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
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • price
  • month of departure
  • month of return
$211
outward: Sep 26, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 30, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$220
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$220
outward: Aug 28, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 4, 2018
12:15p ORD » 7:13p SJU
Spirit Airlines 1 stop (6h58m)
$220
outward: Aug 28, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 5, 2018
12:15p ORD » 7:13p SJU
Spirit Airlines 1 stop (6h58m)
$220
outward: Aug 29, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 4, 2018
12:15p ORD » 7:13p SJU
Spirit Airlines 1 stop (6h58m)
$220
outward: Aug 29, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 5, 2018
12:15p ORD » 7:13p SJU
Spirit Airlines 1 stop (6h58m)
$220
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$220
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$220
outward: Sep 20, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 26, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$220
outward: Sep 21, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 26, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$221
outward: Sep 5, 2018
10:42p SJU » 7:13a ORD
Spirit Airlines 1 stop (8h31m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$221
outward: Sep 5, 2018
10:42p SJU » 7:13a ORD
Spirit Airlines 1 stop (8h31m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$221
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Aug 29, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Aug 29, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 13, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 13, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 16, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 13, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 17, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 14, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 15, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 14, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 16, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 14, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 17, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 15, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 16, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 15, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 17, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 25, 2018
8:22p SJU » 3:03a ORD
Spirit Airlines 1 stop (6h41m)
inbound: Sep 30, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 27, 2018
10:40p SJU » 7:16a ORD
Spirit Airlines 1 stop (8h36m)
inbound: Sep 30, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Aug 29, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 6, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
$222
outward: Sep 5, 2018
8:13p SJU » 3:04a ORD
Spirit Airlines 1 stop (6h51m)
inbound: Sep 12, 2018
12:15p ORD » 7:18p SJU
Spirit Airlines 1 stop (7h03m)
Return
Departure
26 July Jul Thursday $retDate.dayShortName
27 July Jul Friday $retDate.dayShortName
28 July Jul Saturday $retDate.dayShortName
29 July Jul Sunday $retDate.dayShortName
30 July Jul Monday $retDate.dayShortName
31 July Jul Tuesday $retDate.dayShortName
01 August Aug Wednesday $retDate.dayShortName
19 July Jul Thursday $outDate.dayShortName
$427 $300 $300 $300 $354 $365
20 July Jul Friday $outDate.dayShortName
$387 $371 $322 $341 $333 $459 $494
21 July Jul Saturday $outDate.dayShortName
$331 $324 $324 $354 $464 $464
22 July Jul Sunday $outDate.dayShortName
$316 $324 $324 $324 $354 $464 $464
23 July Jul Monday $outDate.dayShortName
$261 $276 $276 $276 $331 $464 $464
24 July Jul Tuesday $outDate.dayShortName
$286 $301 $301 $261 $316 $464 $464
25 July Jul Wednesday $outDate.dayShortName
$261 $290 $325 $325
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
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • all
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Sep 21, 2018
Spirit Airlines 1 stop
return: Sep 26, 2018
Spirit Airlines 1 stop
JetBlue
outbound: Sep 21, 2018
JetBlue 1 stop
return: Sep 27, 2018
JetBlue 1 stop
Southwest Airlines
outbound: Jan 8, 2019
Southwest Airlines 1 stop
return: Jan 16, 2019
Southwest Airlines 1 stop
Frontier Airlines
outbound: Jul 25, 2018
Frontier Airlines direct
return: Aug 8, 2018
Frontier Airlines direct
United Airlines
outbound: Aug 1, 2018
United Airlines direct
return: Aug 19, 2018
United Airlines 1 stop
Delta Air Lines
outbound: Sep 21, 2018
Delta Air Lines 1 stop
return: Sep 27, 2018
Delta Air Lines 1 stop
American Airlines
outbound: Jul 25, 2018
American Airlines 1 stop
return: Aug 8, 2018
American Airlines 1 stop

Travel tips for flights San Juan - Chicago

Average flight duration: 8h07m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 18, 2018 6:01 AM, GMT-5
  • Weather:
  • min. 66ºF, max. 73ºF
  • Departure city:
  • San Juan, Puerto Rico
  • Airport(s):
  • Fernando Luis Ribas Dominicci Airport (SIG)
  • Luis Muñoz Marín International Airport (SJU)
  • Local time:
  • Jul 18, 2018 7:01 AM, GMT-4
  • Weather:
  • min. 33ºF, max. 44ºF