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Stops
- Nonstopfrom $1128
- Up to 1 stop$1020
Airlines
- American Airlines$1020
Cabin Class
- Business$1020
Departure Airports
- Chicago O Hare Airport$1020
Arrival Airports
- Luis Munoz Marin International Airport$1020
Layover Airports
- Charlotte Douglas International Airport$1020
- Miami International Airport$1024
- Philadelphia International Airport$1020
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On average save $240 per traveler
05/29/25
ORD
9h
CLT
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1020
Free cancellation within 83 hours of booking
05/29/25
ORD
9h 45m
PHL
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1020
Free cancellation within 83 hours of booking
05/29/25
ORD
7h
CLT
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1020
Free cancellation within 83 hours of booking
05/29/25
ORD
7h 25m
CLT
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1020
Free cancellation within 83 hours of booking
05/29/25
ORD
8h 59m
CLT
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1020
Free cancellation within 83 hours of booking
05/29/25
ORD
7h
CLT
05/29/25
SJU
06/05/25
SJU
17h 24m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
8h 59m
CLT
05/29/25
SJU
06/05/25
SJU
16h 5m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
7h 25m
CLT
05/29/25
SJU
06/05/25
SJU
17h 24m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
7h
CLT
05/29/25
SJU
06/05/25
SJU
16h 5m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
9h
CLT
05/29/25
SJU
06/05/25
SJU
16h 5m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
7h 25m
CLT
05/29/25
SJU
06/05/25
SJU
16h 5m
MIA
06/05/25
ORD
$1024
Free cancellation within 83 hours of booking
05/29/25
ORD
6h 35m
PHL
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1090
Free cancellation within 83 hours of booking
05/29/25
ORD
4h 40m
Direct
05/29/25
SJU
06/05/25
SJU
5h 15m
Direct
06/05/25
ORD
$1128
Free cancellation within 83 hours of booking
Top Deals on flights Business Class from Chicago to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
12h 33m
CLT
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
13h 8m
PHL
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
11h 28m
CLT
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
9h 45m
PHL
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
7h 25m
CLT
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
14h 30m
PHL
May 29
SJU
as low as
$432
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
14h 14m
DFW
May 30
SJU
as low as
$502
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
4h 40m
Direct
May 29
SJU
as low as
$540
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
8h 40m
MIA
May 29
SJU
as low as
$574
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
6h 49m
MIA
May 29
SJU
as low as
$574
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
16h 3m
DFW
May 30
SJU
as low as
$574
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
ORD
13h 12m
DFW
May 30
SJU
as low as
$651
Frequently Asked Questions
What is the time difference between destination and arrival?
The time difference between Chicago and San Juan is one hour. San Juan is one hour ahead of Chicago.
Is there a direct flight from Chicago to San Juan?
Yes, there are direct flights available from Chicago O Hare Airport to Luis Munoz Marin International Airport with Spirit Airlines at a price of $236, and American Airlines at a price of $494. Both flights have no layovers and take approximately 5 hours 40 to 5 hours 46 minutes.
Are there convenient layover flights from Chicago to San Juan?
Yes, convenient layover flights from Chicago to San Juan include Spirit Airlines at $252 (1 stop, Miami, 8h 55m), Frontier Airlines at $307 (1 stop, Orlando, 8h 42m), JetBlue at $355 (1 stop, New York, 9h 40m), Delta Air Lines at $381 (1 stop, Minneapolis, 8h 41m), and American Airlines at $452 (1 stop, Charlotte, 13h 33m).
What are the most convenient layover airports for my flight?
Consider Miami International, Orlando International, New York John F Kennedy, Minneapolis-St Paul International, and Charlotte Douglas International as convenient layover airports for your flight from Chicago to San Juan.
What is the cheapest and fastest flight from Chicago to San Juan?
The cheapest flight is with Spirit Airlines at $236, taking 5 hours 46 minutes. The fastest flight is with American Airlines at $494, taking 5 hours 40 minutes.
What are all possible destination arrival airports?
The only destination arrival airport for your flight is Luis Munoz Marin International Airport in San Juan.
Flights to San Juan
Return flights
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