San Jose (SJC) to Chicago (ORD), Nov 16–19, 2026: from $390 round trip

San Jose (SJC) to Chicago (ORD), Nov 16–19, 2026: from $390 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $390 round trip, Axel-exclusive, American Airlines, 1 stop, Nov 16–19, 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.

Exact travel dates Airline Flights Times, duration, stops Total price Price issued (UTC)
2026-11-16 → 2026-11-19 United Airlines UA2004 / UA1840 14:14:00→20:32:00 4h 18m nonstop · 19:45:00→22:45:00 5h 00m nonstop Axel-exclusive $445.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 American Airlines AA3257 + AA1528 / AA3111 + AS672 13:05:00→21:58:00 6h 53m 1 stop via PHX · 16:45:00→22:56:00 8h 11m 1 stop via SAN Axel-exclusive $390.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 Delta Air Lines DL2904 + DL1178 / DL1477 + DL933 22:40:00→08:34:00 7h 54m 1 stop via ATL · 15:59:00→22:12:00 8h 13m 1 stop via ATL Axel-exclusive $410.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 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 $410.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 United Airlines UA1239 / UA1840 06:30:00→12:54:00 4h 24m nonstop · 19:45:00→22:45:00 5h 00m nonstop Axel-exclusive $445.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 Delta Air Lines DL1254 + DL2413 / DL1477 + DL933 13:39:00→22:27:00 6h 48m 1 stop via SLC · 15:59:00→22:12:00 8h 13m 1 stop via ATL Axel-exclusive $410.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 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 $410.00 2026-10-29T01:22:11Z
2026-11-16 → 2026-11-19 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 $417.50 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.

All hotels in Chicago

Route overview: San Francisco Bay Area to Chicago (ORD) flight deals

2026-11-16 → 2026-11-19 · Axel-exclusive $445.00

2026-11-16 → 2026-11-19 · Axel-exclusive $390.00

2026-11-16 → 2026-11-19 · Axel-exclusive $410.00

2026-11-16 → 2026-11-19 · Axel-exclusive $410.00

2026-11-16 → 2026-11-19 · Axel-exclusive $445.00

2026-11-16 → 2026-11-19 · Axel-exclusive $410.00

2026-11-16 → 2026-11-19 · Axel-exclusive $410.00

2026-11-16 → 2026-11-19 · Axel-exclusive $417.50

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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