San Juan (SJU) to Chicago (ORD), Jan 23, 2027: from $120 one way

San Juan (SJU) to Chicago (ORD), Jan 23, 2027: from $120 one way on Axel, checked Oct 29, 2026. Lowest published fare: $120 one way, Axel-exclusive, Frontier Airlines, 1 stop, Jan 23, 2027, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel dates	Airline	Flights	Times, duration, stops	Total price	Price issued (UTC)
2027-01-23 · one way	Frontier Airlines	F94789	22:26:00→01:33:00 5h 07m nonstop	Axel-exclusive $130.00	2026-10-29T01:23:44Z
2027-01-23 · one way	American Airlines	AA2436	05:00:00→08:39:00 5h 39m nonstop	Axel-exclusive $215.00	2026-10-29T01:23:44Z
2027-01-23 · one way	United Airlines	UA2088	16:55:00→20:26:00 5h 31m nonstop	Axel-exclusive $220.00	2026-10-29T01:23:44Z
2027-01-23 · one way	DM	DM1003 + DM5420	16:24:00→22:20:00 7h 56m 1 stop via PUJ	Axel-exclusive $165.00	2026-10-29T01:23:44Z
2027-01-23 · one way	Delta Air Lines	DL1780 + DL2804	14:55:00→22:36:00 9h 41m 1 stop via BOS	Axel-exclusive $210.00	2026-10-29T01:23:44Z
2027-01-23 · one way	American Airlines	AA2213	15:50:00→19:29:00 5h 39m nonstop	Axel-exclusive $215.00	2026-10-29T01:23:44Z
2027-01-23 · one way	United Airlines	UA2089	08:25:00→11:49:00 5h 24m nonstop	Axel-exclusive $220.00	2026-10-29T01:23:44Z
2027-01-23 · one way	Frontier Airlines	F92871 + F91441	05:19:00→12:00:00 8h 41m 1 stop via ATL	Axel-exclusive $120.00	2026-10-29T01:23:44Z
2027-01-23 · one way	Frontier Airlines	F91015 + F92113	07:28:00→14:12:00 8h 44m 1 stop via PHL	Axel-exclusive $120.00	2026-10-29T01:23:44Z
2027-01-23 · one way	American Airlines	AA508 + AA595	08:30:00→15:34:00 9h 04m 1 stop via PHL	Axel-exclusive $195.00	2026-10-29T01:23:44Z
2027-01-23 · one way	United Airlines	UA2022 + UA2331	08:05:00→14:38:00 8h 33m 1 stop via IAD	Axel-exclusive $200.00	2026-10-29T01:23:44Z

Route overview: San Juan to Chicago (ORD) flight deals

2027-01-23 · one way · Axel-exclusive $130.00

Frontier Airlines F94789: SJU 2027-01-23 22:26:00 → ORD 2027-01-24 01:33:00; nonstop; 307 minutes. Local airport times.

2027-01-23 · one way · Axel-exclusive $215.00

American Airlines AA2436: SJU 2027-01-23 05:00:00 → ORD 2027-01-23 08:39:00; nonstop; 339 minutes. Local airport times.

2027-01-23 · one way · Axel-exclusive $220.00

United Airlines UA2088: SJU 2027-01-23 16:55:00 → ORD 2027-01-23 20:26:00; nonstop; 331 minutes. Local airport times.

2027-01-23 · one way · Axel-exclusive $165.00

DM DM1003 / DM5420: SJU 2027-01-23 16:24:00 → ORD 2027-01-23 22:20:00; 1 stop(s) via PUJ; 476 minutes. Local airport times.
- DM1003: SJU 2027-01-23 16:24:00 → PUJ 2027-01-23 17:25:00; layover at PUJ: 105 minutes.
- DM5420: PUJ 2027-01-23 19:10:00 → ORD 2027-01-23 22:20:00.

2027-01-23 · one way · Axel-exclusive $210.00

Delta Air Lines DL1780 / DL2804: SJU 2027-01-23 14:55:00 → ORD 2027-01-23 22:36:00; 1 stop(s) via BOS; 581 minutes. Local airport times.
- DL1780: SJU 2027-01-23 14:55:00 → BOS 2027-01-23 18:11:00; layover at BOS: 149 minutes.
- DL2804: BOS 2027-01-23 20:40:00 → ORD 2027-01-23 22:36:00.

2027-01-23 · one way · Axel-exclusive $215.00

American Airlines AA2213: SJU 2027-01-23 15:50:00 → ORD 2027-01-23 19:29:00; nonstop; 339 minutes. Local airport times.

2027-01-23 · one way · Axel-exclusive $220.00

United Airlines UA2089: SJU 2027-01-23 08:25:00 → ORD 2027-01-23 11:49:00; nonstop; 324 minutes. Local airport times.

2027-01-23 · one way · Axel-exclusive $120.00

Frontier Airlines F92871 / F91441: SJU 2027-01-23 05:19:00 → ORD 2027-01-23 12:00:00; 1 stop(s) via ATL; 521 minutes. Local airport times.
- F92871: SJU 2027-01-23 05:19:00 → ATL 2027-01-23 08:26:00; layover at ATL: 131 minutes.
- F91441: ATL 2027-01-23 10:37:00 → ORD 2027-01-23 12:00:00.

2027-01-23 · one way · Axel-exclusive $120.00

Frontier Airlines F91015 / F92113: SJU 2027-01-23 07:28:00 → ORD 2027-01-23 14:12:00; 1 stop(s) via PHL; 524 minutes. Local airport times.
- F91015: SJU 2027-01-23 07:28:00 → PHL 2027-01-23 10:36:00; layover at PHL: 123 minutes.
- F92113: PHL 2027-01-23 12:39:00 → ORD 2027-01-23 14:12:00.

2027-01-23 · one way · Axel-exclusive $195.00

American Airlines AA508 / AA595: SJU 2027-01-23 08:30:00 → ORD 2027-01-23 15:34:00; 1 stop(s) via PHL; 544 minutes. Local airport times.
- AA508: SJU 2027-01-23 08:30:00 → PHL 2027-01-23 11:39:00; layover at PHL: 135 minutes.
- AA595: PHL 2027-01-23 13:54:00 → ORD 2027-01-23 15:34:00.

2027-01-23 · one way · Axel-exclusive $200.00

United Airlines UA2022 / UA2331: SJU 2027-01-23 08:05:00 → ORD 2027-01-23 14:38:00; 1 stop(s) via IAD; 513 minutes. Local airport times.
- UA2022: SJU 2027-01-23 08:05:00 → IAD 2027-01-23 11:09:00; layover at IAD: 126 minutes.
- UA2331: IAD 2027-01-23 13:15:00 → ORD 2027-01-23 14:38:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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