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Chicago → San Jose Cabo

Dec 21, 2026 · one way

ORD → SJD1 adulteconomyOne way

8 flight options · 5 airlines

Nonstop flights

Mon, Dec 21 · One way

American Airlines
8:55 amORD
4h 49m
Nonstop
12:44 pmSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
9:03 amORD
5h
Nonstop
1:03 pmSJD

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

VB
12:35 amORD
7h 56m
MTY · 2h 30m
7:31 amSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Aeromexico
3:26 pmORD
8h 9m
MEX · 1h 15m
10:35 pmSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Delta Air Lines
6:20 amORD
7h 48m
MSP · 1h 40m
1:08 pmSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
5:00 amORD
8h 14m
PHX · 2h 10m
12:14 pmSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
12:05 pmORD
8h 44m
LAX · 1h 32m
7:49 pmSJD

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
7:00 amORD
8h 42m
DEN · 2h 44m
2:42 pmSJD

One-way total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ SJD

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 · one wayAmerican AirlinesAA1649$384.252026-10-29T01:53:21Z
2026-12-21 · one wayUnited AirlinesUA1879$391.502026-10-29T01:53:21Z
2026-12-21 · one wayVBVB633 + VB4324$253.752026-10-29T01:53:21Z
2026-12-21 · one wayAeromexicoAM687 + AM388$362.502026-10-29T01:53:21Z
2026-12-21 · one wayDelta Air LinesDL1717 + DL1924$369.752026-10-29T01:53:21Z
2026-12-21 · one wayAmerican AirlinesAA558 + AA2128$340.752026-10-29T01:53:21Z
2026-12-21 · one wayAmerican AirlinesAA832 + AS1384$340.752026-10-29T01:53:21Z
2026-12-21 · one wayUnited AirlinesUA1217 + UA452$348.002026-10-29T01:53:21Z

2026-12-21 · one way · $384.25

  • American Airlines AA1649: ORD 2026-12-21 08:55:00 → SJD 2026-12-21 12:44:00; nonstop; 289 minutes. Local airport times.

2026-12-21 · one way · $391.50

  • United Airlines UA1879: ORD 2026-12-21 09:03:00 → SJD 2026-12-21 13:03:00; nonstop; 300 minutes. Local airport times.

2026-12-21 · one way · $253.75

  • VB VB633 / VB4324: ORD 2026-12-21 00:35:00 → SJD 2026-12-21 07:31:00; 1 stop(s) via MTY; 476 minutes. Local airport times.
    • VB633: ORD 2026-12-21 00:35:00 → MTY 2026-12-21 04:03:00; layover at MTY: 150 minutes.
    • VB4324: MTY 2026-12-21 06:33:00 → SJD 2026-12-21 07:31:00.

2026-12-21 · one way · $362.50

  • Aeromexico AM687 / AM388: ORD 2026-12-21 15:26:00 → SJD 2026-12-21 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-21 15:26:00 → MEX 2026-12-21 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-21 21:15:00 → SJD 2026-12-21 22:35:00.

2026-12-21 · one way · $369.75

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-21 06:20:00 → SJD 2026-12-21 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-21 06:20:00 → MSP 2026-12-21 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-21 09:34:00 → SJD 2026-12-21 13:08:00.

2026-12-21 · one way · $340.75

  • American Airlines AA558 / AA2128: ORD 2026-12-21 05:00:00 → SJD 2026-12-21 12:14:00; 1 stop(s) via PHX; 494 minutes. Local airport times.
    • AA558: ORD 2026-12-21 05:00:00 → PHX 2026-12-21 07:49:00; layover at PHX: 130 minutes.
    • AA2128: PHX 2026-12-21 09:59:00 → SJD 2026-12-21 12:14:00.

2026-12-21 · one way · $340.75

  • American Airlines AA832 / AS1384: ORD 2026-12-21 12:05:00 → SJD 2026-12-21 19:49:00; 1 stop(s) via LAX; 524 minutes. Local airport times.
    • AA832: ORD 2026-12-21 12:05:00 → LAX 2026-12-21 14:48:00; layover at LAX: 92 minutes.
    • AS1384: LAX 2026-12-21 16:20:00 → SJD 2026-12-21 19:49:00.

2026-12-21 · one way · $348.00

  • United Airlines UA1217 / UA452: ORD 2026-12-21 07:00:00 → SJD 2026-12-21 14:42:00; 1 stop(s) via DEN; 522 minutes. Local airport times.
    • UA1217: ORD 2026-12-21 07:00:00 → DEN 2026-12-21 08:46:00; layover at DEN: 164 minutes.
    • UA452: DEN 2026-12-21 11:30:00 → SJD 2026-12-21 14:42:00.

More dates for this route