Take off on cheap flights from Chicago to San Juan, your adventure starts now!

Find cheap airline tickets from Chicago to San Juan by date

  • any
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • any
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • price
  • month of departure
  • month of return
$205
outward: 24 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 4 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 24 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 4 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$205
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 20:12 ORD
Spirit Airlines 1 stop (19h32m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$206
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$206
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$206
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$206
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$207
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$207
outward: 27 févr. 2019
01:35 ORD » 07:50 SJU
Spirit Airlines 1 stop (6h15m)
inbound: 6 mars 2019
22:28 SJU » 06:59 ORD
Spirit Airlines 1 stop (8h31m)
$207
outward: 25 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 1 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$207
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$207
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$208
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 06:17 ORD
Spirit Airlines 1 stop (28h37m)
$208
outward: 26 févr. 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 7 mars 2019
01:40 SJU » 21:12 ORD
Spirit Airlines 1 stop (19h32m)
$208
outward: 26 févr. 2019
18:09 ORD » 07:50 SJU
Spirit Airlines 1 stop (13h41m)
inbound: 6 mars 2019
09:45 SJU » 16:41 ORD
Spirit Airlines 1 stop (6h56m)
$208
outward: 26 févr. 2019
18:09 ORD » 07:50 SJU
Spirit Airlines 1 stop (13h41m)
inbound: 6 mars 2019
09:45 SJU » 16:41 ORD
Spirit Airlines 1 stop (6h56m)
$208
outward: 26 févr. 2019
18:09 ORD » 07:50 SJU
Spirit Airlines 1 stop (13h41m)
inbound: 6 mars 2019
22:28 SJU » 06:59 ORD
Spirit Airlines 1 stop (8h31m)
$210
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 20:55 ORD
Spirit Airlines 1 stop (20h15m)
$210
outward: 5 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 11 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$210
outward: 5 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 11 mars 2019
00:40 SJU » 05:17 ORD
Spirit Airlines 1 stop (28h37m)
$210
outward: 4 mars 2019
23:40 ORD » 14:53 SJU
Spirit Airlines 1 stop (15h13m)
inbound: 12 mars 2019
00:40 SJU » 20:55 ORD
Spirit Airlines 1 stop (20h15m)
Return
Departure
25 mars mars lundi $retDate.dayShortName
26 mars mars mardi $retDate.dayShortName
27 mars mars mercredi $retDate.dayShortName
28 mars mars jeudi $retDate.dayShortName
29 mars mars vendredi $retDate.dayShortName
30 mars mars samedi $retDate.dayShortName
31 mars mars dimanche $retDate.dayShortName
18 mars mars lundi $outDate.dayShortName
19 mars mars mardi $outDate.dayShortName
$281 $262 $262
20 mars mars mercredi $outDate.dayShortName
$340 $257 $323 $275 $494
21 mars mars jeudi $outDate.dayShortName
$332 $255 $234 $283 $513 $408
22 mars mars vendredi $outDate.dayShortName
$481 $423 $451 $716 $740 $642
23 mars mars samedi $outDate.dayShortName
$706 $750
24 mars mars dimanche $outDate.dayShortName
$680 $482 $725
Choose when you'd like to depart to San Juan (Puerto Rico):
Find the cheapest Chicago San Juan flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - San Juan with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Chicago to San Juan

  • any
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • all
  • Air Canada
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: 4 mars 2019
Spirit Airlines 1 stop
return: 12 mars 2019
Spirit Airlines 1 stop
JetBlue
outbound: 1 mai 2019
JetBlue 1 stop
return: 7 mai 2019
JetBlue 1 stop
United Airlines
outbound: 21 juin 2019
United Airlines 1 stop
return: 1 juil. 2019
United Airlines 1 stop
Delta Air Lines
outbound: 7 mai 2019
Delta Air Lines 1 stop
return: 22 mai 2019
Delta Air Lines 1 stop
Frontier Airlines
outbound: 19 mars 2019
Frontier Airlines 1 stop
return: 4 avr. 2019
Spirit Airlines 1 stop
American Airlines
outbound: 3 sept. 2019
American Airlines 1 stop
return: 9 sept. 2019
American Airlines 1 stop
Air Canada
outbound: 14 mai 2019
Air Canada direct
return: 19 mai 2019
Air Canada 1 stop

Travel tips for flights Chicago - San Juan

Average flight duration: 10h35m (flight with stopovers)

  • Arrival city:
  • San Juan, Puerto Rico
  • Airport(s):
  • Fernando Luis Ribas Dominicci Airport (SIG)
  • Luis Muñoz Marín International Airport (SJU)
  • Local time:
  • 21 févr. 2019 19:51, GMT-4
  • Weather:
  • min. 75ºF, max. 89ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • 21 févr. 2019 17:51, GMT-6
  • Weather:
  • min. 21ºF, max. 38ºF