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Flight from Illinois to Puerto Rico

How to get to Puerto Rico from Illinois by flight ? You can check flights from Illinois to Puerto Rico below.

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You can find flight ticket prices from Illinois to Puerto Rico with our flight tickets search tool below

1. Chicago Midway to San Juan

  1. You take a bus, shuttle or taxi from your location in Illinois to Chicago Midway.

  2. You take a flight from Chicago Midway to San Juan and cost approximately 320 USD.

  3. You take a bus, shuttle or taxi from San Juan to your destination in Puerto Rico.

Flight Depart Arrive
WN3489 Southwest Airlines
WN2117 2583 Southwest Airlines
06:00 Chicago Midway
14:00 Orlando
09:40 Orlando
17:50 San Juan
Connect
WN3489 Southwest Airlines
WN1474 Southwest Airlines
06:00 Chicago Midway
11:05 Orlando
09:40 Orlando
14:55 San Juan
Connect
WN3489 Southwest Airlines
WN1139 Southwest Airlines
06:00 Chicago Midway
11:10 Orlando
09:40 Orlando
15:00 San Juan
Connect
DL5696 Delta
DL636 Delta
06:00 Chicago Midway
11:15 Atlanta
09:05 Atlanta
15:44 San Juan
Connect
WN3504 Southwest Airlines
WN5065 Southwest Airlines
06:15 Chicago Midway
12:20 Tampa
09:55 Tampa
16:15 San Juan
Connect
WN2809 Southwest Airlines
WN2117 2583 Southwest Airlines
09:15 Chicago Midway
14:00 Orlando
12:55 Orlando
17:50 San Juan
Connect
WN2620 Southwest Airlines
09:25 Chicago Midway
16:00 San Juan Direct
WN2600 Southwest Airlines
WN805 Southwest Airlines
10:10 Chicago Midway
16:15 Houston Hobby Apt
12:55 Houston Hobby Apt
22:20 San Juan
Connect
WN3404 Southwest Airlines
WN2214 Southwest Airlines
10:35 Chicago Midway
17:20 Orlando
14:10 Orlando
21:05 San Juan
Connect
WN3993 Southwest Airlines
WN3708 Southwest Airlines
11:50 Chicago Midway
18:30 Orlando
15:25 Orlando
22:15 San Juan
Connect
WN3977 Southwest Airlines
WN2214 Southwest Airlines
12:15 Chicago Midway
17:20 Orlando
15:50 Orlando
21:05 San Juan
Connect
WN1267 4522 Southwest Airlines
WN805 Southwest Airlines
12:35 Chicago Midway
16:15 Houston Hobby Apt
15:25 Houston Hobby Apt
22:20 San Juan
Connect

2. Chicago O'Hare to San Juan

  1. You take a bus, shuttle or taxi from your location in Illinois to Chicago O'Hare.

  2. You take a flight from Chicago O'Hare to San Juan and cost approximately 90 USD.

  3. You take a bus, shuttle or taxi from San Juan to your destination in Puerto Rico.

Flight Depart Arrive
AA2324 American Airlines
AA1496 American Airlines
05:00 Chicago O'Hare
09:45 Philadelphia
07:55 Philadelphia
14:42 San Juan
Connect
AA2527 American Airlines
AA2773 American Airlines
05:30 Chicago O'Hare
11:08 Charlotte
08:28 Charlotte
15:48 San Juan
Connect
AA2527 American Airlines
AA1852 American Airlines
05:30 Chicago O'Hare
09:45 Charlotte
08:28 Charlotte
14:37 San Juan
Connect
AA762 American Airlines
AA1451 American Airlines
05:30 Chicago O'Hare
12:45 Miami
09:38 Miami
16:20 San Juan
Connect
NK2 Spirit Airlines
NK850 Spirit Airlines
05:30 Chicago O'Hare
10:45 Fort Lauderdale-Hollywood International
09:22 Fort Lauderdale-Hollywood International
14:16 San Juan
Connect
AA762 American Airlines
AA110 American Airlines
05:30 Chicago O'Hare
11:18 Miami
09:38 Miami
14:59 San Juan
Connect
DL1423 Delta
DL636 Delta
06:00 Chicago O'Hare
11:15 Atlanta
09:05 Atlanta
15:44 San Juan
Connect
UA1754 2675 United Airlines
UA1192 United Airlines
06:00 Chicago O'Hare
09:51 Houston
08:45 Houston
16:15 San Juan
Connect
UA2198 United Airlines
UA2021 United Airlines
06:00 Chicago O'Hare
11:15 Washington Dulles
08:44 Washington Dulles
16:00 San Juan
Connect
UA1472 United Airlines
UA205 United Airlines
06:00 Chicago O'Hare
11:42 Newark
09:11 Newark
16:30 San Juan
Connect
F91155 Frontier Airlines
F9104 Frontier Airlines
06:15 Chicago O'Hare
13:40 Orlando
10:12 Orlando
17:27 San Juan
Connect
AA1452 American Airlines
AA1451 American Airlines
07:00 Chicago O'Hare
12:45 Miami
11:03 Miami
16:20 San Juan
Connect
AA2945 American Airlines
AA1451 American Airlines
07:00 Chicago O'Hare
12:45 Miami
11:05 Miami
16:20 San Juan
Connect
UA1281 2671 2671 2671 2671 United Airlines
UA2021 United Airlines
07:00 Chicago O'Hare
11:15 Washington Dulles
09:49 Washington Dulles
16:00 San Juan
Connect
AA395 American Airlines
07:05 Chicago O'Hare
13:48 San Juan Direct
AA914 American Airlines
AA2773 American Airlines
07:15 Chicago O'Hare
11:08 Charlotte
10:18 Charlotte
15:48 San Juan
Connect
F91153 Frontier Airlines
F9104 Frontier Airlines
07:45 Chicago O'Hare
13:40 Orlando
11:37 Orlando
17:27 San Juan
Connect
UA1996 United Airlines
07:59 Chicago O'Hare
14:35 San Juan Direct
AA4853 American Airlines
AA2180 American Airlines
08:30 Chicago O'Hare
12:35 Philadelphia
11:38 Philadelphia
17:36 San Juan
Connect
AA979 American Airlines
AA2180 American Airlines
08:40 Chicago O'Hare
12:35 Philadelphia
11:43 Philadelphia
17:36 San Juan
Connect
AA1520 American Airlines
AA695 American Airlines
08:45 Chicago O'Hare
12:50 Dallas/Ft.Worth
11:29 Dallas/Ft.Worth
19:32 San Juan
Connect
AA1009 American Airlines
09:00 Chicago O'Hare
15:46 San Juan Direct
NK3 Spirit Airlines
NK2353 Spirit Airlines
09:15 Chicago O'Hare
14:50 Fort Lauderdale-Hollywood International
13:07 Fort Lauderdale-Hollywood International
18:21 San Juan
Connect
F9128 Frontier Airlines
09:45 Chicago O'Hare
16:36 San Juan Direct
B6906 JetBlue Airways
B62403 JetBlue Airways
10:27 Chicago O'Hare
15:45 New York JFK
13:37 New York JFK
20:17 San Juan
Connect
B6312 JetBlue Airways
B62261 JetBlue Airways
11:31 Chicago O'Hare
18:15 Boston
14:42 Boston
22:59 San Juan
Connect
AA511 American Airlines
AA1671 American Airlines
12:13 Chicago O'Hare
18:10 Charlotte
15:08 Charlotte
22:52 San Juan
Connect
AA2497 American Airlines
AA2481 American Airlines
13:00 Chicago O'Hare
16:50 Dallas/Ft.Worth
15:36 Dallas/Ft.Worth
23:32 San Juan
Connect
DL2204 Delta
DL1861 Delta
13:22 Chicago O'Hare
19:35 Atlanta
16:16 Atlanta
23:55 San Juan
Connect
AA2817 American Airlines
AA1671 American Airlines
13:22 Chicago O'Hare
18:10 Charlotte
16:15 Charlotte
22:52 San Juan
Connect
UA1842 United Airlines
UA1543 United Airlines
14:01 Chicago O'Hare
20:09 Newark
17:37 Newark
01:01 San Juan
Connect
B61106 JetBlue Airways
B62503 JetBlue Airways
14:25 Chicago O'Hare
18:55 New York JFK
17:38 New York JFK
23:26 San Juan
Connect
NK929 Spirit Airlines
NK802 Spirit Airlines
14:29 Chicago O'Hare
19:23 Orlando
17:46 Orlando
23:09 San Juan
Connect
UA2226 2669 2669 United Airlines
UA1543 United Airlines
15:10 Chicago O'Hare
20:09 Newark
18:46 Newark
01:01 San Juan
Connect
AA1609 American Airlines
AA397 American Airlines
15:56 Chicago O'Hare
21:10 Miami
20:04 Miami
00:48 San Juan
Connect
UA573 2683 2683 United Airlines
UA432 United Airlines
16:05 Chicago O'Hare
19:49 Houston
18:48 Houston
02:06 San Juan
Connect
UA2362 2666 United Airlines
UA260 United Airlines
18:04 Chicago O'Hare
22:07 Washington Dulles
21:05 Washington Dulles
02:51 San Juan
Connect
NK425 Spirit Airlines
NK1235 Spirit Airlines
18:30 Chicago O'Hare
23:59 Fort Lauderdale-Hollywood International
22:22 Fort Lauderdale-Hollywood International
03:30 San Juan
Connect
UA1872 United Airlines
UA701 United Airlines
19:40 Chicago O'Hare
23:56 Houston
22:24 Houston
06:05 San Juan
Connect
UA1806 United Airlines
22:42 Chicago O'Hare
05:10 San Juan Direct

3. Peoria to San Juan

  1. You take a bus, shuttle or taxi from your location in Illinois to Peoria.

  2. You take a flight from Peoria to San Juan and cost approximately 600 USD.

  3. You take a bus, shuttle or taxi from San Juan to your destination in Puerto Rico.

Flight Depart Arrive
UA3965 United Airlines
UA1996 United Airlines
06:00 Peoria
07:59 Chicago O'Hare
07:03 Chicago O'Hare
14:35 San Juan
Connect
UA3965 United Airlines
AA1009 American Airlines
06:00 Peoria
09:00 Chicago O'Hare
07:03 Chicago O'Hare
15:46 San Juan
Connect
AA5941 American Airlines
AA695 American Airlines
06:38 Peoria
12:50 Dallas/Ft.Worth
09:07 Dallas/Ft.Worth
19:32 San Juan
Connect
AA5193 American Airlines
AA1671 American Airlines
07:07 Peoria
18:10 Charlotte
10:19 Charlotte
22:52 San Juan
Connect
AA5193 American Airlines
AA25 2588 American Airlines
AA1570 American Airlines
07:07 Peoria
11:43 Charlotte
18:55 Miami
10:19 Charlotte
13:59 Miami
22:27 San Juan
Connect
AA5193 American Airlines
AA901 American Airlines
AA1570 American Airlines
07:07 Peoria
14:42 Charlotte
18:55 Miami
10:19 Charlotte
16:51 Miami
22:27 San Juan
Connect
UA5746 United Airlines
UA2677 2189 2677 2677 United Airlines
UA260 United Airlines
11:00 Peoria
13:12 Chicago O'Hare
22:07 Washington Dulles
12:03 Chicago O'Hare
16:01 Washington Dulles
02:51 San Juan
Connect
UA5746 United Airlines
UA2362 2666 United Airlines
UA260 United Airlines
11:00 Peoria
18:04 Chicago O'Hare
22:07 Washington Dulles
12:03 Chicago O'Hare
21:05 Washington Dulles
02:51 San Juan
Connect
UA3798 United Airlines
UA1806 United Airlines
13:45 Peoria
22:42 Chicago O'Hare
14:48 Chicago O'Hare
05:10 San Juan
Connect
UA3798 United Airlines
UA2362 2666 United Airlines
UA260 United Airlines
13:45 Peoria
18:04 Chicago O'Hare
22:07 Washington Dulles
14:48 Chicago O'Hare
21:05 Washington Dulles
02:51 San Juan
Connect
UA3726 United Airlines
UA1806 United Airlines
18:55 Peoria
22:42 Chicago O'Hare
19:58 Chicago O'Hare
05:10 San Juan
Connect

4. Chicago O'Hare to Mayaguez

  1. You take a bus, shuttle or taxi from your location in Illinois to Chicago O'Hare.

  2. You take a flight from Chicago O'Hare to Mayaguez and cost approximately 450 USD.

  3. You take a bus, shuttle or taxi from Mayaguez to your destination in Puerto Rico.

Flight Depart Arrive
UA1842 United Airlines
UA1543 United Airlines
9K31 Cape Air
14:01 Chicago O'Hare
20:09 Newark
09:45 San Juan
17:37 Newark
01:01 San Juan
10:22 Mayaguez
Connect
B61106 JetBlue Airways
B62503 JetBlue Airways
9K31 Cape Air
14:25 Chicago O'Hare
18:55 New York JFK
09:45 San Juan
17:38 New York JFK
23:26 San Juan
10:22 Mayaguez
Connect
B61106 JetBlue Airways
B61403 JetBlue Airways
9K31 Cape Air
14:25 Chicago O'Hare
23:59 New York JFK
09:45 San Juan
17:38 New York JFK
04:31 San Juan
10:22 Mayaguez
Connect
UA2226 2669 2669 United Airlines
UA1543 United Airlines
9K31 Cape Air
15:10 Chicago O'Hare
20:09 Newark
09:45 San Juan
18:46 Newark
01:01 San Juan
10:22 Mayaguez
Connect
UA573 2683 2683 United Airlines
UA701 United Airlines
9K31 Cape Air
16:05 Chicago O'Hare
23:56 Houston
09:45 San Juan
18:48 Houston
06:05 San Juan
10:22 Mayaguez
Connect
UA1598 United Airlines
UA701 United Airlines
9K31 Cape Air
17:50 Chicago O'Hare
23:56 Houston
09:45 San Juan
20:35 Houston
06:05 San Juan
10:22 Mayaguez
Connect
UA2362 2666 United Airlines
UA260 United Airlines
9K31 Cape Air
18:04 Chicago O'Hare
22:07 Washington Dulles
09:45 San Juan
21:05 Washington Dulles
02:51 San Juan
10:22 Mayaguez
Connect
UA1872 United Airlines
UA701 United Airlines
9K31 Cape Air
19:40 Chicago O'Hare
23:56 Houston
09:45 San Juan
22:24 Houston
06:05 San Juan
10:22 Mayaguez
Connect
UA1806 United Airlines
9K31 Cape Air
22:42 Chicago O'Hare
09:45 San Juan
05:10 San Juan
10:22 Mayaguez
Connect

5. Chicago O'Hare to Aguadilla

  1. You take a bus, shuttle or taxi from your location in Illinois to Chicago O'Hare.

  2. You take a flight from Chicago O'Hare to Aguadilla and cost approximately 290 USD.

  3. You take a bus, shuttle or taxi from Aguadilla to your destination in Puerto Rico.

Flight Depart Arrive
NK2 Spirit Airlines
B61091 JetBlue Airways
05:30 Chicago O'Hare
10:50 Fort Lauderdale-Hollywood International
09:22 Fort Lauderdale-Hollywood International
14:18 Aguadilla
Connect
UA2409 United Airlines
UA3597 United Airlines
UA569 United Airlines
09:33 Chicago O'Hare
13:00 Cleveland
19:35 Newark
11:57 Cleveland
14:41 Newark
00:28 Aguadilla
Connect
UA2409 United Airlines
UA2350 United Airlines
UA569 United Airlines
09:33 Chicago O'Hare
16:39 Cleveland
19:35 Newark
11:57 Cleveland
18:16 Newark
00:28 Aguadilla
Connect
UA2200 United Airlines
UA569 United Airlines
11:30 Chicago O'Hare
19:35 Newark
14:54 Newark
00:28 Aguadilla
Connect
UA3572 United Airlines
UA3586 United Airlines
UA569 United Airlines
11:30 Chicago O'Hare
15:00 Pittsburgh
19:35 Newark
13:52 Pittsburgh
16:34 Newark
00:28 Aguadilla
Connect
UA3421 United Airlines
UA2350 United Airlines
UA569 United Airlines
11:31 Chicago O'Hare
16:39 Cleveland
19:35 Newark
13:58 Cleveland
18:16 Newark
00:28 Aguadilla
Connect
UA299 United Airlines
UA569 United Airlines
13:00 Chicago O'Hare
19:35 Newark
16:36 Newark
00:28 Aguadilla
Connect
NK2658 Spirit Airlines
NK575 Spirit Airlines
NK371 Spirit Airlines
13:59 Chicago O'Hare
21:24 Tampa
23:45 Fort Lauderdale-Hollywood International
17:11 Tampa
22:20 Fort Lauderdale-Hollywood International
03:03 Aguadilla
Connect
UA1842 United Airlines
UA569 United Airlines
14:01 Chicago O'Hare
19:35 Newark
17:37 Newark
00:28 Aguadilla
Connect
B61106 JetBlue Airways
B6839 JetBlue Airways
14:25 Chicago O'Hare
22:50 New York JFK
17:38 New York JFK
03:39 Aguadilla
Connect
NK929 Spirit Airlines
NK195 Spirit Airlines
NK371 Spirit Airlines
14:29 Chicago O'Hare
19:27 Orlando
23:45 Fort Lauderdale-Hollywood International
17:46 Orlando
20:26 Fort Lauderdale-Hollywood International
03:03 Aguadilla
Connect
NK929 Spirit Airlines
NK164 Spirit Airlines
14:29 Chicago O'Hare
22:50 Orlando
17:46 Orlando
02:22 Aguadilla
Connect
AA782 American Airlines
NK164 Spirit Airlines
16:50 Chicago O'Hare
22:50 Orlando
20:36 Orlando
02:22 Aguadilla
Connect
DL5743 Delta
B6839 JetBlue Airways
17:00 Chicago O'Hare
22:50 New York JFK
20:24 New York JFK
03:39 Aguadilla
Connect
UA2173 United Airlines
NK164 Spirit Airlines
18:15 Chicago O'Hare
22:50 Orlando
21:55 Orlando
02:22 Aguadilla
Connect
NK425 Spirit Airlines
NK371 Spirit Airlines
18:30 Chicago O'Hare
23:45 Fort Lauderdale-Hollywood International
22:22 Fort Lauderdale-Hollywood International
03:03 Aguadilla
Connect

References

Find Hotels in Puerto Rico

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