When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 57 days in advance, which can save you up to 17% on flights from Chicago O'Hare Intl Airport to Puerto Rico compared to booking the week you need them. Waiting 57 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $270. For sooner than that we have options available in the next 3 days from $335.
September can be a great time to fly to Puerto Rico from Chicago O'Hare Intl Airport with a flight ticket averaging about $370. Cheapflights users have found deals in the month of September for as cheap as $111. The most expensive prices can be found in the month of March.
When flying from Chicago O'Hare Intl Airport to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$184 - $422
Route
Depart
Return
Price
Chicago O'Hare IntlAguadilla Borinquen
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Thu 5/16
1 stop6h 53m
Aguadilla Borinquen
Tue 5/21
1 stop8h 05m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 5/13
Nonstop4h 53m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop13h 48m
Chicago O'Hare IntlAguadilla Borinquen
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Thu 5/16
1 stop6h 53m
Aguadilla Borinquen
Tue 5/21
1 stop8h 05m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 5/22
2 stops10h 49m
San Juan Luis Munoz Marin Intl
Sat 5/25
1 stop7h 14m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 5/4
1 stop13h 20m
San Juan Luis Munoz Marin Intl
Sat 5/11
Nonstop5h 10m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 5/15
1 stop9h 27m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop13h 48m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 5/2
1 stop7h 24m
San Juan Luis Munoz Marin Intl
Sat 5/4
1 stop8h 53m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 4/27
1 stop9h 41m
San Juan Luis Munoz Marin Intl
Mon 5/6
1 stop8h 50m
Chicago O'Hare IntlPonce Mercedita
ORD - PSE
ORDPSE
Chicago O'Hare Intl
Tue 9/3
1 stop8h 00m
Ponce Mercedita
Fri 9/6
1 stop8h 31m
No data available for this route at this time. Please check back soon.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
No tray tables for food or drink not convenient nor comfortable
0%of flight departures | Early morningMidnight to 6 am |
---|---|
100%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from O'Hare Intl to Puerto Rico. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from O'Hare Intl to Puerto Rico.
Yes! Cheapflights helps users easily find flights from O'Hare Intl to Puerto Rico with no change fees.
Yes, Cheapflights offers price alerts on O'Hare Intl to Puerto Rico flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.