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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
  • 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)
Verify
14 hours ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
3 days ago
$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)
Verify
2 days ago
$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)
Verify
2 days ago
$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)
Verify
2 days ago
$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)
Verify
5 days ago
$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)
Verify
5 days ago
$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)
Verify
5 days ago
$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)
Verify
18 hours ago
$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)
Verify
17 hours ago
$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)
Verify
14 hours ago
$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)
Verify
21 hours ago
$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)
Verify
36 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
22 hours ago
$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)
Verify
14 hours ago
$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)
Verify
14 hours ago
$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)
Verify
8 hours ago
$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)
Verify
39 hours ago
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
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
  • 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
$220 Verify
2 days ago
JetBlue
outbound: Sep 21, 2018
JetBlue 1 stop
return: Sep 27, 2018
JetBlue 1 stop
$304 Verify
2 days ago
Southwest Airlines
outbound: Jan 8, 2019
Southwest Airlines 1 stop
return: Jan 16, 2019
Southwest Airlines 1 stop
$404 Verify
11 days ago
Frontier Airlines
outbound: Jul 25, 2018
Frontier Airlines direct
return: Aug 8, 2018
Frontier Airlines direct
$285 Verify
7 hours ago
United Airlines
outbound: Aug 1, 2018
United Airlines direct
return: Aug 19, 2018
United Airlines 1 stop
$291 Verify
31 hours ago
Delta Air Lines
outbound: Sep 21, 2018
Delta Air Lines 1 stop
return: Sep 27, 2018
Delta Air Lines 1 stop
$370 Verify
2 days ago
American Airlines
outbound: Jul 25, 2018
American Airlines 1 stop
return: Aug 8, 2018
American Airlines 1 stop
$460 Verify
7 hours ago
Airline tickets San Juan - Chicago found in the last 30 days.

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