Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 12/7
1:00 pm-7:36 pm
Nonstop4h 36m
San Juan Luis Munoz Marin Intl
Thu 12/12
2:17 pm-5:47 pm
Nonstop5h 30m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 1/8
8:14 pm-11:18 am
1 stop13h 04m
San Juan Luis Munoz Marin Intl
Wed 1/15
4:49 pm-1:50 pm
1 stop23h 01m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 12/8
9:35 am-1:54 pm
1 stop26h 19m
San Juan Luis Munoz Marin Intl
Thu 12/12
5:05 pm-9:54 am
1 stop18h 49m
ChicagoAguadilla
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Thu 12/12
9:35 am-2:48 am
1 stop15h 13m
Aguadilla Borinquen
Wed 12/18
3:58 am-10:04 am
1 stop8h 06m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 1/24
8:50 am-10:22 pm
1 stop11h 32m
San Juan Luis Munoz Marin Intl
Mon 1/27
2:05 am-10:44 am
1 stop10h 39m
ChicagoAguadilla
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Mon 2/3
2:15 pm-11:57 pm
1 stop7h 42m
Aguadilla Borinquen
Fri 2/7
1:09 am-7:44 am
1 stop8h 35m
ChicagoPonce
ORD - PSE
ORDPSE
Chicago O'Hare Intl
Sun 12/22
7:29 pm-4:18 pm
1 stop18h 49m
Ponce Mercedita
Mon 12/30
5:08 pm-10:28 am
1 stop19h 20m
ChicagoMayagüez
ORD - MAZ
ORDMAZ
Chicago O'Hare Intl
Thu 12/19
3:31 pm-8:44 am
2 stops15h 13m
Mayagüez Eugenio M De Hostos
Thu 12/26
7:05 am-12:33 am
2 stops19h 28m
ChicagoCulebra
ORD - CPX
ORDCPX
Chicago O'Hare Intl
Thu 1/16
1:35 pm-5:00 pm
3 stops25h 25m
Culebra
Thu 1/30
5:15 pm-10:02 am
2 stops18h 47m
ChicagoCulebra
ORD - CPX
ORDCPX
Chicago O'Hare Intl
Wed 1/15
9:00 am-5:21 pm
1 stop6h 21m
Culebra
Sun 2/2
10:48 am-9:38 am
2 stops24h 50m
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Puerto Rico (average of $254). Flying from Chicago O'Hare Intl Airport to Puerto Rico in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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.
The most flights from ORD to PR0 are scheduled on a Wednesday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).
In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.
If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$125 | Average$282 | FlexibilityNo cancel fee | On-time62% |
JetBlue | Cheapest$137 | Average$406 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$162 | Average$278 | FlexibilityNo cancel fee | On-time65% |
United Airlines | Cheapest$264 | Average$494 | FlexibilityNo cancel fee | On-time69% |
Delta | Cheapest$324 | Average$423 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$324 | Average$499 | FlexibilityNo cancel fee | On-time71% |
Southwest | Cheapest$379 | Average$489 | FlexibilityNo cancel fee | On-time63% |