Best deals on flights from Puerto Rico to Chicago (ORD)

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  1. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    08/11/2019

    SJU-ORD

    16/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    8 Night(s) Trip
    333*USD
  2. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    05/11/2019

    BQN-ORD

    19/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    334*USD
  3. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    02/11/2019

    SJU-ORD

    16/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    348*USD
  4. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    02/11/2019

    BQN-ORD

    16/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    339*USD
  5. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    24/12/2019

    SJU-ORD

    31/12/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    355*USD
  6. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    19/01/2020

    BQN-ORD

    02/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  7. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    09/11/2019

    SJU-ORD

    16/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    361*USD
  8. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    28/01/2020

    BQN-ORD

    11/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  9. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    25/01/2020

    SJU-ORD

    08/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    366*USD
  10. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    25/01/2020

    BQN-ORD

    08/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  11. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    28/01/2020

    SJU-ORD

    11/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    366*USD
  12. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    18/11/2019

    BQN-ORD

    25/11/2019

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    370*USD
  13. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    28/01/2020

    SJU-ORD

    04/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    366*USD
  14. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    14/01/2020

    BQN-ORD

    28/01/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  15. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    25/01/2020

    SJU-ORD

    01/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    366*USD
  16. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    18/01/2020

    BQN-ORD

    01/02/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  17. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    25/12/2019

    SJU-ORD

    01/01/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    366*USD
  18. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    15/01/2020

    BQN-ORD

    29/01/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    370*USD
  19. San Juan (SJU) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    SJU-ORD

    18/12/2019

    SJU-ORD

    01/01/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    14 Night(s) Trip
    366*USD
  20. Aguadilla (BQN) to Chicago (ORD)

    Roundtrip|Economy
    airline logo
    BQN-ORD

    22/01/2020

    BQN-ORD

    29/01/2020

    Sold by

    United Airlines

    Please note possible operating carriers. Additional baggage fees may apply.

    7 Night(s) Trip
    370*USD

*Prices have been offered for round trips within the last 48 hours and might not be currently available. Not all Star Alliance Member Airlines or all fares/options are shown. Additional baggage fees, payment fees and fees for other optional services may apply. When booking, please check for restrictions on refunds, rebooking and baggage allowance that may apply. Prices may vary depending on the route and flights selected. Routings may include stopovers. Terms and conditions apply.

Weather in Chicago

Saturday
broken clouds
19/10/2019
19°C
19/10/2019
broken clouds
Sunday
sky is clear
20/10/2019
17°C
20/10/2019
sky is clear
Monday
moderate rain
21/10/2019
18°C
21/10/2019
moderate rain
Tuesday
overcast clouds
22/10/2019
10°C
22/10/2019
overcast clouds
Wednesday
scattered clouds
23/10/2019
13°C
23/10/2019
scattered clouds
Thursday
moderate rain
24/10/2019
9°C
24/10/2019
moderate rain
Friday
light rain
25/10/2019
6°C
25/10/2019
light rain
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