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

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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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
18 days ago
$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)
Verify
18 days ago
$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)
Verify
20 days ago
$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)
Verify
20 days ago
$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)
Verify
22 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
15 days ago
$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)
Verify
15 days ago
$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)
Verify
25 days ago
$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)
Verify
26 days ago
$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)
Verify
15 days ago
$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)
Verify
15 days ago
$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)
Verify
14 days ago
$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)
Verify
14 days ago
$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)
Verify
13 days ago
$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)
Verify
13 days ago
$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)
Verify
12 days ago
$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)
Verify
11 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
9 days ago
$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)
Verify
23 days ago
$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)
Verify
19 days ago
$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)
Verify
18 days ago
$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)
Verify
24 days ago
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
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to San Juan (Puerto Rico):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
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
$229 Verify
9 days ago
JetBlue
outbound: 1 mai 2019
JetBlue 1 stop
return: 7 mai 2019
JetBlue 1 stop
$320 Verify
11 days ago
United Airlines
outbound: 21 juin 2019
United Airlines 1 stop
return: 1 juil. 2019
United Airlines 1 stop
$503 Verify
29 hours ago
Delta Air Lines
outbound: 7 mai 2019
Delta Air Lines 1 stop
return: 22 mai 2019
Delta Air Lines 1 stop
$606 Verify
8 hours ago
Frontier Airlines
outbound: 19 mars 2019
Frontier Airlines 1 stop
return: 4 avr. 2019
Spirit Airlines 1 stop
$282 Verify
13 days ago
American Airlines
outbound: 3 sept. 2019
American Airlines 1 stop
return: 9 sept. 2019
American Airlines 1 stop
$342 Verify
11 days ago
Air Canada
outbound: 14 mai 2019
Air Canada direct
return: 19 mai 2019
Air Canada 1 stop
$369 Verify
11 days ago
Airline tickets Chicago - San Juan found in the last 30 days.

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
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