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Cheap flights from Chicago to San Juan

Find cheap San Juan to Chicago flights with our free search service. Compare all available fares for direct or connection flights from San Juan to Chicago.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to San Juan flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - San Juan (SJU) 2026-12-09 2027-01-09 197 USD 46 hours 52 minutes Connection 2026-11-04T14:30:08
Chicago (CHI) - San Juan (SJU) 2026-12-03 2026-12-08 200 USD 17 hours 17 minutes Connection 2026-11-05T13:18:30
Chicago (CHI) - San Juan (SJU) 2027-01-14 2027-01-19 213 USD 10 hours 17 minutes Direct 2026-11-05T21:42:51
Chicago (CHI) - San Juan (SJU) 2026-12-08 2026-12-13 215 USD 19 hours 42 minutes Connection 2026-11-05T20:04:13
Chicago (CHI) - San Juan (SJU) 2026-11-12 2026-11-16 216 USD 23 hours 17 minutes Connection 2026-11-01T17:16:53
Chicago (CHI) - San Juan (SJU) 2027-01-09 2027-01-12 216 USD 18 hours 22 minutes Connection 2026-11-05T21:18:05
Chicago (CHI) - San Juan (SJU) 2027-01-15 2027-01-19 217 USD 21 hours 9 minutes Connection 2026-11-05T21:43:21
Chicago (CHI) - San Juan (SJU) 2026-12-03 2026-12-09 221 USD 17 hours 51 minutes Connection 2026-11-05T05:20:26
Chicago (CHI) - San Juan (SJU) 2027-04-29 2027-05-03 262 USD 25 hours 38 minutes Connection 2026-10-31T02:27:41
Chicago (CHI) - San Juan (SJU) 2026-11-09 2026-11-13 266 USD 22 hours 32 minutes Connection 2026-11-02T19:09:25
Chicago (CHI) - San Juan (SJU) 2027-02-04 2027-02-07 309 USD 24 hours 25 minutes Connection 2026-11-03T17:18:51
Chicago (CHI) - San Juan (SJU) 2026-11-28 2026-12-01 321 USD 27 hours 55 minutes Connection 2026-10-31T22:23:24
Chicago (CHI) - San Juan (SJU) 2026-12-26 2026-12-30 434 USD 19 hours 24 minutes Connection 2026-11-05T21:10:46
Chicago (CHI) - San Juan (SJU) 2026-12-29 2027-01-01 488 USD 45 hours 44 minutes Connection 2026-11-05T23:29:36
Chicago (CHI) - San Juan (SJU) 2026-12-23 2027-01-01 588 USD 16 hours 10 minutes Connection 2026-11-01T00:45:56
Chicago (CHI) - San Juan (SJU) 2026-12-24 2027-01-02 766 USD 33 hours 49 minutes Connection 2026-10-31T22:40:12

Chicago to San Juan flight status

Flight Origin Destination Departure Arrival Equip
AS6482 Chicago (ORD) San Juan (SJU) 6:20 a.m. 8:29 a.m. None
NZ9892 Chicago (ORD) San Juan (SJU) 8:49 a.m. 2:44 p.m. Boeing 737-924(ER)
UA1996 Chicago (ORD) San Juan (SJU) 8:49 a.m. 2:44 p.m. B738
NZ9891 Chicago (ORD) San Juan (SJU) 2:38 p.m. 8:34 p.m. Boeing 737-924(ER)
AC5024 Chicago (ORD) San Juan (SJU) 2:38 p.m. 8:34 p.m. Boeing 737-924(ER)
IB4467 Chicago (ORD) San Juan (SJU) 11:09 a.m. 12:24 p.m. E135
AC5630 Chicago (ORD) San Juan (SJU) 8:55 a.m. 3:40 p.m. Boeing 737-924(ER)
K4511 Chicago (ORD) San Juan (SJU) 6:45 a.m. None B744
F9128 Chicago (ORD) San Juan (SJU) 8:15 a.m. 11:06 a.m. A20N
7H3259 Chicago (ORD) San Juan (SJU) 8:30 a.m. 3:08 p.m. PAG

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