How to get to Cuba from Chicago by flight ? You can check flights from Chicago to Cuba below.
You can find flight ticket prices from Chicago to Cuba with our flight tickets search tool below
You take a flight from Chicago Midway to Havana and cost approximately 360 USD.
You take a bus, shuttle or taxi from Havana to your destination in Cuba.
Flight | Depart | Arrive | |
---|---|---|---|
WN3448
Southwest Airlines
WN3922
Southwest Airlines
|
05:05
Chicago Midway
12:25
Fort Lauderdale
|
09:05
Fort Lauderdale
13:50
Havana
|
Connect |
WN3508
Southwest Airlines
WN3922
Southwest Airlines
|
05:10
Chicago Midway
12:25
Fort Lauderdale
|
09:10
Fort Lauderdale
13:50
Havana
|
Connect |
WN2282
Southwest Airlines
WN5906
Southwest Airlines
|
05:15
Chicago Midway
10:50
Tampa
|
08:35
Tampa
12:10
Havana
|
Connect |
WN5151
Southwest Airlines
WN3922
Southwest Airlines
|
05:35
Chicago Midway
12:25
Fort Lauderdale
|
09:35
Fort Lauderdale
13:50
Havana
|
Connect |
WN5151
Southwest Airlines
WN3920
Southwest Airlines
|
05:35
Chicago Midway
15:05
Fort Lauderdale
|
09:35
Fort Lauderdale
16:35
Havana
|
Connect |
WN887
Southwest Airlines
DL5201
Delta
|
05:45
Chicago Midway
11:15
Atlanta
|
08:35
Atlanta
13:35
Havana
|
Connect |
DL2030
Delta
DL5201
Delta
|
06:00
Chicago Midway
11:15
Atlanta
|
08:52
Atlanta
13:35
Havana
|
Connect |
WN2577
Southwest Airlines
DL5201
Delta
|
07:00
Chicago Midway
11:15
Atlanta
|
10:00
Atlanta
13:35
Havana
|
Connect |
WN3470
Southwest Airlines
DL5201
Delta
|
07:00
Chicago Midway
11:15
Atlanta
|
09:50
Atlanta
13:35
Havana
|
Connect |
DL2701
Delta
DL5201
Delta
|
07:15
Chicago Midway
11:15
Atlanta
|
10:08
Atlanta
13:35
Havana
|
Connect |
WN3736
Southwest Airlines
WN3920
Southwest Airlines
|
07:35
Chicago Midway
15:05
Fort Lauderdale
|
11:40
Fort Lauderdale
16:35
Havana
|
Connect |
DL3928
Delta
DL2535
Delta
DL513
Delta
|
09:15
Chicago Midway
12:33
Detroit
18:12
Miami
|
11:29
Detroit
15:33
Miami
19:30
Havana
|
Connect |
WN3167
Southwest Airlines
WN3920
Southwest Airlines
|
09:55
Chicago Midway
15:05
Fort Lauderdale
|
13:55
Fort Lauderdale
16:35
Havana
|
Connect |
WN4822
Southwest Airlines
WN4990
Southwest Airlines
WN3952
Southwest Airlines
|
20:05
Chicago Midway
22:30
Nashville
07:00
Tampa
|
21:30
Nashville
01:05
Tampa
08:15
Havana
|
Connect |
WN3044
Southwest Airlines
WN3952
Southwest Airlines
|
20:55
Chicago Midway
07:00
Tampa
|
00:20
Tampa
08:15
Havana
|
Connect |
WN5969
Southwest Airlines
WN3952
Southwest Airlines
|
21:35
Chicago Midway
07:00
Tampa
|
01:00
Tampa
08:15
Havana
|
Connect |
WN3561
Southwest Airlines
WN3952
Southwest Airlines
|
21:35
Chicago Midway
07:00
Tampa
|
01:05
Tampa
08:15
Havana
|
Connect |
WN1029
Southwest Airlines
WN4308
Southwest Airlines
WN3924
Southwest Airlines
|
22:10
Chicago Midway
06:25
Raleigh/Durham
09:25
Fort Lauderdale
|
00:55
Raleigh/Durham
08:30
Fort Lauderdale
10:50
Havana
|
Connect |
You take a flight from Chicago O'Hare to Havana and cost approximately 220 USD.
You take a bus, shuttle or taxi from Havana to your destination in Cuba.
Flight | Depart | Arrive | |
---|---|---|---|
4O2983
Interjet
4O2904
Interjet
|
01:25
Chicago O'Hare
07:30
Mexico City
|
05:35
Mexico City
11:20
Havana
|
Connect |
B6563
JetBlue Airways
B61899
JetBlue Airways
|
05:09
Chicago O'Hare
15:05
Fort Lauderdale
|
09:10
Fort Lauderdale
16:25
Havana
|
Connect |
B6563
JetBlue Airways
B61499
JetBlue Airways
|
05:09
Chicago O'Hare
12:25
Fort Lauderdale
|
09:10
Fort Lauderdale
13:45
Havana
|
Connect |
AA1411
American Airlines
AA2705
American Airlines
|
05:36
Chicago O'Hare
10:40
Miami
|
09:40
Miami
11:50
Havana
|
Connect |
UA3934
United Airlines
DL5201
Delta
|
06:00
Chicago O'Hare
11:15
Atlanta
|
08:53
Atlanta
13:35
Havana
|
Connect |
UA1754
United Airlines
UA6306
United Airlines
|
06:00
Chicago O'Hare
11:59
Houston
|
08:45
Houston
16:15
Havana
|
Connect |
UA1754
United Airlines
UA1506
United Airlines
|
06:00
Chicago O'Hare
11:56
Houston
|
08:45
Houston
15:35
Havana
|
Connect |
UA675
United Airlines
UA3542
United Airlines
|
06:00
Chicago O'Hare
10:04
Newark
|
09:11
Newark
13:55
Havana
|
Connect |
B6412
JetBlue Airways
B6867
JetBlue Airways
|
06:29
Chicago O'Hare
12:31
Boston
|
09:55
Boston
16:30
Havana
|
Connect |
AA2498
American Airlines
AA837
American Airlines
|
06:30
Chicago O'Hare
15:30
Miami
|
10:34
Miami
16:50
Havana
|
Connect |
AA2379
American Airlines
B61499
JetBlue Airways
|
07:00
Chicago O'Hare
12:25
Fort Lauderdale
|
10:57
Fort Lauderdale
13:45
Havana
|
Connect |
AA4213
American Airlines
AA4630
American Airlines
AA1345
American Airlines
|
07:00
Chicago O'Hare
12:17
Jacksonville
17:00
Miami
|
10:21
Jacksonville
13:40
Miami
18:15
Havana
|
Connect |
AA2507
American Airlines
AA1345
American Airlines
|
07:00
Chicago O'Hare
17:00
Miami
|
11:04
Miami
18:15
Havana
|
Connect |
AA2507
American Airlines
AA837
American Airlines
|
07:00
Chicago O'Hare
15:30
Miami
|
11:04
Miami
16:50
Havana
|
Connect |
AA2379
American Airlines
WN3922
Southwest Airlines
|
07:00
Chicago O'Hare
12:25
Fort Lauderdale
|
10:57
Fort Lauderdale
13:50
Havana
|
Connect |
DL379
Delta
DL5201
Delta
|
07:00
Chicago O'Hare
11:15
Atlanta
|
09:53
Atlanta
13:35
Havana
|
Connect |
DL3153
Delta
DL5201
Delta
|
07:00
Chicago O'Hare
11:15
Atlanta
|
09:55
Atlanta
13:35
Havana
|
Connect |
AA4213
American Airlines
AA4630
American Airlines
AA837
American Airlines
|
07:00
Chicago O'Hare
12:17
Jacksonville
15:30
Miami
|
10:21
Jacksonville
13:40
Miami
16:50
Havana
|
Connect |
DL3153
Delta
DL5201
Delta
|
07:10
Chicago O'Hare
11:15
Atlanta
|
10:05
Atlanta
13:35
Havana
|
Connect |
AA3746
American Airlines
AA3941
American Airlines
AA1345
American Airlines
|
07:10
Chicago O'Hare
12:11
Charleston
17:00
Miami
|
10:37
Charleston
13:57
Miami
18:15
Havana
|
Connect |
AA3746
American Airlines
AA3941
American Airlines
AA837
American Airlines
|
07:10
Chicago O'Hare
12:11
Charleston
15:30
Miami
|
10:37
Charleston
13:57
Miami
16:50
Havana
|
Connect |
AA1452
American Airlines
DL5201
Delta
|
07:14
Chicago O'Hare
11:15
Atlanta
|
09:59
Atlanta
13:35
Havana
|
Connect |
UA1883
United Airlines
UA6306
United Airlines
|
08:00
Chicago O'Hare
11:59
Houston
|
10:40
Houston
16:15
Havana
|
Connect |
UA1883
United Airlines
UA1506
United Airlines
|
08:00
Chicago O'Hare
11:56
Houston
|
10:40
Houston
15:35
Havana
|
Connect |
AA3392
American Airlines
AA4396
American Airlines
AA837
American Airlines
|
08:20
Chicago O'Hare
13:22
Key West
15:30
Miami
|
12:25
Key West
14:34
Miami
16:50
Havana
|
Connect |
AA3392
American Airlines
AA4396
American Airlines
AA2699
American Airlines
|
08:20
Chicago O'Hare
13:22
Key West
18:50
Miami
|
12:25
Key West
14:34
Miami
20:10
Havana
|
Connect |
AA3392
American Airlines
AA4396
American Airlines
AA1345
American Airlines
|
08:20
Chicago O'Hare
13:22
Key West
17:00
Miami
|
12:25
Key West
14:34
Miami
18:15
Havana
|
Connect |
UA722
United Airlines
B61899
JetBlue Airways
|
08:30
Chicago O'Hare
15:05
Fort Lauderdale
|
12:47
Fort Lauderdale
16:25
Havana
|
Connect |
AA1438
American Airlines
AA2699
American Airlines
|
08:35
Chicago O'Hare
18:50
Miami
|
12:40
Miami
20:10
Havana
|
Connect |
AA1438
American Airlines
AA1345
American Airlines
|
08:35
Chicago O'Hare
17:00
Miami
|
12:40
Miami
18:15
Havana
|
Connect |
AA1438
American Airlines
AA837
American Airlines
|
08:35
Chicago O'Hare
15:30
Miami
|
12:40
Miami
16:50
Havana
|
Connect |
AC7590
Air Canada
CA879
Air China
|
10:40
Chicago O'Hare
15:20
Montreal
|
13:46
Montreal
19:35
Havana
|
Connect |
UA532
United Airlines
AA1345
American Airlines
|
11:25
Chicago O'Hare
17:00
Miami
|
15:31
Miami
18:15
Havana
|
Connect |
UA532
United Airlines
DL513
Delta
|
11:25
Chicago O'Hare
18:12
Miami
|
15:31
Miami
19:30
Havana
|
Connect |
AC506
Air Canada
AC1876
Air Canada
|
11:35
Chicago O'Hare
20:00
Toronto
|
14:14
Toronto
23:30
Havana
|
Connect |
AA335
American Airlines
AA1345
American Airlines
|
12:00
Chicago O'Hare
17:00
Miami
|
16:04
Miami
18:15
Havana
|
Connect |
AA335
American Airlines
AA2699
American Airlines
|
12:00
Chicago O'Hare
18:50
Miami
|
16:04
Miami
20:10
Havana
|
Connect |
AA2796
American Airlines
AA2699
American Airlines
|
13:35
Chicago O'Hare
18:50
Miami
|
17:42
Miami
20:10
Havana
|
Connect |
AC508
Air Canada
AC1876
Air Canada
|
14:20
Chicago O'Hare
20:00
Toronto
|
16:59
Toronto
23:30
Havana
|
Connect |
AC510
Air Canada
AC1876
Air Canada
|
16:20
Chicago O'Hare
20:00
Toronto
|
18:59
Toronto
23:30
Havana
|
Connect |
You take a bus, shuttle or taxi from your location in Chicago to Milwaukee.
You take a flight from Milwaukee to Havana and cost approximately 210 USD.
You take a bus, shuttle or taxi from Havana to your destination in Cuba.
Flight | Depart | Arrive | |
---|---|---|---|
WN2090
Southwest Airlines
WN57
Southwest Airlines
WN3920
Southwest Airlines
|
05:25
Milwaukee
10:10
Nashville
15:05
Fort Lauderdale
|
06:55
Nashville
13:30
Fort Lauderdale
16:35
Havana
|
Connect |
WN2090
Southwest Airlines
WN2702
Southwest Airlines
WN3920
Southwest Airlines
|
05:25
Milwaukee
07:45
Nashville
15:05
Fort Lauderdale
|
06:55
Nashville
11:05
Fort Lauderdale
16:35
Havana
|
Connect |
WN2090
Southwest Airlines
WN2702
Southwest Airlines
WN3922
Southwest Airlines
|
05:25
Milwaukee
07:45
Nashville
12:25
Fort Lauderdale
|
06:55
Nashville
11:05
Fort Lauderdale
13:50
Havana
|
Connect |
AA4859
American Airlines
AA2665
American Airlines
AA1345
American Airlines
|
05:45
Milwaukee
10:40
Philadelphia
17:00
Miami
|
08:55
Philadelphia
13:39
Miami
18:15
Havana
|
Connect |
DL2085
Delta
DL5201
Delta
|
05:45
Milwaukee
11:15
Atlanta
|
08:45
Atlanta
13:35
Havana
|
Connect |
AA4859
American Airlines
AA2665
American Airlines
AA837
American Airlines
|
05:45
Milwaukee
10:40
Philadelphia
15:30
Miami
|
08:55
Philadelphia
13:39
Miami
16:50
Havana
|
Connect |
WN4404
Southwest Airlines
WN5906
Southwest Airlines
|
05:50
Milwaukee
10:50
Tampa
|
09:30
Tampa
12:10
Havana
|
Connect |
WN4404
Southwest Airlines
WN4591
Southwest Airlines
WN3920
Southwest Airlines
|
05:50
Milwaukee
12:40
Tampa
15:05
Fort Lauderdale
|
09:30
Tampa
13:55
Fort Lauderdale
16:35
Havana
|
Connect |
WN954
Southwest Airlines
WN639
Southwest Airlines
WN3920
Southwest Airlines
|
06:00
Milwaukee
10:30
Atlanta
15:05
Fort Lauderdale
|
09:05
Atlanta
12:35
Fort Lauderdale
16:35
Havana
|
Connect |
WN954
Southwest Airlines
DL5201
Delta
|
06:00
Milwaukee
11:15
Atlanta
|
09:05
Atlanta
13:35
Havana
|
Connect |
WN975
Southwest Airlines
WN1437
Southwest Airlines
WN3920
Southwest Airlines
|
06:05
Milwaukee
11:55
Orlando
15:05
Fort Lauderdale
|
09:50
Orlando
13:05
Fort Lauderdale
16:35
Havana
|
Connect |
WN3580
Southwest Airlines
WN4352
Southwest Airlines
WN3920
Southwest Airlines
|
06:15
Milwaukee
10:50
Nashville
15:05
Fort Lauderdale
|
07:45
Nashville
14:05
Fort Lauderdale
16:35
Havana
|
Connect |
AA3261
American Airlines
AA1438
American Airlines
AA1345
American Airlines
|
06:24
Milwaukee
08:35
Chicago O'Hare
17:00
Miami
|
07:26
Chicago O'Hare
12:40
Miami
18:15
Havana
|
Connect |
AA3261
American Airlines
AA335
American Airlines
AA1345
American Airlines
|
06:24
Milwaukee
12:00
Chicago O'Hare
17:00
Miami
|
07:26
Chicago O'Hare
16:04
Miami
18:15
Havana
|
Connect |
AA3261
American Airlines
AA1438
American Airlines
AA837
American Airlines
|
06:24
Milwaukee
08:35
Chicago O'Hare
15:30
Miami
|
07:26
Chicago O'Hare
12:40
Miami
16:50
Havana
|
Connect |
WN3839
Southwest Airlines
WN4936
Southwest Airlines
WN3920
Southwest Airlines
|
06:35
Milwaukee
11:05
Baltimore
15:05
Fort Lauderdale
|
09:25
Baltimore
13:50
Fort Lauderdale
16:35
Havana
|
Connect |
WN3839
Southwest Airlines
WN3878
Southwest Airlines
WN3920
Southwest Airlines
|
06:35
Milwaukee
10:55
Baltimore
15:05
Fort Lauderdale
|
09:25
Baltimore
13:35
Fort Lauderdale
16:35
Havana
|
Connect |
WN3575
Southwest Airlines
DL5201
Delta
|
06:45
Milwaukee
11:15
Atlanta
|
09:50
Atlanta
13:35
Havana
|
Connect |
DL2539
Delta
DL5201
Delta
|
07:00
Milwaukee
11:15
Atlanta
|
10:00
Atlanta
13:35
Havana
|
Connect |
AA3210
American Airlines
AA335
American Airlines
AA1345
American Airlines
|
08:08
Milwaukee
12:00
Chicago O'Hare
17:00
Miami
|
09:09
Chicago O'Hare
16:04
Miami
18:15
Havana
|
Connect |
AA3210
American Airlines
AA2796
American Airlines
AA2699
American Airlines
|
08:08
Milwaukee
13:35
Chicago O'Hare
18:50
Miami
|
09:09
Chicago O'Hare
17:42
Miami
20:10
Havana
|
Connect |
AA3210
American Airlines
AA335
American Airlines
AA2699
American Airlines
|
08:08
Milwaukee
12:00
Chicago O'Hare
18:50
Miami
|
09:09
Chicago O'Hare
16:04
Miami
20:10
Havana
|
Connect |
UA5599
United Airlines
UA1506
United Airlines
|
08:21
Milwaukee
11:56
Houston
|
10:58
Houston
15:35
Havana
|
Connect |
UA5599
United Airlines
UA6306
United Airlines
|
08:21
Milwaukee
11:59
Houston
|
10:58
Houston
16:15
Havana
|
Connect |
DL764
Delta
DL1224
Delta
DL513
Delta
|
10:00
Milwaukee
13:59
Atlanta
18:12
Miami
|
13:00
Atlanta
15:59
Miami
19:30
Havana
|
Connect |
DL764
Delta
DL1998
Delta
DL513
Delta
|
10:00
Milwaukee
15:11
Atlanta
18:12
Miami
|
13:00
Atlanta
17:15
Miami
19:30
Havana
|
Connect |
AA3069
American Airlines
AA2796
American Airlines
AA2699
American Airlines
|
11:16
Milwaukee
13:35
Chicago O'Hare
18:50
Miami
|
12:15
Chicago O'Hare
17:42
Miami
20:10
Havana
|
Connect |
DL2941
Delta
DL1998
Delta
DL513
Delta
|
11:19
Milwaukee
15:11
Atlanta
18:12
Miami
|
14:20
Atlanta
17:15
Miami
19:30
Havana
|
Connect |
WN6155
Southwest Airlines
WN3952
Southwest Airlines
|
20:00
Milwaukee
07:00
Tampa
|
23:35
Tampa
08:15
Havana
|
Connect |
You take a flight from Chicago O'Hare to Santa Clara and cost approximately 250 USD.
You take a bus, shuttle or taxi from Santa Clara to your destination in Cuba.
Flight | Depart | Arrive | |
---|---|---|---|
4O2983
Interjet
4O3950
Interjet
|
01:25
Chicago O'Hare
07:55
Mexico City
|
05:35
Mexico City
11:55
Santa Clara
|
Connect |
UA4362
United Airlines
TS554
Air Transat
|
06:00
Chicago O'Hare
13:00
Montreal
|
09:12
Montreal
16:55
Santa Clara
|
Connect |
UA4362
United Airlines
TS912
Air Transat
|
06:00
Chicago O'Hare
12:05
Montreal
|
09:12
Montreal
16:00
Santa Clara
|
Connect |
UA5672
United Airlines
AC7944
Air Canada
AC1764
Air Canada
|
06:00
Chicago O'Hare
10:05
Indianapolis
16:10
Toronto
|
08:01
Indianapolis
11:41
Toronto
19:35
Santa Clara
|
Connect |
AC7598
Air Canada
TS912
Air Transat
|
06:30
Chicago O'Hare
12:05
Montreal
|
09:36
Montreal
16:00
Santa Clara
|
Connect |
AC7598
Air Canada
TS554
Air Transat
|
06:30
Chicago O'Hare
13:00
Montreal
|
09:36
Montreal
16:55
Santa Clara
|
Connect |
UA5551
United Airlines
AC8916
Air Canada
AC1764
Air Canada
|
06:30
Chicago O'Hare
10:35
Detroit
16:10
Toronto
|
08:50
Detroit
11:45
Toronto
19:35
Santa Clara
|
Connect |
UA3696
United Airlines
AC8926
Air Canada
AC1764
Air Canada
|
06:44
Chicago O'Hare
10:45
Covington
16:10
Toronto
|
08:57
Covington
12:19
Toronto
19:35
Santa Clara
|
Connect |
AC502
Air Canada
AC1764
Air Canada
|
08:05
Chicago O'Hare
16:10
Toronto
|
10:44
Toronto
19:35
Santa Clara
|
Connect |
AA3102
American Airlines
TS554
Air Transat
|
08:20
Chicago O'Hare
13:00
Montreal
|
11:37
Montreal
16:55
Santa Clara
|
Connect |
UA4609
United Airlines
AC1764
Air Canada
|
08:55
Chicago O'Hare
16:10
Toronto
|
11:24
Toronto
19:35
Santa Clara
|
Connect |
AC504
Air Canada
AC1764
Air Canada
|
09:55
Chicago O'Hare
16:10
Toronto
|
12:34
Toronto
19:35
Santa Clara
|
Connect |
AC7590
Air Canada
TS714
Air Transat
|
10:40
Chicago O'Hare
16:15
Montreal
|
13:46
Montreal
20:05
Santa Clara
|
Connect |
UA3632
United Airlines
TS504
Air Transat
|
11:25
Chicago O'Hare
16:50
Quebec
|
15:05
Quebec
21:05
Santa Clara
|
Connect |
AC506
Air Canada
AC1764
Air Canada
|
11:35
Chicago O'Hare
16:10
Toronto
|
14:14
Toronto
19:35
Santa Clara
|
Connect |
UA4370
United Airlines
AC1764
Air Canada
|
11:40
Chicago O'Hare
16:10
Toronto
|
14:06
Toronto
19:35
Santa Clara
|
Connect |
AA3080
American Airlines
AC1764
Air Canada
|
11:55
Chicago O'Hare
16:10
Toronto
|
14:33
Toronto
19:35
Santa Clara
|
Connect |
AC7592
Air Canada
TS714
Air Transat
|
12:15
Chicago O'Hare
16:15
Montreal
|
15:21
Montreal
20:05
Santa Clara
|
Connect |
AC7596
Air Canada
AC1768
Air Canada
|
19:35
Chicago O'Hare
07:00
Montreal
|
22:41
Montreal
10:50
Santa Clara
|
Connect |
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