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San Jose → Chicago

Dec 21, 2026 · return Dec 27, 2026

SJC → ORD1 adulteconomyRound trip

6 flight options · 4 airlines

One-stop flights

Mon, Dec 21 – Sun, Dec 27

Alaska Airlines
8:24 pmSJC
6h 37m
LAX · 1h 16m
5:01 am+1ORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

United Airlines
8:45 amSJC
7h 53m
DEN · 2h 41m
6:38 pmORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

American Airlines
1:05 pmSJC
6h 53m
PHX · 1h 21m
9:58 pmORD
American Airlines
4:45 pmORD
8h 11m
SAN · 2h 1m
10:56 pmSJC

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

Delta Air Lines
1:39 pmSJC
6h 48m
SLC · 1h 35m
10:27 pmORD
Delta Air Lines
2:25 pmORD
7h
LAX · 1h 6m
7:25 pmSJC

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

Alaska Airlines
9:54 amSJC
7h 6m
SAN · 1h 23m
7:00 pmORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

United Airlines
6:30 amSJC
4h 24m
Nonstop
12:54 pmORD
United Airlines
8:40 amORD
6h 38m
DEN · 1h 9m
1:18 pmSJC

Round-trip total · 1 adult · Taxes included

Make this trip yours

SJC ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2026-12-27Alaska Airlines / United AirlinesAS1859 + AA2664 / UA2495 + UA1256$516.382026-10-29T01:22:11Z
2026-12-21 → 2026-12-27United AirlinesUA2013 + UA1651 / UA2495 + UA1256$526.502026-10-29T01:22:11Z
2026-12-21 → 2026-12-27American AirlinesAA3257 + AA1528 / AA3111 + AS672$526.502026-10-29T01:22:11Z
2026-12-21 → 2026-12-27Delta Air LinesDL1254 + DL2413 / DL756 + DL3883$553.502026-10-29T01:22:11Z
2026-12-21 → 2026-12-27Alaska Airlines / United AirlinesAS653 + AS1478 / UA2495 + UA1256$516.382026-10-29T01:22:11Z
2026-12-21 → 2026-12-27United AirlinesUA1239 / UA2495 + UA1256$563.632026-10-29T01:22:11Z

2026-12-21 → 2026-12-27 · $516.38

  • Alaska Airlines AS1859 / AA2664: SJC 2026-12-21 20:24:00 → ORD 2026-12-22 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
    • AS1859: SJC 2026-12-21 20:24:00 → LAX 2026-12-21 21:43:00; layover at LAX: 76 minutes.
    • AA2664: LAX 2026-12-21 22:59:00 → ORD 2026-12-22 05:01:00.
  • United Airlines UA2495 / UA1256: ORD 2026-12-27 08:40:00 → SJC 2026-12-27 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2026-12-27 11:35:00 → SJC 2026-12-27 13:18:00.

2026-12-21 → 2026-12-27 · $526.50

  • United Airlines UA2013 / UA1651: SJC 2026-12-21 08:45:00 → ORD 2026-12-21 18:38:00; 1 stop(s) via DEN; 473 minutes. Local airport times.
    • UA2013: SJC 2026-12-21 08:45:00 → DEN 2026-12-21 12:20:00; layover at DEN: 161 minutes.
    • UA1651: DEN 2026-12-21 15:01:00 → ORD 2026-12-21 18:38:00.
  • United Airlines UA2495 / UA1256: ORD 2026-12-27 08:40:00 → SJC 2026-12-27 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2026-12-27 11:35:00 → SJC 2026-12-27 13:18:00.

2026-12-21 → 2026-12-27 · $526.50

  • American Airlines AA3257 / AA1528: SJC 2026-12-21 13:05:00 → ORD 2026-12-21 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
    • AA3257: SJC 2026-12-21 13:05:00 → PHX 2026-12-21 16:05:00; layover at PHX: 81 minutes.
    • AA1528: PHX 2026-12-21 17:26:00 → ORD 2026-12-21 21:58:00.
  • American Airlines AA3111 / AS672: ORD 2026-12-27 16:45:00 → SJC 2026-12-27 22:56:00; 1 stop(s) via SAN; 491 minutes. Local airport times.
    • AA3111: ORD 2026-12-27 16:45:00 → SAN 2026-12-27 19:18:00; layover at SAN: 121 minutes.
    • AS672: SAN 2026-12-27 21:19:00 → SJC 2026-12-27 22:56:00.

2026-12-21 → 2026-12-27 · $553.50

  • Delta Air Lines DL1254 / DL2413: SJC 2026-12-21 13:39:00 → ORD 2026-12-21 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
    • DL1254: SJC 2026-12-21 13:39:00 → SLC 2026-12-21 16:40:00; layover at SLC: 95 minutes.
    • DL2413: SLC 2026-12-21 18:15:00 → ORD 2026-12-21 22:27:00.
  • Delta Air Lines DL756 / DL3883: ORD 2026-12-27 14:25:00 → SJC 2026-12-27 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
    • DL756: ORD 2026-12-27 14:25:00 → LAX 2026-12-27 16:59:00; layover at LAX: 66 minutes.
    • DL3883: LAX 2026-12-27 18:05:00 → SJC 2026-12-27 19:25:00.

2026-12-21 → 2026-12-27 · $516.38

  • Alaska Airlines AS653 / AS1478: SJC 2026-12-21 09:54:00 → ORD 2026-12-21 19:00:00; 1 stop(s) via SAN; 426 minutes. Local airport times.
    • AS653: SJC 2026-12-21 09:54:00 → SAN 2026-12-21 11:19:00; layover at SAN: 83 minutes.
    • AS1478: SAN 2026-12-21 12:42:00 → ORD 2026-12-21 19:00:00.
  • United Airlines UA2495 / UA1256: ORD 2026-12-27 08:40:00 → SJC 2026-12-27 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2026-12-27 11:35:00 → SJC 2026-12-27 13:18:00.

2026-12-21 → 2026-12-27 · $563.63

  • United Airlines UA1239: SJC 2026-12-21 06:30:00 → ORD 2026-12-21 12:54:00; nonstop; 264 minutes. Local airport times.
  • United Airlines UA2495 / UA1256: ORD 2026-12-27 08:40:00 → SJC 2026-12-27 13:18:00; 1 stop(s) via DEN; 398 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 69 minutes.
    • UA1256: DEN 2026-12-27 11:35:00 → SJC 2026-12-27 13:18:00.

More dates for this route