How to get to Puerto Rico from Chicago (Station) by flight ? You can check flights from Chicago (Station) to Puerto Rico below.
You can find flight ticket prices from Chicago (Station) to Puerto Rico with our flight tickets search tool below
You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago Midway.
You take a flight from Chicago Midway to San Juan and cost approximately 270 USD.
You take a bus, shuttle or taxi from San Juan to your destination in Puerto Rico.
Flight | Depart | Arrive | |
---|---|---|---|
WN1671
Southwest Airlines
WN2194
Southwest Airlines
|
05:15
Chicago Midway
12:15
Orlando
|
08:50
Orlando
15:10
San Juan
|
Connect |
WN4745
Southwest Airlines
WN1232
Southwest Airlines
|
05:25
Chicago Midway
10:55
Nashville
|
06:50
Nashville
15:55
San Juan
|
Connect |
WN4673
Southwest Airlines
WN1113
Southwest Airlines
|
05:45
Chicago Midway
13:25
Tampa
|
09:15
Tampa
16:25
San Juan
|
Connect |
DL2500
Delta
DL634
Delta
|
06:00
Chicago Midway
09:56
Atlanta
|
08:49
Atlanta
13:37
San Juan
|
Connect |
WN1677
Southwest Airlines
WN2194
Southwest Airlines
|
06:20
Chicago Midway
12:15
Orlando
|
09:55
Orlando
15:10
San Juan
|
Connect |
WN1206
Southwest Airlines
WN738
Southwest Airlines
|
06:35
Chicago Midway
12:20
Orlando
|
10:05
Orlando
15:15
San Juan
|
Connect |
WN1206
Southwest Airlines
WN1718
Southwest Airlines
|
06:35
Chicago Midway
14:05
Orlando
|
10:05
Orlando
17:05
San Juan
|
Connect |
WN1729
Southwest Airlines
WN1675
Southwest Airlines
|
06:45
Chicago Midway
13:50
Fort Lauderdale-Hollywood International
|
10:40
Fort Lauderdale-Hollywood International
16:30
San Juan
|
Connect |
WN4758
Southwest Airlines
WN1232
Southwest Airlines
|
07:00
Chicago Midway
10:55
Nashville
|
08:25
Nashville
15:55
San Juan
|
Connect |
WN527
Southwest Airlines
WN738
Southwest Airlines
|
07:40
Chicago Midway
12:20
Orlando
|
11:10
Orlando
15:15
San Juan
|
Connect |
WN527
Southwest Airlines
WN1718
Southwest Airlines
|
07:40
Chicago Midway
14:05
Orlando
|
11:10
Orlando
17:05
San Juan
|
Connect |
WN2661
Southwest Airlines
|
08:10
Chicago Midway
|
13:50 San Juan | Direct |
WN3388
Southwest Airlines
WN4632
Southwest Airlines
|
08:10
Chicago Midway
15:50
Orlando
|
11:40
Orlando
18:45
San Juan
|
Connect |
WN1699
Southwest Airlines
WN2813
Southwest Airlines
|
10:50
Chicago Midway
17:10
Orlando
|
14:25
Orlando
20:05
San Juan
|
Connect |
WN2593
Southwest Airlines
WN4561
Southwest Airlines
|
11:20
Chicago Midway
15:15
Baltimore
|
14:05
Baltimore
19:20
San Juan
|
Connect |
WN1500
Southwest Airlines
WN4318
Southwest Airlines
|
11:35
Chicago Midway
19:15
Orlando
|
15:05
Orlando
22:10
San Juan
|
Connect |
WN1347
Southwest Airlines
WN2427
Southwest Airlines
|
12:55
Chicago Midway
20:00
Tampa
|
16:25
Tampa
23:00
San Juan
|
Connect |
WN3202
Southwest Airlines
WN4318
Southwest Airlines
|
13:30
Chicago Midway
19:15
Orlando
|
17:05
Orlando
22:10
San Juan
|
Connect |
WN3202
Southwest Airlines
WN2599
Southwest Airlines
|
13:30
Chicago Midway
22:00
Orlando
|
17:05
Orlando
00:50
San Juan
|
Connect |
WN3402
Southwest Airlines
WN1927
Southwest Airlines
|
14:35
Chicago Midway
20:55
Fort Lauderdale-Hollywood International
|
18:40
Fort Lauderdale-Hollywood International
23:35
San Juan
|
Connect |
WN235
Southwest Airlines
WN2361
Southwest Airlines
|
15:00
Chicago Midway
21:40
Fort Lauderdale-Hollywood International
|
19:05
Fort Lauderdale-Hollywood International
00:20
San Juan
|
Connect |
WN594
Southwest Airlines
WN1701
Southwest Airlines
|
15:05
Chicago Midway
21:40
Orlando
|
18:45
Orlando
00:30
San Juan
|
Connect |
WN3367
Southwest Airlines
WN2599
Southwest Airlines
|
16:15
Chicago Midway
22:00
Orlando
|
19:55
Orlando
00:50
San Juan
|
Connect |
WN947
Southwest Airlines
WN1701
Southwest Airlines
|
17:10
Chicago Midway
21:40
Orlando
|
20:45
Orlando
00:30
San Juan
|
Connect |
WN3084
Southwest Airlines
WN1716
Southwest Airlines
|
21:55
Chicago Midway
06:05
Orlando
|
01:25
Orlando
09:00
San Juan
|
Connect |
WN3084
Southwest Airlines
WN486
Southwest Airlines
|
21:55
Chicago Midway
06:20
Orlando
|
01:25
Orlando
09:15
San Juan
|
Connect |
You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago O'Hare.
You take a flight from Chicago O'Hare to San Juan and cost approximately 220 USD.
You take a bus, shuttle or taxi from San Juan to your destination in Puerto Rico.
Flight | Depart | Arrive | |
---|---|---|---|
AA328
American Airlines
AA2481
American Airlines
|
05:00
Chicago O'Hare
08:40
Dallas/Ft.Worth
|
07:21
Dallas/Ft.Worth
14:35
San Juan
|
Connect |
AA2341
American Airlines
AA1790
American Airlines
|
05:07
Chicago O'Hare
12:15
Miami
|
09:09
Miami
15:14
San Juan
|
Connect |
AA2341
American Airlines
AA1613
American Airlines
|
05:07
Chicago O'Hare
10:10
Miami
|
09:09
Miami
12:53
San Juan
|
Connect |
DL2825
Delta
DL634
Delta
|
05:30
Chicago O'Hare
09:56
Atlanta
|
08:20
Atlanta
13:37
San Juan
|
Connect |
AA1784
American Airlines
AA1852
American Airlines
|
05:30
Chicago O'Hare
11:00
Charlotte
|
08:25
Charlotte
14:42
San Juan
|
Connect |
B6563
JetBlue Airways
B6353
JetBlue Airways
|
05:40
Chicago O'Hare
12:37
Fort Lauderdale-Hollywood International
|
09:40
Fort Lauderdale-Hollywood International
15:15
San Juan
|
Connect |
UA2246
United Airlines
UA1192
United Airlines
|
06:00
Chicago O'Hare
09:48
Houston
|
08:41
Houston
15:20
San Juan
|
Connect |
AA2507
American Airlines
AA1790
American Airlines
|
07:05
Chicago O'Hare
12:15
Miami
|
11:08
Miami
15:14
San Juan
|
Connect |
DL5807
Delta
DL806
Delta
|
07:10
Chicago O'Hare
12:29
New York JFK
|
10:27
New York JFK
16:24
San Juan
|
Connect |
AA1058
American Airlines
AA967
American Airlines
|
08:29
Chicago O'Hare
15:30
Miami
|
12:32
Miami
18:10
San Juan
|
Connect |
WN2545
Southwest Airlines
WN4632
Southwest Airlines
|
08:40
Chicago O'Hare
15:50
Orlando
|
12:20
Orlando
18:45
San Juan
|
Connect |
AA649
American Airlines
|
08:45
Chicago O'Hare
|
14:28 San Juan | Direct |
AA1150
American Airlines
AA559
American Airlines
|
10:22
Chicago O'Hare
16:50
Charlotte
|
13:16
Charlotte
20:37
San Juan
|
Connect |
AA2322
American Airlines
AA2011
American Airlines
|
10:30
Chicago O'Hare
14:35
Dallas/Ft.Worth
|
12:49
Dallas/Ft.Worth
20:16
San Juan
|
Connect |
B6906
JetBlue Airways
B6703
JetBlue Airways
|
10:30
Chicago O'Hare
16:59
New York JFK
|
13:58
New York JFK
20:54
San Juan
|
Connect |
NK929
Spirit Airlines
NK880
Spirit Airlines
|
10:38
Chicago O'Hare
18:06
Orlando
|
14:28
Orlando
21:02
San Juan
|
Connect |
NK929
Spirit Airlines
NK318
Spirit Airlines
|
10:38
Chicago O'Hare
15:57
Orlando
|
14:28
Orlando
18:53
San Juan
|
Connect |
NK929
Spirit Airlines
NK802
Spirit Airlines
|
10:38
Chicago O'Hare
15:28
Orlando
|
14:28
Orlando
18:24
San Juan
|
Connect |
UA2176
United Airlines
3M123
Silver Airways
|
10:44
Chicago O'Hare
18:00
Charlotte Amalie
|
16:36
Charlotte Amalie
18:35
San Juan
|
Connect |
UA695
United Airlines
|
10:54
Chicago O'Hare
|
16:46 San Juan | Direct |
DL2435
Delta
DL1861
Delta
|
12:10
Chicago O'Hare
18:50
Atlanta
|
15:05
Atlanta
22:27
San Juan
|
Connect |
AA2013
American Airlines
AA1650
American Airlines
|
12:19
Chicago O'Hare
19:00
Miami
|
16:20
Miami
21:42
San Juan
|
Connect |
AA2013
American Airlines
AA395
American Airlines
|
12:19
Chicago O'Hare
19:57
Miami
|
16:20
Miami
22:54
San Juan
|
Connect |
AA1984
American Airlines
AA559
American Airlines
|
12:25
Chicago O'Hare
16:50
Charlotte
|
15:18
Charlotte
20:37
San Juan
|
Connect |
WN3126
Southwest Airlines
WN4318
Southwest Airlines
|
12:35
Chicago O'Hare
19:15
Orlando
|
16:15
Orlando
22:10
San Juan
|
Connect |
UA2195
United Airlines
UA335
United Airlines
|
12:52
Chicago O'Hare
18:10
Houston
|
15:40
Houston
23:43
San Juan
|
Connect |
UA224
United Airlines
UA1543
United Airlines
|
13:13
Chicago O'Hare
19:57
Newark
|
16:35
Newark
23:55
San Juan
|
Connect |
WN4506
Southwest Airlines
WN3288
Southwest Airlines
|
13:30
Chicago O'Hare
19:45
Baltimore
|
16:25
Baltimore
23:50
San Juan
|
Connect |
WN2860
Southwest Airlines
WN1701
Southwest Airlines
|
13:45
Chicago O'Hare
21:40
Orlando
|
17:25
Orlando
00:30
San Juan
|
Connect |
WN2733
Southwest Airlines
WN2361
Southwest Airlines
|
13:50
Chicago O'Hare
21:40
Fort Lauderdale-Hollywood International
|
17:55
Fort Lauderdale-Hollywood International
00:20
San Juan
|
Connect |
UA2197
United Airlines
UA335
United Airlines
|
14:02
Chicago O'Hare
18:10
Houston
|
16:57
Houston
23:43
San Juan
|
Connect |
AA2565
American Airlines
AA395
American Airlines
|
14:16
Chicago O'Hare
19:57
Miami
|
18:30
Miami
22:54
San Juan
|
Connect |
AA2840
American Airlines
AA2294
American Airlines
|
14:55
Chicago O'Hare
19:04
Philadelphia
|
17:50
Philadelphia
23:11
San Juan
|
Connect |
UA378
United Airlines
UA1543
United Airlines
|
14:58
Chicago O'Hare
19:57
Newark
|
18:19
Newark
23:55
San Juan
|
Connect |
B61106
JetBlue Airways
B6903
JetBlue Airways
|
15:57
Chicago O'Hare
21:15
New York JFK
|
19:30
New York JFK
01:07
San Juan
|
Connect |
B61106
JetBlue Airways
B62103
JetBlue Airways
|
15:57
Chicago O'Hare
22:29
New York JFK
|
19:30
New York JFK
02:22
San Juan
|
Connect |
UA2161
United Airlines
UA701
United Airlines
|
15:59
Chicago O'Hare
19:40
Houston
|
18:48
Houston
01:13
San Juan
|
Connect |
WN2925
Southwest Airlines
WN2279
Southwest Airlines
|
17:00
Chicago O'Hare
20:55
Baltimore
|
20:00
Baltimore
01:00
San Juan
|
Connect |
UA2170
United Airlines
UA2023
United Airlines
|
18:00
Chicago O'Hare
22:20
Washington Dulles
|
20:56
Washington Dulles
02:19
San Juan
|
Connect |
AA1890
American Airlines
|
23:19
Chicago O'Hare
|
05:00 San Juan | Direct |
You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago O'Hare.
You take a flight from Chicago O'Hare to Mayaguez and cost approximately 650 USD.
You take a bus, shuttle or taxi from Mayaguez to your destination in Puerto Rico.
Flight | Depart | Arrive | |
---|---|---|---|
B6563
JetBlue Airways
B6353
JetBlue Airways
9K40
Cape Air
|
05:40
Chicago O'Hare
12:37
Fort Lauderdale-Hollywood International
16:19
San Juan
|
09:40
Fort Lauderdale-Hollywood International
15:15
San Juan
16:56
Mayaguez
|
Connect |
B6563
JetBlue Airways
B6353
JetBlue Airways
9K41
Cape Air
|
05:40
Chicago O'Hare
12:37
Fort Lauderdale-Hollywood International
18:18
San Juan
|
09:40
Fort Lauderdale-Hollywood International
15:15
San Juan
18:55
Mayaguez
|
Connect |
UA2246
United Airlines
UA1192
United Airlines
9K41
Cape Air
|
06:00
Chicago O'Hare
09:48
Houston
18:18
San Juan
|
08:41
Houston
15:20
San Juan
18:55
Mayaguez
|
Connect |
UA2246
United Airlines
UA1192
United Airlines
9K40
Cape Air
|
06:00
Chicago O'Hare
09:48
Houston
16:19
San Juan
|
08:41
Houston
15:20
San Juan
16:56
Mayaguez
|
Connect |
AA2507
American Airlines
AA1790
American Airlines
9K40
Cape Air
|
07:05
Chicago O'Hare
12:15
Miami
16:19
San Juan
|
11:08
Miami
15:14
San Juan
16:56
Mayaguez
|
Connect |
AA1872
American Airlines
B61589
JetBlue Airways
9K41
Cape Air
|
07:07
Chicago O'Hare
12:10
Newark
18:18
San Juan
|
10:08
Newark
16:09
San Juan
18:55
Mayaguez
|
Connect |
AA649
American Airlines
9K41
Cape Air
|
08:45
Chicago O'Hare
18:18
San Juan
|
14:28
San Juan
18:55
Mayaguez
|
Connect |
AA649
American Airlines
9K40
Cape Air
|
08:45
Chicago O'Hare
16:19
San Juan
|
14:28
San Juan
16:56
Mayaguez
|
Connect |
UA695
United Airlines
9K41
Cape Air
|
10:54
Chicago O'Hare
18:18
San Juan
|
16:46
San Juan
18:55
Mayaguez
|
Connect |
UA2170
United Airlines
UA2023
United Airlines
9K34
Cape Air
|
18:00
Chicago O'Hare
22:20
Washington Dulles
09:22
San Juan
|
20:56
Washington Dulles
02:19
San Juan
09:59
Mayaguez
|
Connect |
AA1890
American Airlines
9K34
Cape Air
|
23:19
Chicago O'Hare
09:22
San Juan
|
05:00
San Juan
09:59
Mayaguez
|
Connect |
You take a bus, shuttle or taxi from your location in Chicago (Station) to Chicago O'Hare.
You take a flight from Chicago O'Hare to Ponce and cost approximately 950 USD.
You take a bus, shuttle or taxi from Ponce to your destination in Puerto Rico.
Flight | Depart | Arrive | |
---|---|---|---|
NK2814
Spirit Airlines
NK554
Spirit Airlines
B6767
JetBlue Airways
|
11:10
Chicago O'Hare
14:27
New Orleans
19:10
Orlando
|
13:35
New Orleans
17:21
Orlando
22:04
Ponce
|
Connect |
UA2340
United Airlines
B6767
JetBlue Airways
|
11:10
Chicago O'Hare
19:10
Orlando
|
15:01
Orlando
22:04
Ponce
|
Connect |
AA532
American Airlines
B6745
JetBlue Airways
|
11:38
Chicago O'Hare
22:59
New York JFK
|
14:55
New York JFK
03:09
Ponce
|
Connect |
DL2435
Delta
DL866
Delta
B6767
JetBlue Airways
|
12:10
Chicago O'Hare
16:15
Atlanta
19:10
Orlando
|
15:05
Atlanta
17:55
Orlando
22:04
Ponce
|
Connect |
AA1984
American Airlines
AA1682
American Airlines
B6767
JetBlue Airways
|
12:25
Chicago O'Hare
16:22
Charlotte
19:10
Orlando
|
15:18
Charlotte
18:00
Orlando
22:04
Ponce
|
Connect |
WN3126
Southwest Airlines
B6767
JetBlue Airways
|
12:35
Chicago O'Hare
19:10
Orlando
|
16:15
Orlando
22:04
Ponce
|
Connect |
WN2860
Southwest Airlines
B6767
JetBlue Airways
|
13:45
Chicago O'Hare
19:10
Orlando
|
17:25
Orlando
22:04
Ponce
|
Connect |
DL5244
Delta
B6745
JetBlue Airways
|
14:25
Chicago O'Hare
22:59
New York JFK
|
17:59
New York JFK
03:09
Ponce
|
Connect |
B61106
JetBlue Airways
B6745
JetBlue Airways
|
15:57
Chicago O'Hare
22:59
New York JFK
|
19:30
New York JFK
03:09
Ponce
|
Connect |
DL5381
Delta
B6745
JetBlue Airways
|
18:00
Chicago O'Hare
22:59
New York JFK
|
21:37
New York JFK
03:09
Ponce
|
Connect |
AA2518
American Airlines
B6745
JetBlue Airways
|
18:04
Chicago O'Hare
22:59
New York JFK
|
21:29
New York JFK
03:09
Ponce
|
Connect |
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