San Jose (SJC) to Chicago (ORD), Jan 12–16, 2027: from $371 round trip
San Jose (SJC) to Chicago (ORD), Jan 12–16, 2027: from $371 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $371 round trip, Axel-exclusive, American Airlines, 1 stop, Jan 12–16, 2027, 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.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2027-01-12 → 2027-01-16 | United Airlines | UA1239 / UA1840 | 06:30:00→12:54:00 4h 24m nonstop · 19:45:00→22:45:00 5h 00m nonstop | Axel-exclusive $422.76 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | American Airlines | AA3257 + AA1528 / AA834 + AA3113 | 13:05:00→21:58:00 6h 53m 1 stop via PHX · 13:26:00→18:34:00 7h 08m 1 stop via PHX | Axel-exclusive $370.50 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | Delta Air Lines | DL1254 + DL2413 / DL756 + DL3883 | 13:39:00→22:27:00 6h 48m 1 stop via SLC · 14:25:00→19:25:00 7h 00m 1 stop via LAX | Axel-exclusive $389.50 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | Alaska Airlines / United Airlines | AS653 + AS1478 / UA1840 | 09:54:00→19:00:00 7h 06m 1 stop via SAN · 19:45:00→22:45:00 5h 00m nonstop | Axel-exclusive $389.51 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | United Airlines | UA2004 / UA1840 | 14:14:00→20:32:00 4h 18m nonstop · 19:45:00→22:45:00 5h 00m nonstop | Axel-exclusive $422.76 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | Delta Air Lines | DL2904 + DL1178 / DL756 + DL3883 | 22:40:00→08:34:00 7h 54m 1 stop via ATL · 14:25:00→19:25:00 7h 00m 1 stop via LAX | Axel-exclusive $389.50 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | Alaska Airlines / United Airlines | AS1859 + AA2664 / UA1840 | 20:24:00→05:01:00 6h 37m 1 stop via LAX · 19:45:00→22:45:00 5h 00m nonstop | Axel-exclusive $389.51 | 2026-10-29T01:22:11Z |
| 2027-01-12 → 2027-01-16 | United Airlines | UA2013 + UA1651 / UA1840 | 08:45:00→18:38:00 7h 53m 1 stop via DEN · 19:45:00→22:45:00 5h 00m nonstop | Axel-exclusive $396.63 | 2026-10-29T01:22:11Z |
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 (Jan 12–16, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Route overview: San Francisco Bay Area to Chicago (ORD) flight deals
2027-01-12 → 2027-01-16 · Axel-exclusive $422.76
- United Airlines UA1239: SJC 2027-01-12 06:30:00 → ORD 2027-01-12 12:54:00; nonstop; 264 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-01-16 19:45:00 → SJC 2027-01-16 22:45:00; nonstop; 300 minutes. Local airport times.
2027-01-12 → 2027-01-16 · Axel-exclusive $370.50
- American Airlines AA3257 / AA1528: SJC 2027-01-12 13:05:00 → ORD 2027-01-12 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
- AA3257: SJC 2027-01-12 13:05:00 → PHX 2027-01-12 16:05:00; layover at PHX: 81 minutes.
- AA1528: PHX 2027-01-12 17:26:00 → ORD 2027-01-12 21:58:00.
- American Airlines AA834 / AA3113: ORD 2027-01-16 13:26:00 → SJC 2027-01-16 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
- AA834: ORD 2027-01-16 13:26:00 → PHX 2027-01-16 16:21:00; layover at PHX: 74 minutes.
- AA3113: PHX 2027-01-16 17:35:00 → SJC 2027-01-16 18:34:00.
2027-01-12 → 2027-01-16 · Axel-exclusive $389.50
- Delta Air Lines DL1254 / DL2413: SJC 2027-01-12 13:39:00 → ORD 2027-01-12 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
- DL1254: SJC 2027-01-12 13:39:00 → SLC 2027-01-12 16:40:00; layover at SLC: 95 minutes.
- DL2413: SLC 2027-01-12 18:15:00 → ORD 2027-01-12 22:27:00.
- Delta Air Lines DL756 / DL3883: ORD 2027-01-16 14:25:00 → SJC 2027-01-16 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
- DL756: ORD 2027-01-16 14:25:00 → LAX 2027-01-16 16:59:00; layover at LAX: 66 minutes.
- DL3883: LAX 2027-01-16 18:05:00 → SJC 2027-01-16 19:25:00.
2027-01-12 → 2027-01-16 · Axel-exclusive $389.51
- Alaska Airlines AS653 / AS1478: SJC 2027-01-12 09:54:00 → ORD 2027-01-12 19:00:00; 1 stop(s) via SAN; 426 minutes. Local airport times.
- AS653: SJC 2027-01-12 09:54:00 → SAN 2027-01-12 11:19:00; layover at SAN: 83 minutes.
- AS1478: SAN 2027-01-12 12:42:00 → ORD 2027-01-12 19:00:00.
- United Airlines UA1840: ORD 2027-01-16 19:45:00 → SJC 2027-01-16 22:45:00; nonstop; 300 minutes. Local airport times.
2027-01-12 → 2027-01-16 · Axel-exclusive $422.76
- United Airlines UA2004: SJC 2027-01-12 14:14:00 → ORD 2027-01-12 20:32:00; nonstop; 258 minutes. Local airport times.
- United Airlines UA1840: ORD 2027-01-16 19:45:00 → SJC 2027-01-16 22:45:00; nonstop; 300 minutes. Local airport times.
2027-01-12 → 2027-01-16 · Axel-exclusive $389.50
- Delta Air Lines DL2904 / DL1178: SJC 2027-01-12 22:40:00 → ORD 2027-01-13 08:34:00; 1 stop(s) via ATL; 474 minutes. Local airport times.
- DL2904: SJC 2027-01-12 22:40:00 → ATL 2027-01-13 06:10:00; layover at ATL: 75 minutes.
- DL1178: ATL 2027-01-13 07:25:00 → ORD 2027-01-13 08:34:00.
- Delta Air Lines DL756 / DL3883: ORD 2027-01-16 14:25:00 → SJC 2027-01-16 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
- DL756: ORD 2027-01-16 14:25:00 → LAX 2027-01-16 16:59:00; layover at LAX: 66 minutes.
- DL3883: LAX 2027-01-16 18:05:00 → SJC 2027-01-16 19:25:00.
2027-01-12 → 2027-01-16 · Axel-exclusive $389.51
- Alaska Airlines AS1859 / AA2664: SJC 2027-01-12 20:24:00 → ORD 2027-01-13 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
- AS1859: SJC 2027-01-12 20:24:00 → LAX 2027-01-12 21:43:00; layover at LAX: 76 minutes.
- AA2664: LAX 2027-01-12 22:59:00 → ORD 2027-01-13 05:01:00.
- United Airlines UA1840: ORD 2027-01-16 19:45:00 → SJC 2027-01-16 22:45:00; nonstop; 300 minutes. Local airport times.
2027-01-12 → 2027-01-16 · Axel-exclusive $396.63
- United Airlines UA2013 / UA1651: SJC 2027-01-12 08:45:00 → ORD 2027-01-12 18:38:00; 1 stop(s) via DEN; 473 minutes. Local airport times.
- UA2013: SJC 2027-01-12 08:45:00 → DEN 2027-01-12 12:20:00; layover at DEN: 161 minutes.
- UA1651: DEN 2027-01-12 15:01:00 → ORD 2027-01-12 18:38:00.
- United Airlines UA1840: ORD 2027-01-16 19:45:00 → SJC 2027-01-16 22:45:00; nonstop; 300 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
- Jan 11, 2027 · Return options
- Jan 13, 2027 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: San Jose (SJC) to Chicago (ORD) · Jan 12, 2027 · return Jan 16, 2027: 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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