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 - $286
Route
Depart
Return
Price
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 9/10
1 stop29h 15m
San Juan Luis Munoz Marin Intl
mié. 9/11
1 stop22h 07m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 9/10
1 stop29h 15m
San Juan Luis Munoz Marin Intl
mié. 9/11
2 stops25h 20m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 9/10
1 stop6h 45m
San Juan Luis Munoz Marin Intl
mié. 9/11
1 stop15h 16m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 9/10
1 stop6h 45m
San Juan Luis Munoz Marin Intl
mié. 9/11
Nonstop4h 59m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 9/10
1 stop12h 49m
San Juan Luis Munoz Marin Intl
mar. 9/10
2 stops17h 50m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 7/9
1 stop9h 10m
San Juan Luis Munoz Marin Intl
mar. 7/16
1 stop15h 43m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 7/9
1 stop9h 10m
San Juan Luis Munoz Marin Intl
mar. 7/16
1 stop15h 43m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 7/16
1 stop10h 36m
San Juan Luis Munoz Marin Intl
jue. 7/25
1 stop8h 42m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 8/20
2 stops8h 48m
San Juan Luis Munoz Marin Intl
mar. 8/27
1 stop11h 46m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Comfort
Overall
Crew
Entertainment
Boarding
Food
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$90 | Average$260 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$130 | Average$318 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$134 | Average$354 | FlexibilityNo cancel fee | On-timeN/A |
United Airlines | Cheapest$153 | Average$507 | FlexibilityNo cancel fee | On-time69% |
JetBlue | Cheapest$172 | Average$439 | FlexibilityNo cancel fee | On-time62% |
Alaska Airlines | Cheapest$301 | Average$479 | FlexibilityNo cancel fee | On-time75% |
American Airlines | Cheapest$315 | Average$488 | 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 |