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San Jose → Chicago

Jan 21, 2027 · return Feb 4, 2027

SJC → ORD1 adulteconomyRound trip

8 flight options · 4 airlines

Nonstop flights

Thu, Jan 21 – Thu, Feb 4

United Airlines
11:00 pmSJC
4h 17m
Nonstop
5:17 am+1ORD
United Airlines
7:45 pmORD
5h
Nonstop
10:45 pmSJC

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
2:14 pmSJC
4h 18m
Nonstop
8:32 pmORD
United Airlines
7:45 pmORD
5h
Nonstop
10:45 pmSJC

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Thu, Feb 4

American Airlines
1:05 pmSJC
6h 53m
PHX · 1h 21m
9:58 pmORD
American Airlines
1:26 pmORD
7h 8m
PHX · 1h 14m
6:34 pmSJC

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

Alaska Airlines
8:24 pmSJC
6h 37m
LAX · 1h 16m
5:01 am+1ORD
United Airlines
7:45 pmORD
5h
Nonstop
10:45 pmSJC

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Delta Air Lines
10:40 pmSJC
7h 54m
ATL · 1h 15m
8:34 am+1ORD
Delta Air Lines
2:25 pmORD
7h
LAX · 1h 6m
7:25 pmSJC

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Alaska Airlines
9:54 amSJC
7h 6m
SAN · 1h 23m
7:00 pmORD
United Airlines
7:45 pmORD
5h
Nonstop
10:45 pmSJC

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
8:45 amSJC
7h 53m
DEN · 2h 41m
6:38 pmORD
United Airlines
7:45 pmORD
5h
Nonstop
10:45 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)
2027-01-21 → 2027-02-04United AirlinesUA2382 / UA1840$422.762026-10-29T01:22:11Z
2027-01-21 → 2027-02-04American AirlinesAA3257 + AA1528 / AA834 + AA3113$370.502026-10-29T01:22:11Z
2027-01-21 → 2027-02-04Delta Air LinesDL1254 + DL2413 / DL756 + DL3883$389.502026-10-29T01:22:11Z
2027-01-21 → 2027-02-04Alaska Airlines / United AirlinesAS1859 + AA2664 / UA1840$389.512026-10-29T01:22:11Z
2027-01-21 → 2027-02-04United AirlinesUA2004 / UA1840$422.762026-10-29T01:22:11Z
2027-01-21 → 2027-02-04Delta Air LinesDL2904 + DL1178 / DL756 + DL3883$389.502026-10-29T01:22:11Z
2027-01-21 → 2027-02-04Alaska Airlines / United AirlinesAS653 + AS1478 / UA1840$389.512026-10-29T01:22:11Z
2027-01-21 → 2027-02-04United AirlinesUA2013 + UA1651 / UA1840$396.632026-10-29T01:22:11Z

2027-01-21 → 2027-02-04 · $422.76

  • United Airlines UA2382: SJC 2027-01-21 23:00:00 → ORD 2027-01-22 05:17:00; nonstop; 257 minutes. Local airport times.
  • United Airlines UA1840: ORD 2027-02-04 19:45:00 → SJC 2027-02-04 22:45:00; nonstop; 300 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $370.50

  • American Airlines AA3257 / AA1528: SJC 2027-01-21 13:05:00 → ORD 2027-01-21 21:58:00; 1 stop(s) via PHX; 413 minutes. Local airport times.
    • AA3257: SJC 2027-01-21 13:05:00 → PHX 2027-01-21 16:05:00; layover at PHX: 81 minutes.
    • AA1528: PHX 2027-01-21 17:26:00 → ORD 2027-01-21 21:58:00.
  • American Airlines AA834 / AA3113: ORD 2027-02-04 13:26:00 → SJC 2027-02-04 18:34:00; 1 stop(s) via PHX; 428 minutes. Local airport times.
    • AA834: ORD 2027-02-04 13:26:00 → PHX 2027-02-04 16:21:00; layover at PHX: 74 minutes.
    • AA3113: PHX 2027-02-04 17:35:00 → SJC 2027-02-04 18:34:00.

2027-01-21 → 2027-02-04 · $389.50

  • Delta Air Lines DL1254 / DL2413: SJC 2027-01-21 13:39:00 → ORD 2027-01-21 22:27:00; 1 stop(s) via SLC; 408 minutes. Local airport times.
    • DL1254: SJC 2027-01-21 13:39:00 → SLC 2027-01-21 16:40:00; layover at SLC: 95 minutes.
    • DL2413: SLC 2027-01-21 18:15:00 → ORD 2027-01-21 22:27:00.
  • Delta Air Lines DL756 / DL3883: ORD 2027-02-04 14:25:00 → SJC 2027-02-04 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
    • DL756: ORD 2027-02-04 14:25:00 → LAX 2027-02-04 16:59:00; layover at LAX: 66 minutes.
    • DL3883: LAX 2027-02-04 18:05:00 → SJC 2027-02-04 19:25:00.

2027-01-21 → 2027-02-04 · $389.51

  • Alaska Airlines AS1859 / AA2664: SJC 2027-01-21 20:24:00 → ORD 2027-01-22 05:01:00; 1 stop(s) via LAX; 397 minutes. Local airport times.
    • AS1859: SJC 2027-01-21 20:24:00 → LAX 2027-01-21 21:43:00; layover at LAX: 76 minutes.
    • AA2664: LAX 2027-01-21 22:59:00 → ORD 2027-01-22 05:01:00.
  • United Airlines UA1840: ORD 2027-02-04 19:45:00 → SJC 2027-02-04 22:45:00; nonstop; 300 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $422.76

  • United Airlines UA2004: SJC 2027-01-21 14:14:00 → ORD 2027-01-21 20:32:00; nonstop; 258 minutes. Local airport times.
  • United Airlines UA1840: ORD 2027-02-04 19:45:00 → SJC 2027-02-04 22:45:00; nonstop; 300 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $389.50

  • Delta Air Lines DL2904 / DL1178: SJC 2027-01-21 22:40:00 → ORD 2027-01-22 08:34:00; 1 stop(s) via ATL; 474 minutes. Local airport times.
    • DL2904: SJC 2027-01-21 22:40:00 → ATL 2027-01-22 06:10:00; layover at ATL: 75 minutes.
    • DL1178: ATL 2027-01-22 07:25:00 → ORD 2027-01-22 08:34:00.
  • Delta Air Lines DL756 / DL3883: ORD 2027-02-04 14:25:00 → SJC 2027-02-04 19:25:00; 1 stop(s) via LAX; 420 minutes. Local airport times.
    • DL756: ORD 2027-02-04 14:25:00 → LAX 2027-02-04 16:59:00; layover at LAX: 66 minutes.
    • DL3883: LAX 2027-02-04 18:05:00 → SJC 2027-02-04 19:25:00.

2027-01-21 → 2027-02-04 · $389.51

  • Alaska Airlines AS653 / AS1478: SJC 2027-01-21 09:54:00 → ORD 2027-01-21 19:00:00; 1 stop(s) via SAN; 426 minutes. Local airport times.
    • AS653: SJC 2027-01-21 09:54:00 → SAN 2027-01-21 11:19:00; layover at SAN: 83 minutes.
    • AS1478: SAN 2027-01-21 12:42:00 → ORD 2027-01-21 19:00:00.
  • United Airlines UA1840: ORD 2027-02-04 19:45:00 → SJC 2027-02-04 22:45:00; nonstop; 300 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $396.63

  • United Airlines UA2013 / UA1651: SJC 2027-01-21 08:45:00 → ORD 2027-01-21 18:38:00; 1 stop(s) via DEN; 473 minutes. Local airport times.
    • UA2013: SJC 2027-01-21 08:45:00 → DEN 2027-01-21 12:20:00; layover at DEN: 161 minutes.
    • UA1651: DEN 2027-01-21 15:01:00 → ORD 2027-01-21 18:38:00.
  • United Airlines UA1840: ORD 2027-02-04 19:45:00 → SJC 2027-02-04 22:45:00; nonstop; 300 minutes. Local airport times.

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