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 25% 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 $258. For sooner than that we have options available in the next 3 days from $283.
October can be a great time to fly to Puerto Rico from Chicago O'Hare Intl Airport with a flight ticket averaging about $319. Cheapflights users have found deals in the month of October for as cheap as $90. 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
$106 - $288
Route
Depart
Return
Price
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop20h 09m
San Juan Luis Munoz Marin Intl
Wed 9/11
1 stop22h 07m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop12h 49m
San Juan Luis Munoz Marin Intl
Wed 9/11
Nonstop4h 59m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop12h 49m
San Juan Luis Munoz Marin Intl
Wed 9/11
1 stop15h 16m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop12h 49m
San Juan Luis Munoz Marin Intl
Wed 9/11
Nonstop4h 59m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop20h 09m
San Juan Luis Munoz Marin Intl
Wed 9/11
2 stops25h 20m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/10
1 stop12h 49m
San Juan Luis Munoz Marin Intl
Tue 9/10
2 stops17h 50m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 9/30
1 stop12h 49m
San Juan Luis Munoz Marin Intl
Mon 10/7
1 stop11h 21m
Chicago O'Hare IntlAguadilla Borinquen
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Tue 10/1
1 stop6h 51m
Aguadilla Borinquen
Wed 10/9
1 stop23h 12m
Chicago O'Hare IntlAguadilla Borinquen
ORD - BQN
ORDBQN
Chicago O'Hare Intl
Sat 10/12
1 stop8h 24m
Aguadilla Borinquen
Sat 11/2
1 stop8h 34m
No data available for this route at this time. Please check back soon.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$90 | Average$260 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$129 | Average$321 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$135 | Average$356 | FlexibilityNo cancel fee | On-timeN/A |
United Airlines | Cheapest$152 | Average$490 | FlexibilityNo cancel fee | On-time69% |
JetBlue | Cheapest$172 | Average$445 | FlexibilityNo cancel fee | On-time62% |
Alaska Airlines | Cheapest$301 | Average$479 | FlexibilityNo cancel fee | On-time75% |
American Airlines | Cheapest$315 | Average$486 | FlexibilityNo cancel fee | On-time71% |
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 |