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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)
Verify
22 days ago
$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)
Verify
22 days ago
$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)
Verify
22 days ago
$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)
Verify
21 days ago
$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)
Verify
18 days ago
$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)
Verify
18 days ago
$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)
Verify
22 days ago
$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)
Verify
24 days ago
$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)
Verify
24 days ago
$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)
Verify
21 days ago
$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)
Verify
22 days ago
$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)
Verify
22 days ago
$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)
Verify
22 days ago
$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)
Verify
21 days ago
$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)
Verify
21 days ago
$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)
Verify
21 days ago
$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)
Verify
21 days ago
$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)
Verify
21 days ago
$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)
Verify
21 days ago
$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)
Verify
23 days ago
$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)
Verify
23 days ago
$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)
Verify
20 days ago
$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)
Verify
19 days ago
$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)
Verify
20 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
$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)
Verify
19 days ago
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
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Chicago (USA):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
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
$235 Verify
4 days ago
JetBlue
outbound: Nov 6, 2018
JetBlue 1 stop
return: Dec 18, 2018
JetBlue 1 stop
$385 Verify
13 days ago
Frontier Airlines
outbound: Dec 7, 2018
Frontier Airlines 1 stop
return: Dec 10, 2018
Spirit Airlines 1 stop
$260 Verify
11 days ago
United Airlines
outbound: Oct 18, 2018
United Airlines 1 stop
return: Oct 21, 2018
United Airlines 1 stop
$264 Verify
11 days ago
American Airlines
outbound: Nov 10, 2018
American Airlines 1 stop
return: Dec 4, 2018
American Airlines 1 stop
$280 Verify
9 days ago
Delta Air Lines
outbound: Jan 17, 2019
Delta Air Lines 1 stop
return: Jan 21, 2019
Delta Air Lines 1 stop
$357 Verify
7 days ago
Airline tickets San Juan - Chicago found in the last 30 days.

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