Travel with Axel,
get the best price.

Chicago → San Jose Cabo

Dec 21, 2026 · return Jan 4, 2027

ORD → SJD1 adulteconomyRound trip

7 flight options · 5 airlines

Nonstop flights

Mon, Dec 21 – Mon, Jan 4

American Airlines
8:55 amORD
4h 49m
Nonstop
12:44 pmSJD
American Airlines
1:44 pmSJD
4h 31m
Nonstop
7:15 pmORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Mon, Jan 4

VB
12:35 amORD
7h 56m
MTY · 2h 30m
7:31 amSJD
United Airlines
2:30 pmSJD
8h 29m
DEN · 2h 44m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Aeromexico
3:26 pmORD
8h 9m
MEX · 1h 15m
10:35 pmSJD
United Airlines
2:30 pmSJD
8h 29m
DEN · 2h 44m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Delta Air Lines
6:20 amORD
7h 48m
MSP · 1h 40m
1:08 pmSJD
Delta Air Lines
2:04 pmSJD
8h 50m
ATL · 2h 50m
11:54 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

United Airlines
9:03 amORD
5h
Nonstop
1:03 pmSJD
United Airlines
2:30 pmSJD
8h 29m
DEN · 2h 44m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
5:00 amORD
8h 14m
PHX · 2h 10m
12:14 pmSJD
American Airlines
1:44 pmSJD
4h 31m
Nonstop
7:15 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
8:44 amORD
4h 58m
Nonstop
12:42 pmSJD
American Airlines
11:35 amSJD
7h 35m
AUS · 2h 5m
8:10 pmORD

Round-trip 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.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

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 → 2027-01-04American AirlinesAA1649 / AA2636$624.752026-10-29T01:53:21Z
2026-12-21 → 2027-01-04VB / United AirlinesVB633 + VB4324 / UA2152 + UA1787$469.252026-10-29T01:53:21Z
2026-12-21 → 2027-01-04Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787$567.132026-10-29T01:53:21Z
2026-12-21 → 2027-01-04Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199$588.002026-10-29T01:53:21Z
2026-12-21 → 2027-01-04United AirlinesUA1879 / UA2152 + UA1787$607.002026-10-29T01:53:21Z
2026-12-21 → 2027-01-04American AirlinesAA558 + AA2128 / AA2636$581.252026-10-29T01:53:21Z
2026-12-21 → 2027-01-04American AirlinesAA1649 / AA2343 + AA2604$594.752026-10-29T01:53:21Z

2026-12-21 → 2027-01-04 · $624.75

  • American Airlines AA1649: ORD 2026-12-21 08:55:00 → SJD 2026-12-21 12:44:00; nonstop; 289 minutes. Local airport times.
  • American Airlines AA2636: SJD 2027-01-04 13:44:00 → ORD 2027-01-04 19:15:00; nonstop; 271 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $469.25

  • 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.
  • United Airlines UA2152 / UA1787: SJD 2027-01-04 14:30:00 → ORD 2027-01-04 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2027-01-04 14:30:00 → DEN 2027-01-04 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2027-01-04 20:25:00 → ORD 2027-01-04 23:59:00.

2026-12-21 → 2027-01-04 · $567.13

  • 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.
  • United Airlines UA2152 / UA1787: SJD 2027-01-04 14:30:00 → ORD 2027-01-04 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2027-01-04 14:30:00 → DEN 2027-01-04 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2027-01-04 20:25:00 → ORD 2027-01-04 23:59:00.

2026-12-21 → 2027-01-04 · $588.00

  • 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.
  • Delta Air Lines DL1848 / DL1199: SJD 2027-01-04 14:04:00 → ORD 2027-01-04 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2027-01-04 14:04:00 → ATL 2027-01-04 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2027-01-04 22:40:00 → ORD 2027-01-04 23:54:00.

2026-12-21 → 2027-01-04 · $607.00

  • United Airlines UA1879: ORD 2026-12-21 09:03:00 → SJD 2026-12-21 13:03:00; nonstop; 300 minutes. Local airport times.
  • United Airlines UA2152 / UA1787: SJD 2027-01-04 14:30:00 → ORD 2027-01-04 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2027-01-04 14:30:00 → DEN 2027-01-04 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2027-01-04 20:25:00 → ORD 2027-01-04 23:59:00.

2026-12-21 → 2027-01-04 · $581.25

  • 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.
  • American Airlines AA2636: SJD 2027-01-04 13:44:00 → ORD 2027-01-04 19:15:00; nonstop; 271 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $594.75

  • American Airlines AA1649: ORD 2026-12-21 08:44:00 → SJD 2026-12-21 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2343 / AA2604: SJD 2027-01-04 11:35:00 → ORD 2027-01-04 20:10:00; 1 stop(s) via AUS; 455 minutes. Local airport times.
    • AA2343: SJD 2027-01-04 11:35:00 → AUS 2027-01-04 15:05:00; layover at AUS: 125 minutes.
    • AA2604: AUS 2027-01-04 17:10:00 → ORD 2027-01-04 20:10:00.

More dates for this route