Airlines with flights from Chicago to San Juan
There are 8 airlines with scheduled flights between ORD and SJU. United, American Airlines and Frontier has non-stop flights from Chicago O'Hare to Luis Munoz Marin International and the flight time is 4 hours and 47 minutes.
Choose airline
Schedules
Non-stop with United Airlines
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Total flight time: 4 hours and 47 minutes
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Chicago is a United Airlines hub (Largest hub ).
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14 flights per week
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Airbus A321neo
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Business and first class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with American Airlines
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Total flight time: 4 hours and 46 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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9 flights per week
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Boeing 737-800 Passenger
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with Frontier Airlines
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Total flight time: 4 hours and 57 minutes
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Low-cost airline
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7 flights per week
Flight
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
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Total flight time: 6h 17m - 10h 30m.
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Sky Team Alliance
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182 flights per week
Flight
DL1882
DL1946
DL1946
DL1791
DL1791
DL1861
The timetable & schedule information was updated at 2026-04-21
Via Orlando with Southwest Airlines
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Total flight time: 6h 25m - 10h 30m.
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Low-cost airline
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52 flights per week
Flight
The timetable & schedule information was updated at 2026-04-21
Via Miami with American Airlines
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Total flight time: 6h 27m - 11h 00m.
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One World Alliance
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Chicago is a American Airlines hub.
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130 flights per week
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Boeing 737-800 Passenger
Flight
AA2584
AA2584
AA2581
AA3165
AA3165
AA1364
The timetable & schedule information was updated at 2026-04-21
Via Charlotte with American Airlines
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Total flight time: 6h 27m - 10h 04m.
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One World Alliance
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Chicago is a American Airlines hub.
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113 flights per week
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Boeing 737-800 Passenger
Flight
AA783
AA783
AA2830
AA2830
The timetable & schedule information was updated at 2026-04-21

There are 8 airlines with scheduled flights between ORD and SJU. United, American Airlines and Frontier has non-stop flights from Chicago O'Hare to Luis Munoz Marin International and the flight time is 4 hours and 47 minutes.
Via Atlanta with Spirit
Via Boston with JetBlue
Via Punta Cana with Arajet