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San Juan → Chicago

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SJU → ORD1 adulteconomy

32 flight options · 5 airlines

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
10:26 pmSJU
5h 7m
Nonstop
1:33 am+1ORD
Frontier Airlines
11:53 pmORD
4h 39m
Nonstop
6:32 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
3:52 pmSJU
5h 38m
Nonstop
7:30 pmORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
4:55 pmSJU
5h 31m
Nonstop
8:26 pmORD
United Airlines
2:16 pmORD
4h 44m
Nonstop
9:00 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

DM
4:24 pmSJU
7h 56m
PUJ · 1h 45m
10:20 pmORD
DM
5:45 amORD
7h 18m
PUJ · 1h 28m
3:03 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
5:00 amSJU
5h 39m
Nonstop
8:39 amORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
3:52 pmSJU
5h 38m
Nonstop
7:30 pmORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
5:00 amSJU
5h 39m
Nonstop
8:39 amORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
4:55 pmSJU
5h 31m
Nonstop
8:26 pmORD
United Airlines
8:52 amORD
4h 48m
Nonstop
3:40 pmSJU

Round-trip total · 1 adult · Taxes included

Show 13 more flights

Fri, Nov 27 – Fri, Dec 4

United Airlines
8:25 amSJU
5h 22m
Nonstop
11:47 amORD
United Airlines
8:52 amORD
4h 48m
Nonstop
3:40 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
8:25 amSJU
5h 22m
Nonstop
11:47 amORD
United Airlines
2:16 pmORD
4h 44m
Nonstop
9:00 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Frontier Airlines
7:28 amSJU
8h 44m
PHL · 2h 3m
2:12 pmORD
Frontier Airlines
4:42 pmORD
7h 45m
PHL · 1h 35m
2:27 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Frontier Airlines
5:19 amSJU
8h 41m
ATL · 2h 11m
12:00 pmORD
Frontier Airlines
4:42 pmORD
7h 45m
PHL · 1h 35m
2:27 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
5:19 amSJU
8h 41m
ATL · 2h 11m
12:00 pmORD
Frontier Airlines
11:53 pmORD
4h 39m
Nonstop
6:32 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Frontier Airlines
10:26 pmSJU
5h 7m
Nonstop
1:33 am+1ORD
Frontier Airlines
4:42 pmORD
7h 45m
PHL · 1h 35m
2:27 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
7:28 amSJU
8h 44m
PHL · 2h 3m
2:12 pmORD
Frontier Airlines
11:53 pmORD
4h 39m
Nonstop
6:32 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

DM
4:24 pmSJU
7h 56m
PUJ · 1h 45m
10:20 pmORD
DM
5:45 amORD
7h 18m
PUJ · 1h 28m
3:03 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
8:30 amSJU
9h 4m
PHL · 2h 15m
3:34 pmORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
8:30 amSJU
9h 4m
PHL · 2h 15m
3:34 pmORD
American Airlines
11:00 pmORD
4h 36m
Nonstop
5:36 am+1SJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
8:05 amSJU
8h 33m
IAD · 2h 6m
2:38 pmORD
United Airlines
8:52 amORD
4h 48m
Nonstop
3:40 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
8:25 amSJU
5h 24m
Nonstop
11:49 amORD
United Airlines
1:00 pmORD
7h 22m
IAD · 1h 26m
10:22 pmSJU

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
8:05 amSJU
8h 33m
IAD · 2h 6m
2:38 pmORD
United Airlines
2:16 pmORD
4h 44m
Nonstop
9:00 pmSJU

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

Frontier Airlines
10:26 pmSJU
5h 7m
Nonstop
1:33 am+1ORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
3:52 pmSJU
5h 38m
Nonstop
7:30 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
8:25 amSJU
5h 22m
Nonstop
11:47 amORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

DM
4:24 pmSJU
7h 56m
PUJ · 1h 45m
10:20 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
2:55 pmSJU
9h 41m
BOS · 2h 29m
10:36 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
5:00 amSJU
5h 39m
Nonstop
8:39 amORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
4:55 pmSJU
5h 31m
Nonstop
8:26 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Frontier Airlines
7:28 amSJU
8h 44m
PHL · 2h 3m
2:12 pmORD

One-way total · 1 adult · Taxes included

Show 3 more flights

Fri, Nov 20 · One way

Frontier Airlines
5:19 amSJU
8h 41m
ATL · 2h 11m
12:00 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
8:30 amSJU
9h 4m
PHL · 2h 15m
3:34 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
8:05 amSJU
8h 33m
IAD · 2h 6m
2:38 pmORD

One-way total · 1 adult · Taxes included

Make this trip yours

SJU ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Frontier 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.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. 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

Nov 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)
2026-11-20 · one wayFrontier AirlinesF94789$130.002026-10-29T01:23:44Z
2026-11-20 · one wayAmerican AirlinesAA2279$215.002026-10-29T01:23:44Z
2026-11-20 · one wayUnited AirlinesUA2089$220.002026-10-29T01:23:44Z
2026-11-27 → 2026-12-04Frontier AirlinesF94789 / F93346$281.252026-10-29T01:23:44Z
2026-11-20 → 2026-11-23American AirlinesAA2279 / AA2571$461.252026-10-29T01:23:44Z
2026-11-20 → 2026-11-23United AirlinesUA2088 / UA695$472.502026-10-29T01:23:44Z
2026-11-20 · one wayDMDM1003 + DM5420$165.002026-10-29T01:23:44Z
2026-11-20 · one wayDelta Air LinesDL1780 + DL2804$210.002026-10-29T01:23:44Z
2026-11-20 → 2026-11-23DMDM1003 + DM5420 / DM5481 + DM1002$360.002026-10-29T01:23:44Z
2026-11-20 · one wayAmerican AirlinesAA2436$215.002026-10-29T01:23:44Z
2026-11-20 · one wayUnited AirlinesUA2088$220.002026-10-29T01:23:44Z
2026-11-20 → 2026-11-23American AirlinesAA2436 / AA2571$461.252026-10-29T01:23:44Z
2026-11-27 → 2026-12-04American AirlinesAA2279 / AA2571$461.252026-10-29T01:23:44Z
2026-11-27 → 2026-12-04American AirlinesAA2436 / AA2571$461.252026-10-29T01:23:44Z
2026-11-27 → 2026-12-04United AirlinesUA2088 / UA1996$472.502026-10-29T01:23:44Z
2026-11-27 → 2026-12-04United AirlinesUA2089 / UA1996$472.502026-10-29T01:23:44Z
2026-11-20 → 2026-11-23United AirlinesUA2089 / UA695$472.502026-10-29T01:23:44Z
2026-11-20 · one wayFrontier AirlinesF91015 + F92113$120.002026-10-29T01:23:44Z
2026-11-20 · one wayFrontier AirlinesF92871 + F91441$120.002026-10-29T01:23:44Z
2026-11-20 · one wayAmerican AirlinesAA508 + AA595$195.002026-10-29T01:23:44Z
2026-11-20 · one wayUnited AirlinesUA2022 + UA2331$200.002026-10-29T01:23:44Z
2026-11-20 → 2026-11-23Frontier AirlinesF91015 + F92113 / F92112 + F91726$258.752026-10-29T01:23:44Z
2026-11-20 → 2026-11-23Frontier AirlinesF92871 + F91441 / F92112 + F91726$258.752026-10-29T01:23:44Z
2026-11-27 → 2026-12-04Frontier AirlinesF92871 + F91441 / F93346$268.752026-10-29T01:23:44Z
2026-11-20 → 2026-11-23Frontier AirlinesF94789 / F92112 + F91726$268.752026-10-29T01:23:44Z
2026-11-27 → 2026-12-04Frontier AirlinesF91015 + F92113 / F93346$268.752026-10-29T01:23:44Z
2026-11-27 → 2026-12-04DMDM1003 + DM5420 / DM5481 + DM1002$360.002026-10-29T01:23:44Z
2026-11-27 → 2026-12-04American AirlinesAA508 + AA595 / AA2571$439.382026-10-29T01:23:44Z
2026-11-20 → 2026-11-23American AirlinesAA508 + AA595 / AA2571$443.752026-10-29T01:23:44Z
2026-11-27 → 2026-12-04United AirlinesUA2022 + UA2331 / UA1996$450.632026-10-29T01:23:44Z
2026-11-27 → 2026-12-04United AirlinesUA2089 / UA1128 + UA2025$455.002026-10-29T01:23:44Z
2026-11-20 → 2026-11-23United AirlinesUA2022 + UA2331 / UA695$455.002026-10-29T01:23:44Z

2026-11-20 · one way · $130.00

  • Frontier Airlines F94789: SJU 2026-11-20 22:26:00 → ORD 2026-11-21 01:33:00; nonstop; 307 minutes. Local airport times.

2026-11-20 · one way · $215.00

  • American Airlines AA2279: SJU 2026-11-20 15:52:00 → ORD 2026-11-20 19:30:00; nonstop; 338 minutes. Local airport times.

2026-11-20 · one way · $220.00

  • United Airlines UA2089: SJU 2026-11-20 08:25:00 → ORD 2026-11-20 11:47:00; nonstop; 322 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $281.25

  • Frontier Airlines F94789: SJU 2026-11-27 22:26:00 → ORD 2026-11-28 01:33:00; nonstop; 307 minutes. Local airport times.
  • Frontier Airlines F93346: ORD 2026-12-04 23:53:00 → SJU 2026-12-05 06:32:00; nonstop; 279 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $461.25

  • American Airlines AA2279: SJU 2026-11-20 15:52:00 → ORD 2026-11-20 19:30:00; nonstop; 338 minutes. Local airport times.
  • American Airlines AA2571: ORD 2026-11-23 23:00:00 → SJU 2026-11-24 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $472.50

  • United Airlines UA2088: SJU 2026-11-20 16:55:00 → ORD 2026-11-20 20:26:00; nonstop; 331 minutes. Local airport times.
  • United Airlines UA695: ORD 2026-11-23 14:16:00 → SJU 2026-11-23 21:00:00; nonstop; 284 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • DM DM1003 / DM5420: SJU 2026-11-20 16:24:00 → ORD 2026-11-20 22:20:00; 1 stop(s) via PUJ; 476 minutes. Local airport times.
    • DM1003: SJU 2026-11-20 16:24:00 → PUJ 2026-11-20 17:25:00; layover at PUJ: 105 minutes.
    • DM5420: PUJ 2026-11-20 19:10:00 → ORD 2026-11-20 22:20:00.

2026-11-20 · one way · $210.00

  • Delta Air Lines DL1780 / DL2804: SJU 2026-11-20 14:55:00 → ORD 2026-11-20 22:36:00; 1 stop(s) via BOS; 581 minutes. Local airport times.
    • DL1780: SJU 2026-11-20 14:55:00 → BOS 2026-11-20 18:11:00; layover at BOS: 149 minutes.
    • DL2804: BOS 2026-11-20 20:40:00 → ORD 2026-11-20 22:36:00.

2026-11-20 → 2026-11-23 · $360.00

  • DM DM1003 / DM5420: SJU 2026-11-20 16:24:00 → ORD 2026-11-20 22:20:00; 1 stop(s) via PUJ; 476 minutes. Local airport times.
    • DM1003: SJU 2026-11-20 16:24:00 → PUJ 2026-11-20 17:25:00; layover at PUJ: 105 minutes.
    • DM5420: PUJ 2026-11-20 19:10:00 → ORD 2026-11-20 22:20:00.
  • DM DM5481 / DM1002: ORD 2026-11-23 05:45:00 → SJU 2026-11-23 15:03:00; 1 stop(s) via PUJ; 438 minutes. Local airport times.
    • DM5481: ORD 2026-11-23 05:45:00 → PUJ 2026-11-23 12:30:00; layover at PUJ: 88 minutes.
    • DM1002: PUJ 2026-11-23 13:58:00 → SJU 2026-11-23 15:03:00.

2026-11-20 · one way · $215.00

  • American Airlines AA2436: SJU 2026-11-20 05:00:00 → ORD 2026-11-20 08:39:00; nonstop; 339 minutes. Local airport times.

2026-11-20 · one way · $220.00

  • United Airlines UA2088: SJU 2026-11-20 16:55:00 → ORD 2026-11-20 20:26:00; nonstop; 331 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $461.25

  • American Airlines AA2436: SJU 2026-11-20 05:00:00 → ORD 2026-11-20 08:39:00; nonstop; 339 minutes. Local airport times.
  • American Airlines AA2571: ORD 2026-11-23 23:00:00 → SJU 2026-11-24 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $461.25

  • American Airlines AA2279: SJU 2026-11-27 15:52:00 → ORD 2026-11-27 19:30:00; nonstop; 338 minutes. Local airport times.
  • American Airlines AA2571: ORD 2026-12-04 23:00:00 → SJU 2026-12-05 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $461.25

  • American Airlines AA2436: SJU 2026-11-27 05:00:00 → ORD 2026-11-27 08:39:00; nonstop; 339 minutes. Local airport times.
  • American Airlines AA2571: ORD 2026-12-04 23:00:00 → SJU 2026-12-05 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $472.50

  • United Airlines UA2088: SJU 2026-11-27 16:55:00 → ORD 2026-11-27 20:26:00; nonstop; 331 minutes. Local airport times.
  • United Airlines UA1996: ORD 2026-12-04 08:52:00 → SJU 2026-12-04 15:40:00; nonstop; 288 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $472.50

  • United Airlines UA2089: SJU 2026-11-27 08:25:00 → ORD 2026-11-27 11:47:00; nonstop; 322 minutes. Local airport times.
  • United Airlines UA1996: ORD 2026-12-04 08:52:00 → SJU 2026-12-04 15:40:00; nonstop; 288 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $472.50

  • United Airlines UA2089: SJU 2026-11-20 08:25:00 → ORD 2026-11-20 11:47:00; nonstop; 322 minutes. Local airport times.
  • United Airlines UA695: ORD 2026-11-23 14:16:00 → SJU 2026-11-23 21:00:00; nonstop; 284 minutes. Local airport times.

2026-11-20 · one way · $120.00

  • Frontier Airlines F91015 / F92113: SJU 2026-11-20 07:28:00 → ORD 2026-11-20 14:12:00; 1 stop(s) via PHL; 524 minutes. Local airport times.
    • F91015: SJU 2026-11-20 07:28:00 → PHL 2026-11-20 10:36:00; layover at PHL: 123 minutes.
    • F92113: PHL 2026-11-20 12:39:00 → ORD 2026-11-20 14:12:00.

2026-11-20 · one way · $120.00

  • Frontier Airlines F92871 / F91441: SJU 2026-11-20 05:19:00 → ORD 2026-11-20 12:00:00; 1 stop(s) via ATL; 521 minutes. Local airport times.
    • F92871: SJU 2026-11-20 05:19:00 → ATL 2026-11-20 08:26:00; layover at ATL: 131 minutes.
    • F91441: ATL 2026-11-20 10:37:00 → ORD 2026-11-20 12:00:00.

2026-11-20 · one way · $195.00

  • American Airlines AA508 / AA595: SJU 2026-11-20 08:30:00 → ORD 2026-11-20 15:34:00; 1 stop(s) via PHL; 544 minutes. Local airport times.
    • AA508: SJU 2026-11-20 08:30:00 → PHL 2026-11-20 11:39:00; layover at PHL: 135 minutes.
    • AA595: PHL 2026-11-20 13:54:00 → ORD 2026-11-20 15:34:00.

2026-11-20 · one way · $200.00

  • United Airlines UA2022 / UA2331: SJU 2026-11-20 08:05:00 → ORD 2026-11-20 14:38:00; 1 stop(s) via IAD; 513 minutes. Local airport times.
    • UA2022: SJU 2026-11-20 08:05:00 → IAD 2026-11-20 11:09:00; layover at IAD: 126 minutes.
    • UA2331: IAD 2026-11-20 13:15:00 → ORD 2026-11-20 14:38:00.

2026-11-20 → 2026-11-23 · $258.75

  • Frontier Airlines F91015 / F92113: SJU 2026-11-20 07:28:00 → ORD 2026-11-20 14:12:00; 1 stop(s) via PHL; 524 minutes. Local airport times.
    • F91015: SJU 2026-11-20 07:28:00 → PHL 2026-11-20 10:36:00; layover at PHL: 123 minutes.
    • F92113: PHL 2026-11-20 12:39:00 → ORD 2026-11-20 14:12:00.
  • Frontier Airlines F92112 / F91726: ORD 2026-11-23 16:42:00 → SJU 2026-11-24 02:27:00; 1 stop(s) via PHL; 465 minutes. Local airport times.
    • F92112: ORD 2026-11-23 16:42:00 → PHL 2026-11-23 20:04:00; layover at PHL: 95 minutes.
    • F91726: PHL 2026-11-23 21:39:00 → SJU 2026-11-24 02:27:00.

2026-11-20 → 2026-11-23 · $258.75

  • Frontier Airlines F92871 / F91441: SJU 2026-11-20 05:19:00 → ORD 2026-11-20 12:00:00; 1 stop(s) via ATL; 521 minutes. Local airport times.
    • F92871: SJU 2026-11-20 05:19:00 → ATL 2026-11-20 08:26:00; layover at ATL: 131 minutes.
    • F91441: ATL 2026-11-20 10:37:00 → ORD 2026-11-20 12:00:00.
  • Frontier Airlines F92112 / F91726: ORD 2026-11-23 16:42:00 → SJU 2026-11-24 02:27:00; 1 stop(s) via PHL; 465 minutes. Local airport times.
    • F92112: ORD 2026-11-23 16:42:00 → PHL 2026-11-23 20:04:00; layover at PHL: 95 minutes.
    • F91726: PHL 2026-11-23 21:39:00 → SJU 2026-11-24 02:27:00.

2026-11-27 → 2026-12-04 · $268.75

  • Frontier Airlines F92871 / F91441: SJU 2026-11-27 05:19:00 → ORD 2026-11-27 12:00:00; 1 stop(s) via ATL; 521 minutes. Local airport times.
    • F92871: SJU 2026-11-27 05:19:00 → ATL 2026-11-27 08:26:00; layover at ATL: 131 minutes.
    • F91441: ATL 2026-11-27 10:37:00 → ORD 2026-11-27 12:00:00.
  • Frontier Airlines F93346: ORD 2026-12-04 23:53:00 → SJU 2026-12-05 06:32:00; nonstop; 279 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $268.75

  • Frontier Airlines F94789: SJU 2026-11-20 22:26:00 → ORD 2026-11-21 01:33:00; nonstop; 307 minutes. Local airport times.
  • Frontier Airlines F92112 / F91726: ORD 2026-11-23 16:42:00 → SJU 2026-11-24 02:27:00; 1 stop(s) via PHL; 465 minutes. Local airport times.
    • F92112: ORD 2026-11-23 16:42:00 → PHL 2026-11-23 20:04:00; layover at PHL: 95 minutes.
    • F91726: PHL 2026-11-23 21:39:00 → SJU 2026-11-24 02:27:00.

2026-11-27 → 2026-12-04 · $268.75

  • Frontier Airlines F91015 / F92113: SJU 2026-11-27 07:28:00 → ORD 2026-11-27 14:12:00; 1 stop(s) via PHL; 524 minutes. Local airport times.
    • F91015: SJU 2026-11-27 07:28:00 → PHL 2026-11-27 10:36:00; layover at PHL: 123 minutes.
    • F92113: PHL 2026-11-27 12:39:00 → ORD 2026-11-27 14:12:00.
  • Frontier Airlines F93346: ORD 2026-12-04 23:53:00 → SJU 2026-12-05 06:32:00; nonstop; 279 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $360.00

  • DM DM1003 / DM5420: SJU 2026-11-27 16:24:00 → ORD 2026-11-27 22:20:00; 1 stop(s) via PUJ; 476 minutes. Local airport times.
    • DM1003: SJU 2026-11-27 16:24:00 → PUJ 2026-11-27 17:25:00; layover at PUJ: 105 minutes.
    • DM5420: PUJ 2026-11-27 19:10:00 → ORD 2026-11-27 22:20:00.
  • DM DM5481 / DM1002: ORD 2026-12-04 05:45:00 → SJU 2026-12-04 15:03:00; 1 stop(s) via PUJ; 438 minutes. Local airport times.
    • DM5481: ORD 2026-12-04 05:45:00 → PUJ 2026-12-04 12:30:00; layover at PUJ: 88 minutes.
    • DM1002: PUJ 2026-12-04 13:58:00 → SJU 2026-12-04 15:03:00.

2026-11-27 → 2026-12-04 · $439.38

  • American Airlines AA508 / AA595: SJU 2026-11-27 08:30:00 → ORD 2026-11-27 15:34:00; 1 stop(s) via PHL; 544 minutes. Local airport times.
    • AA508: SJU 2026-11-27 08:30:00 → PHL 2026-11-27 11:39:00; layover at PHL: 135 minutes.
    • AA595: PHL 2026-11-27 13:54:00 → ORD 2026-11-27 15:34:00.
  • American Airlines AA2571: ORD 2026-12-04 23:00:00 → SJU 2026-12-05 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $443.75

  • American Airlines AA508 / AA595: SJU 2026-11-20 08:30:00 → ORD 2026-11-20 15:34:00; 1 stop(s) via PHL; 544 minutes. Local airport times.
    • AA508: SJU 2026-11-20 08:30:00 → PHL 2026-11-20 11:39:00; layover at PHL: 135 minutes.
    • AA595: PHL 2026-11-20 13:54:00 → ORD 2026-11-20 15:34:00.
  • American Airlines AA2571: ORD 2026-11-23 23:00:00 → SJU 2026-11-24 05:36:00; nonstop; 276 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $450.63

  • United Airlines UA2022 / UA2331: SJU 2026-11-27 08:05:00 → ORD 2026-11-27 14:38:00; 1 stop(s) via IAD; 513 minutes. Local airport times.
    • UA2022: SJU 2026-11-27 08:05:00 → IAD 2026-11-27 11:09:00; layover at IAD: 126 minutes.
    • UA2331: IAD 2026-11-27 13:15:00 → ORD 2026-11-27 14:38:00.
  • United Airlines UA1996: ORD 2026-12-04 08:52:00 → SJU 2026-12-04 15:40:00; nonstop; 288 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $455.00

  • United Airlines UA2089: SJU 2026-11-27 08:25:00 → ORD 2026-11-27 11:49:00; nonstop; 324 minutes. Local airport times.
  • United Airlines UA1128 / UA2025: ORD 2026-12-04 13:00:00 → SJU 2026-12-04 22:22:00; 1 stop(s) via IAD; 442 minutes. Local airport times.
    • UA1128: ORD 2026-12-04 13:00:00 → IAD 2026-12-04 16:03:00; layover at IAD: 86 minutes.
    • UA2025: IAD 2026-12-04 17:29:00 → SJU 2026-12-04 22:22:00.

2026-11-20 → 2026-11-23 · $455.00

  • United Airlines UA2022 / UA2331: SJU 2026-11-20 08:05:00 → ORD 2026-11-20 14:38:00; 1 stop(s) via IAD; 513 minutes. Local airport times.
    • UA2022: SJU 2026-11-20 08:05:00 → IAD 2026-11-20 11:09:00; layover at IAD: 126 minutes.
    • UA2331: IAD 2026-11-20 13:15:00 → ORD 2026-11-20 14:38:00.
  • United Airlines UA695: ORD 2026-11-23 14:16:00 → SJU 2026-11-23 21:00:00; nonstop; 284 minutes. Local airport times.

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