exclusive $327.76
- Alaska Airlines AS1493: SAN 2027-01-22 17:38:00 → ORD 2027-01-22 23:59:00; nonstop; 261 minutes. Local airport times.
- Alaska Airlines AS1447: ORD 2027-02-02 14:13:00 → SAN 2027-02-02 17:00:00; nonstop; 287 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $332.50
- American Airlines AA2131: SAN 2027-01-22 14:04:00 → ORD 2027-01-22 20:29:00; nonstop; 265 minutes. Local airport times.
- American Airlines AA2657: ORD 2027-02-02 21:00:00 → SAN 2027-02-02 23:36:00; nonstop; 276 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $342.00
- United Airlines UA2343: SAN 2027-01-22 06:50:00 → ORD 2027-01-22 13:08:00; nonstop; 258 minutes. Local airport times.
- United Airlines UA2472: ORD 2027-02-02 19:55:00 → SAN 2027-02-02 22:33:00; nonstop; 278 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $190.00
- Frontier Airlines F92422 / F93174: SAN 2027-01-22 16:16:00 → ORD 2027-01-23 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
- F92422: SAN 2027-01-22 16:16:00 → DEN 2027-01-22 19:50:00; layover at DEN: 69 minutes.
- F93174: DEN 2027-01-22 20:59:00 → ORD 2027-01-23 00:26:00.
- Frontier Airlines F92145 / F91326: ORD 2027-02-02 06:21:00 → SAN 2027-02-02 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
- F92145: ORD 2027-02-02 06:21:00 → LAS 2027-02-02 08:34:00; layover at LAS: 101 minutes.
- F91326: LAS 2027-02-02 10:15:00 → SAN 2027-02-02 11:37:00.
2027-01-22 → 2027-02-02 · Axel-exclusive $327.76
- Alaska Airlines AS1446: SAN 2027-01-22 07:00:00 → ORD 2027-01-22 13:19:00; nonstop; 259 minutes. Local airport times.
- Alaska Airlines AS1447: ORD 2027-02-02 14:13:00 → SAN 2027-02-02 17:00:00; nonstop; 287 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $332.50
- American Airlines AA2081: SAN 2027-01-22 07:21:00 → ORD 2027-01-22 13:37:00; nonstop; 256 minutes. Local airport times.
- American Airlines AA2657: ORD 2027-02-02 21:00:00 → SAN 2027-02-02 23:36:00; nonstop; 276 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $342.00
- United Airlines UA1779: SAN 2027-01-22 14:26:00 → ORD 2027-01-22 20:40:00; nonstop; 254 minutes. Local airport times.
- United Airlines UA2472: ORD 2027-02-02 19:55:00 → SAN 2027-02-02 22:33:00; nonstop; 278 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $315.88
- American Airlines AA2438 / AA2221: SAN 2027-01-22 15:13:00 → ORD 2027-01-22 23:59:00; 1 stop(s) via DFW; 406 minutes. Local airport times.
- AA2438: SAN 2027-01-22 15:13:00 → DFW 2027-01-22 20:30:00; layover at DFW: 60 minutes.
- AA2221: DFW 2027-01-22 21:30:00 → ORD 2027-01-22 23:59:00.
- American Airlines AA2657: ORD 2027-02-02 21:00:00 → SAN 2027-02-02 23:36:00; nonstop; 276 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $318.26
- Alaska Airlines AS1342 / AA1277: SAN 2027-01-22 09:27:00 → ORD 2027-01-22 18:14:00; 1 stop(s) via DEN; 407 minutes. Local airport times.
- AS1342: SAN 2027-01-22 09:27:00 → DEN 2027-01-22 12:56:00; layover at DEN: 99 minutes.
- AA1277: DEN 2027-01-22 14:35:00 → ORD 2027-01-22 18:14:00.
- Alaska Airlines AS1447: ORD 2027-02-02 14:13:00 → SAN 2027-02-02 17:00:00; nonstop; 287 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $318.26
- Alaska Airlines AS2291 / AA3010: SAN 2027-01-22 14:59:00 → ORD 2027-01-22 23:40:00; 1 stop(s) via LAS; 401 minutes. Local airport times.
- AS2291: SAN 2027-01-22 14:59:00 → LAS 2027-01-22 16:23:00; layover at LAS: 103 minutes.
- AA3010: LAS 2027-01-22 18:06:00 → ORD 2027-01-22 23:40:00.
- Alaska Airlines AS1447: ORD 2027-02-02 14:13:00 → SAN 2027-02-02 17:00:00; nonstop; 287 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $318.26
- Alaska Airlines AS2297 / AA1333: SAN 2027-01-22 21:11:00 → ORD 2027-01-23 05:22:00; 1 stop(s) via PHX; 371 minutes. Local airport times.
- AS2297: SAN 2027-01-22 21:11:00 → PHX 2027-01-22 23:37:00; layover at PHX: 68 minutes.
- AA1333: PHX 2027-01-23 00:45:00 → ORD 2027-01-23 05:22:00.
- Alaska Airlines AS1447: ORD 2027-02-02 14:13:00 → SAN 2027-02-02 17:00:00; nonstop; 287 minutes. Local airport times.
2027-01-22 → 2027-02-02 · Axel-exclusive $325.38
- United Airlines UA1329 / UA1946: SAN 2027-01-22 06:20:00 → ORD 2027-01-22 14:43:00; 1 stop(s) via LAX; 383 minutes. Local airport times.
- UA1329: SAN 2027-01-22 06:20:00 → LAX 2027-01-22 07:25:00; layover at LAX: 60 minutes.
- UA1946: LAX 2027-01-22 08:25:00 → ORD 2027-01-22 14:43:00.
- United Airlines UA2472: ORD 2027-02-02 19:55:00 → SAN 2027-02-02 22:33:00; nonstop; 278 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
- Jan 21, 2027 · Return options
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- Hotels in Chicago with Axel
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- This page: San Diego (SAN) to Chicago (ORD) · Jan 22, 2027 · return Feb 2, 2027: 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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