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

San Juan (SJU) to Chicago (ORD), Nov 13–20, 2026: from $240 round trip

San Juan (SJU) to Chicago (ORD), Nov 13–20, 2026: from $240 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $240 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 13–20, 2026, 1 adult, economy, checked Oct 29, 2026.

SJU → ORD1 adulteconomyRound trip

11 flight options · 5 airlines

Nonstop flights

Fri, Nov 13 – Fri, Nov 20

Frontier Airlines
7:12 pmSJU
5h 9m
Nonstop
10:21 pmORD
Frontier Airlines
11:53 pmORD
4h 39m
Nonstop
6:32 am+1SJU

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

American Airlines
3:52 pmSJU
5h 38m
Nonstop
7:30 pmORD
American Airlines
8:05 amORD
4h 50m
Nonstop
2:55 pmSJU

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

American Airlines
5:00 amSJU
5h 39m
Nonstop
8:39 amORD
American Airlines
8:05 amORD
4h 50m
Nonstop
2:55 pmSJU

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

One-stop flights

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

Delta Air Lines
2:55 pmSJU
9h 41m
BOS · 2h 29m
10:36 pmORD
Delta Air Lines
6:00 amORD
8h 56m
JFK · 2h 50m
4:56 pmSJU

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

American Airlines
8:30 amSJU
9h 4m
PHL · 2h 15m
3:34 pmORD
American Airlines
8:05 amORD
4h 50m
Nonstop
2:55 pmSJU

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

Fri, Nov 13 – Fri, Nov 20

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

Availability is checked when you select these flights.

Hotels for these nights (Nov 13–20, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

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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Explore this route

All dates for this routeNov 12, 2026 · Return optionsNov 14, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

San Juan (SJU) to Chicago (ORD), Nov 13–20, 2026: from $240 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $240 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 13–20, 2026, 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 datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-11-13 → 2026-11-20Frontier AirlinesF93345 / F9334619:12:00→22:21:00 5h 09m nonstop · 23:53:00→06:32:00 4h 39m nonstopAxel-exclusive $250.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20American AirlinesAA2279 / AA227915:52:00→19:30:00 5h 38m nonstop · 08:05:00→14:55:00 4h 50m nonstopAxel-exclusive $410.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20United AirlinesUA2089 / UA199608:25:00→11:47:00 5h 22m nonstop · 08:52:00→15:40:00 4h 48m nonstopAxel-exclusive $420.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20DMDM1003 + DM5420 / DM5481 + DM100216:24:00→22:20:00 7h 56m 1 stop via PUJ · 05:45:00→15:03:00 7h 18m 1 stop via PUJAxel-exclusive $320.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20Delta Air LinesDL1780 + DL2804 / DL5666 + DL196114:55:00→22:36:00 9h 41m 1 stop via BOS · 06:00:00→16:56:00 8h 56m 1 stop via JFKAxel-exclusive $400.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20American AirlinesAA2436 / AA227905:00:00→08:39:00 5h 39m nonstop · 08:05:00→14:55:00 4h 50m nonstopAxel-exclusive $410.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20United AirlinesUA2088 / UA199616:55:00→20:26:00 5h 31m nonstop · 08:52:00→15:40:00 4h 48m nonstopAxel-exclusive $420.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20Frontier AirlinesF92871 + F91441 / F9334605:19:00→12:00:00 8h 41m 1 stop via ATL · 23:53:00→06:32:00 4h 39m nonstopAxel-exclusive $240.002026-10-29T01:23:44Z
2026-11-13 → 2026-11-20American AirlinesAA508 + AA595 / AA227908:30:00→15:34:00 9h 04m 1 stop via PHL · 08:05:00→14:55:00 4h 50m nonstopAxel-exclusive $392.502026-10-29T01:23:44Z
2026-11-13 → 2026-11-20United AirlinesUA2089 / UA1128 + UA202508:25:00→11:49:00 5h 24m nonstop · 13:00:00→22:22:00 7h 22m 1 stop via IADAxel-exclusive $402.502026-10-29T01:23:44Z
2026-11-13 → 2026-11-20United AirlinesUA2022 + UA2331 / UA199608:05:00→14:38:00 8h 33m 1 stop via IAD · 08:52:00→15:40:00 4h 48m nonstopAxel-exclusive $402.502026-10-29T01:23:44Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

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

2026-11-13 → 2026-11-20 · Axel-exclusive $250.00

  • Frontier Airlines F93345: SJU 2026-11-13 19:12:00 → ORD 2026-11-13 22:21:00; nonstop; 309 minutes. Local airport times.
  • Frontier Airlines F93346: ORD 2026-11-20 23:53:00 → SJU 2026-11-21 06:32:00; nonstop; 279 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $410.00

  • American Airlines AA2279: SJU 2026-11-13 15:52:00 → ORD 2026-11-13 19:30:00; nonstop; 338 minutes. Local airport times.
  • American Airlines AA2279: ORD 2026-11-20 08:05:00 → SJU 2026-11-20 14:55:00; nonstop; 290 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $420.00

  • United Airlines UA2089: SJU 2026-11-13 08:25:00 → ORD 2026-11-13 11:47:00; nonstop; 322 minutes. Local airport times.
  • United Airlines UA1996: ORD 2026-11-20 08:52:00 → SJU 2026-11-20 15:40:00; nonstop; 288 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $320.00

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

2026-11-13 → 2026-11-20 · Axel-exclusive $400.00

  • Delta Air Lines DL1780 / DL2804: SJU 2026-11-13 14:55:00 → ORD 2026-11-13 22:36:00; 1 stop(s) via BOS; 581 minutes. Local airport times.
    • DL1780: SJU 2026-11-13 14:55:00 → BOS 2026-11-13 18:11:00; layover at BOS: 149 minutes.
    • DL2804: BOS 2026-11-13 20:40:00 → ORD 2026-11-13 22:36:00.
  • Delta Air Lines DL5666 / DL1961: ORD 2026-11-20 06:00:00 → SJU 2026-11-20 16:56:00; 1 stop(s) via JFK; 536 minutes. Local airport times.
    • DL5666: ORD 2026-11-20 06:00:00 → JFK 2026-11-20 09:20:00; layover at JFK: 170 minutes.
    • DL1961: JFK 2026-11-20 12:10:00 → SJU 2026-11-20 16:56:00.

2026-11-13 → 2026-11-20 · Axel-exclusive $410.00

  • American Airlines AA2436: SJU 2026-11-13 05:00:00 → ORD 2026-11-13 08:39:00; nonstop; 339 minutes. Local airport times.
  • American Airlines AA2279: ORD 2026-11-20 08:05:00 → SJU 2026-11-20 14:55:00; nonstop; 290 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $420.00

  • United Airlines UA2088: SJU 2026-11-13 16:55:00 → ORD 2026-11-13 20:26:00; nonstop; 331 minutes. Local airport times.
  • United Airlines UA1996: ORD 2026-11-20 08:52:00 → SJU 2026-11-20 15:40:00; nonstop; 288 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $240.00

  • Frontier Airlines F92871 / F91441: SJU 2026-11-13 05:19:00 → ORD 2026-11-13 12:00:00; 1 stop(s) via ATL; 521 minutes. Local airport times.
    • F92871: SJU 2026-11-13 05:19:00 → ATL 2026-11-13 08:26:00; layover at ATL: 131 minutes.
    • F91441: ATL 2026-11-13 10:37:00 → ORD 2026-11-13 12:00:00.
  • Frontier Airlines F93346: ORD 2026-11-20 23:53:00 → SJU 2026-11-21 06:32:00; nonstop; 279 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $392.50

  • American Airlines AA508 / AA595: SJU 2026-11-13 08:30:00 → ORD 2026-11-13 15:34:00; 1 stop(s) via PHL; 544 minutes. Local airport times.
    • AA508: SJU 2026-11-13 08:30:00 → PHL 2026-11-13 11:39:00; layover at PHL: 135 minutes.
    • AA595: PHL 2026-11-13 13:54:00 → ORD 2026-11-13 15:34:00.
  • American Airlines AA2279: ORD 2026-11-20 08:05:00 → SJU 2026-11-20 14:55:00; nonstop; 290 minutes. Local airport times.

2026-11-13 → 2026-11-20 · Axel-exclusive $402.50

  • United Airlines UA2089: SJU 2026-11-13 08:25:00 → ORD 2026-11-13 11:49:00; nonstop; 324 minutes. Local airport times.
  • United Airlines UA1128 / UA2025: ORD 2026-11-20 13:00:00 → SJU 2026-11-20 22:22:00; 1 stop(s) via IAD; 442 minutes. Local airport times.
    • UA1128: ORD 2026-11-20 13:00:00 → IAD 2026-11-20 16:03:00; layover at IAD: 86 minutes.
    • UA2025: IAD 2026-11-20 17:29:00 → SJU 2026-11-20 22:22:00.

2026-11-13 → 2026-11-20 · Axel-exclusive $402.50

  • United Airlines UA2022 / UA2331: SJU 2026-11-13 08:05:00 → ORD 2026-11-13 14:38:00; 1 stop(s) via IAD; 513 minutes. Local airport times.
    • UA2022: SJU 2026-11-13 08:05:00 → IAD 2026-11-13 11:09:00; layover at IAD: 126 minutes.
    • UA2331: IAD 2026-11-13 13:15:00 → ORD 2026-11-13 14:38:00.
  • United Airlines UA1996: ORD 2026-11-20 08:52:00 → SJU 2026-11-20 15:40:00; nonstop; 288 minutes. Local airport times.

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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For AI assistants

  • This page: San Juan (SJU) to Chicago (ORD) · Nov 13, 2026 · return Nov 20, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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