Chicago → San Jose
Nov 20, 2026 · one way
ORD → SJO1 adulteconomyOne way
6 flight options · 4 airlines
One-stop flights
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | Frontier Airlines | F91901 + F935 | $147.25 | 2026-10-29T01:53:24Z |
| 2026-11-20 · one way | Avianca | AV631 + AV641 | $190.00 | 2026-10-29T01:53:24Z |
| 2026-11-20 · one way | American Airlines | AA884 + AA310 | $232.75 | 2026-10-29T01:53:24Z |
| 2026-11-20 · one way | United Airlines | UA1856 + UA1222 | $237.50 | 2026-10-29T01:53:24Z |
| 2026-11-20 · one way | Frontier Airlines | F91596 + F9215 | $147.25 | 2026-10-29T01:53:24Z |
| 2026-11-20 · one way | United Airlines | UA1544 + UA1280 | $237.50 | 2026-10-29T01:53:24Z |
2026-11-20 · one way · $147.25
- Frontier Airlines F91901 / F935: ORD 2026-11-20 05:01:00 → SJO 2026-11-20 12:41:00; 1 stop(s) via MCO; 460 minutes. Local airport times.
- F91901: ORD 2026-11-20 05:01:00 → MCO 2026-11-20 08:55:00; layover at MCO: 85 minutes.
- F935: MCO 2026-11-20 10:20:00 → SJO 2026-11-20 12:41:00.
2026-11-20 · one way · $190.00
- Avianca AV631 / AV641: ORD 2026-11-20 14:20:00 → SJO 2026-11-20 23:15:00; 1 stop(s) via GUA; 535 minutes. Local airport times.
- AV631: ORD 2026-11-20 14:20:00 → GUA 2026-11-20 18:50:00; layover at GUA: 175 minutes.
- AV641: GUA 2026-11-20 21:45:00 → SJO 2026-11-20 23:15:00.
2026-11-20 · one way · $232.75
- American Airlines AA884 / AA310: ORD 2026-11-20 06:05:00 → SJO 2026-11-20 14:35:00; 1 stop(s) via MIA; 510 minutes. Local airport times.
- AA884: ORD 2026-11-20 06:05:00 → MIA 2026-11-20 10:25:00; layover at MIA: 123 minutes.
- AA310: MIA 2026-11-20 12:28:00 → SJO 2026-11-20 14:35:00.
2026-11-20 · one way · $237.50
- United Airlines UA1856 / UA1222: ORD 2026-11-20 10:39:00 → SJO 2026-11-20 19:53:00; 1 stop(s) via EWR; 554 minutes. Local airport times.
- UA1856: ORD 2026-11-20 10:39:00 → EWR 2026-11-20 13:57:00; layover at EWR: 95 minutes.
- UA1222: EWR 2026-11-20 15:32:00 → SJO 2026-11-20 19:53:00.
2026-11-20 · one way · $147.25
- Frontier Airlines F91596 / F9215: ORD 2026-11-20 05:58:00 → SJO 2026-11-20 14:16:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
- F91596: ORD 2026-11-20 05:58:00 → ATL 2026-11-20 09:27:00; layover at ATL: 107 minutes.
- F9215: ATL 2026-11-20 11:14:00 → SJO 2026-11-20 14:16:00.
2026-11-20 · one way · $237.50
- United Airlines UA1544 / UA1280: ORD 2026-11-20 12:40:00 → SJO 2026-11-20 20:39:00; 1 stop(s) via IAH; 479 minutes. Local airport times.
- UA1544: ORD 2026-11-20 12:40:00 → IAH 2026-11-20 15:41:00; layover at IAH: 76 minutes.
- UA1280: IAH 2026-11-20 16:57:00 → SJO 2026-11-20 20:39:00.