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
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$194
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$195
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$195
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$195
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$195
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$199
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$200
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$206
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$207
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$208
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:28a SJU
Frontier Airlines 1 stop (7h13m)
$209
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$209
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$210
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$210
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$210
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$210
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$210
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:28a SJU
Frontier Airlines 1 stop (7h13m)
$211
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:28a SJU
Frontier Airlines 1 stop (7h13m)
$213
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:28a SJU
Frontier Airlines 1 stop (7h13m)
$215
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$215
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$216
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 26, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$216
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 26, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$219
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$221
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$221
outward: May 31, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 10, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$222
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$222
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$222
outward: Jun 4, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 20, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
$222
outward: Jun 5, 2018
8:39a SJU » 5:05p ORD
Frontier Airlines 1 stop (8h26m)
inbound: Jun 21, 2018
1:15a ORD » 8:29a SJU
Frontier Airlines 1 stop (7h14m)
Return
Departure
11 July Jul Wednesday $retDate.dayShortName
12 July Jul Thursday $retDate.dayShortName
13 July Jul Friday $retDate.dayShortName
14 July Jul Saturday $retDate.dayShortName
15 July Jul Sunday $retDate.dayShortName
16 July Jul Monday $retDate.dayShortName
17 July Jul Tuesday $retDate.dayShortName
27 June Jun Wednesday $outDate.dayShortName
28 June Jun Thursday $outDate.dayShortName
$302 $348 $358
29 June Jun Friday $outDate.dayShortName
$325 $350 $345
30 June Jun Saturday $outDate.dayShortName
$335 $363 $363 $355 $355 $355
01 July Jul Sunday $outDate.dayShortName
$334 $355 $355 $355
02 July Jul Monday $outDate.dayShortName
$339 $340
03 July Jul Tuesday $outDate.dayShortName
$266 $317 $345
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
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Sep 12, 2018
Spirit Airlines 1 stop
return: Sep 18, 2018
Spirit Airlines 1 stop
JetBlue
outbound: Aug 7, 2018
JetBlue 1 stop
return: Aug 16, 2018
JetBlue 1 stop
Southwest Airlines
outbound: Aug 26, 2018
Southwest Airlines direct
return: Sep 1, 2018
Southwest Airlines direct
Frontier Airlines
outbound: Jun 2, 2018
Frontier Airlines direct
return: Jun 20, 2018
Frontier Airlines direct
American Airlines
outbound: Jul 10, 2018
American Airlines 1 stop
return: Jul 21, 2018
American Airlines direct
United Airlines
outbound: Sep 12, 2018
United Airlines direct
return: Sep 18, 2018
United Airlines direct
Delta Air Lines
outbound: Sep 12, 2018
Delta Air Lines 1 stop
return: Sep 18, 2018
Delta Air Lines 1 stop

Travel tips for flights San Juan - Chicago

Average flight duration: 7h52m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 22, 2018 4:41 AM, GMT-5
  • Departure city:
  • San Juan, Puerto Rico
  • Airport(s):
  • Fernando Luis Ribas Dominicci Airport (SIG)
  • Luis Muñoz Marín International Airport (SJU)
  • Local time:
  • May 22, 2018 5:41 AM, GMT-4
  • Weather:
  • min. 49ºF, max. 68ºF