Airlines with flights from San Juan to Chicago

There are 7 airlines with scheduled flights between SJU and ORD. United, American Airlines and Frontier has non-stop flights from Luis Munoz Marin International to Chicago O'Hare and the flight time is 5 hours and 24 minutes.

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Direct

$United Airlines from {( $airportFrom->city_name }} to Chicago$

Non-stop

5h 24min

Direct

$American Airlines from {( $airportFrom->city_name }} to Chicago$

Non-stop

5h 35min

Direct

$Frontier Airlines from {( $airportFrom->city_name }} to Chicago$

Non-stop

5h 17min

Via Charlotte

6h 26min

Via Detroit

6h 39min

Via Atlanta

6h 46min

Via Miami

6h 48min

Via Orlando

7h 10min

Via Philadelphia

7h 13min

Via Dulles

7h 20min

Via Orlando

7h 21min

NEW

Via Fort Lauderdale

7h 25min

Via Fort Lauderdale

7h 27min

Via New York

7h 37min

Via Boston

7h 59min

Via Miami

8h 5min

Via Orlando

8h 9min

NEW

Via Raleigh/Durham

8h 24min

Via New York

8h 30min

Via Tampa

8h 44min

Via New York

9h 1min

Via Charlotte

9h 13min

Via Philadelphia

10h 4min

Via Tampa

10h 5min

NEW Starts 22/08

Via Atlanta

10h 28min

Schedules

Non-stop with United Airlines

Total flight time: 5 hours and 24 minutes
Chicago is a United Airlines hub (Largest hub ).

14 flights per week
Airbus A321neo
Business and first class available

SJU

Direct

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

UA2089

07:40

UA2088

15:56

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The timetable & schedule information was updated at 2026-04-21

Non-stop with American Airlines

Total flight time: 5 hours and 35 minutes
One World Alliance
Chicago is a American Airlines hub.

7 flights per week
Boeing 737-800 Passenger
First class available

SJU

Direct

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

AA3013

----

00:55

AA2592

00:59

----

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The timetable & schedule information was updated at 2026-04-21

Non-stop with Frontier Airlines

Total flight time: 5 hours and 17 minutes
Low-cost airline

7 flights per week
Airbus A321neo

SJU

Direct

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

F93345

19:14

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The timetable & schedule information was updated at 2026-04-21

Via Charlotte with American Airlines

Total flight time: 6h 26m - 11h 15m.
One World Alliance
Chicago is a American Airlines hub.

116 flights per week
Boeing 737-800 Passenger

SJU

Via CLT

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

AA3187
AA2530

----

07:05

07:20

AA3187
AA836

07:25

----

AA783
AA3014

15:40

----

AA783
AA815

----

15:47

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The timetable & schedule information was updated at 2026-04-21

Via Detroit with Delta Air Lines

Total flight time: 6h 39m - 7h 37m.
Sky Team Alliance

42 flights per week

SJU

Via DTW

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

DL1913
DL1665

14:05

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CHECK PRICES FOR SJU - ORD

The timetable & schedule information was updated at 2026-04-21

Via Atlanta with Delta Air Lines

Total flight time: 6h 46m - 10h 31m.
Sky Team Alliance

123 flights per week

SJU

Via ATL

ORD

Flight

Mon

Aug 3

Tue

Aug 4

Wed

Aug 5

Thu

Aug 6

Fri

Aug 7

Sat

Aug 8

Sun

Aug 9

DL1879
DL2894