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

Find cheap airline tickets from San Juan to Chicago by date

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$82
outward: Oct 3, 2018
12:10p DTW » 2:14p ATL
Spirit Airlines direct (2h04m)
inbound: Oct 6, 2018
2:39p ATL » 4:39p DTW
Spirit Airlines direct (2h)
$218
outward: Sep 25, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$218
outward: Sep 26, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$218
outward: Sep 26, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$219
outward: Sep 26, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 2, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$219
outward: Sep 26, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 3, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$225
outward: Sep 25, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 10, 2018
11:24p ORD » 7:18p SJU
Spirit Airlines 1 stop (19h54m)
$227
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$227
outward: Nov 1, 2018
9:40p SJU » 6:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Nov 4, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Oct 11, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 22, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Nov 1, 2018
9:40p SJU » 6:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Nov 4, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 27, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 28, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Nov 1, 2018
9:40p SJU » 6:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Nov 4, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Nov 14, 2018
10:28p SJU » 6:59a ORD
Spirit Airlines 1 stop (8h31m)
inbound: Nov 29, 2018
12:15p ORD » 7:06p SJU
Spirit Airlines 1 stop (6h51m)
$228
outward: Nov 14, 2018
10:28p SJU » 6:59a ORD
Spirit Airlines 1 stop (8h31m)
inbound: Nov 30, 2018
12:15p ORD » 7:06p SJU
Spirit Airlines 1 stop (6h51m)
$228
outward: Nov 14, 2018
10:28p SJU » 6:59a ORD
Spirit Airlines 1 stop (8h31m)
inbound: Dec 1, 2018
12:15p ORD » 7:06p SJU
Spirit Airlines 1 stop (6h51m)
$228
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Nov 1, 2018
9:40p SJU » 6:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Nov 4, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Oct 4, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 9, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Nov 1, 2018
9:40p SJU » 6:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Nov 4, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 27, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 27, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 27, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 28, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 28, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$228
outward: Sep 28, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Oct 1, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
Return
Departure
07 October Oct Sunday $retDate.dayShortName
08 October Oct Monday $retDate.dayShortName
09 October Oct Tuesday $retDate.dayShortName
10 October Oct Wednesday $retDate.dayShortName
11 October Oct Thursday $retDate.dayShortName
12 October Oct Friday $retDate.dayShortName
13 October Oct Saturday $retDate.dayShortName
30 September Sep Sunday $outDate.dayShortName
$325 $325 $393
01 October Oct Monday $outDate.dayShortName
$230 $230 $298
02 October Oct Tuesday $outDate.dayShortName
$230 $230 $298
03 October Oct Wednesday $outDate.dayShortName
04 October Oct Thursday $outDate.dayShortName
$248 $230 $227 $309 $346 $355 $346
05 October Oct Friday $outDate.dayShortName
$276 $247 $247 $329 $336 $336 $259
06 October Oct Saturday $outDate.dayShortName
$257 $230 $229 $309 $354 $317 $273
Choose when you'd like to depart to Chicago (USA):
Find the cheapest San Juan Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for San Juan - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from San Juan to Chicago

  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 24, 2018
Spirit Airlines 1 stop
return: Oct 29, 2018
Spirit Airlines 1 stop
JetBlue
outbound: Nov 6, 2018
JetBlue 1 stop
return: Dec 18, 2018
JetBlue 1 stop
Frontier Airlines
outbound: Dec 7, 2018
Frontier Airlines 1 stop
return: Dec 10, 2018
Spirit Airlines 1 stop
United Airlines
outbound: Oct 18, 2018
United Airlines 1 stop
return: Oct 21, 2018
United Airlines 1 stop
American Airlines
outbound: Nov 10, 2018
American Airlines 1 stop
return: Dec 4, 2018
American Airlines 1 stop
Delta Air Lines
outbound: Jan 17, 2019
Delta Air Lines 1 stop
return: Jan 21, 2019
Delta Air Lines 1 stop

Travel tips for flights San Juan - Chicago

Average flight duration: 10h10m (flight with stopovers)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 23, 2018 7:25 PM, GMT-5
  • Weather:
  • min. 60ºF, max. 70ºF
  • Departure city:
  • San Juan, Puerto Rico
  • Airport(s):
  • Fernando Luis Ribas Dominicci Airport (SIG)
  • Luis Muñoz Marín International Airport (SJU)
  • Local time:
  • Sep 23, 2018 8:25 PM, GMT-4
  • Weather:
  • min. 60ºF, max. 76ºF