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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
  • 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)
Verify
7 days ago
$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)
Verify
5 days ago
$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)
Verify
5 days ago
$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)
Verify
6 days ago
$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)
Verify
6 days ago
$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)
Verify
7 days ago
$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)
Verify
16 days ago
$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)
Verify
5 days ago
$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)
Verify
6 days ago
$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)
Verify
4 days ago
$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)
Verify
21 days ago
$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)
Verify
5 days ago
$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)
Verify
6 days ago
$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)
Verify
24 days ago
$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)
Verify
23 days ago
$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)
Verify
22 days ago
$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)
Verify
3 days ago
$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)
Verify
4 days ago
$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)
Verify
3 days ago
$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)
Verify
18 days ago
$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)
Verify
18 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
26 days ago
$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)
Verify
9 days ago
$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)
Verify
8 days ago
$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)
Verify
14 days ago
$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)
Verify
16 days ago
$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)
Verify
15 days ago
$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)
Verify
15 days ago
Return
Departure
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12 July Jul Thursday $retDate.dayShortName
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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
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
  • 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
$265 Verify
40 hours ago
JetBlue
outbound: Aug 7, 2018
JetBlue 1 stop
return: Aug 16, 2018
JetBlue 1 stop
$332 Verify
2 days ago
Southwest Airlines
outbound: Aug 26, 2018
Southwest Airlines direct
return: Sep 1, 2018
Southwest Airlines direct
$393 Verify
5 hours ago
Frontier Airlines
outbound: Jun 2, 2018
Frontier Airlines direct
return: Jun 20, 2018
Frontier Airlines direct
$314 Verify
2 days ago
American Airlines
outbound: Jul 10, 2018
American Airlines 1 stop
return: Jul 21, 2018
American Airlines direct
$341 Verify
2 days ago
United Airlines
outbound: Sep 12, 2018
United Airlines direct
return: Sep 18, 2018
United Airlines direct
$351 Verify
40 hours ago
Delta Air Lines
outbound: Sep 12, 2018
Delta Air Lines 1 stop
return: Sep 18, 2018
Delta Air Lines 1 stop
$364 Verify
40 hours ago
Airline tickets San Juan - Chicago found in the last 30 days.

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