To save up to 85% on this flight, we recommend booking at least 16 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Puerto Rico to Chicago from $238 1-2 weeks out and tickets from $311 for flights departing within the next 72 hours.
Our data shows that January tends to be the cheapest month to fly to Chicago from Puerto Rico. Users have commonly found prices around $270 for the month, but tickets can be as low as $122. Due to multiple factors, prepare for potentially higher prices in March.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Puerto Rico to Chicago as you normally would.
Fly from
Fly to
Budget
$177 - $205
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
ven. 5/17
Nonstop5h 10m
Chicago O'Hare Intl
mar. 5/21
Nonstop4h 53m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jeu. 6/6
1 stop11h 53m
Chicago O'Hare Intl
lun. 6/10
1 stop16h 01m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
ven. 5/31
1 stop25h 50m
Chicago O'Hare Intl
lun. 6/3
1 stop7h 54m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mer. 6/5
1 stop13h 55m
Chicago O'Hare Intl
sam. 6/22
1 stop9h 40m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mer. 6/12
Nonstop5h 09m
Chicago O'Hare Intl
lun. 6/17
1 stop6h 21m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mer. 6/5
Nonstop5h 11m
Chicago O'Hare Intl
sam. 6/8
Nonstop4h 47m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jeu. 5/30
1 stop23h 04m
Chicago O'Hare Intl
lun. 6/3
1 stop15h 07m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mar. 5/21
1 stop10h 22m
Chicago O'Hare Intl
mar. 5/28
1 stop7h 13m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mar. 6/4
1 stop22h 59m
Chicago O'Hare Intl
sam. 6/15
1 stop19h 33m
No data available for this route at this time. Please check back soon.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
11%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
89%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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