
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $185 (Kiwi.com) |
One-way from | $95 (Cheapflightsfares) |
Popular in | December |
Cheapest in | April |
Average price | $348 |
Good round-trip deal | $305 or less |
Good one-way deal | $129 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mié. 3/4
12:59 pm-12:29 am
1 stop9h 30m
San Juan Luis Munoz Marin Intl
vie. 3/6
3:05 pm-11:00 pm
1 stop9h 55m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mar. 3/17
6:45 am-5:23 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
dom. 3/22
3:26 am-11:25 am
1 stop8h 59m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
dom. 2/1
7:40 am-6:05 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
vie. 2/6
9:25 am-7:31 pm
1 stop12h 06m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
jue. 1/29
9:40 am-7:26 pm
1 stop7h 46m
San Juan Luis Munoz Marin Intl
sáb. 2/7
9:25 am-7:31 pm
1 stop12h 06m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
sáb. 2/28
12:59 pm-12:29 am
1 stop9h 30m
San Juan Luis Munoz Marin Intl
vie. 3/13
3:26 am-11:25 am
1 stop8h 59m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mié. 2/4
7:40 am-6:02 pm
1 stop8h 22m
San Juan Luis Munoz Marin Intl
sáb. 2/7
9:25 am-7:31 pm
1 stop12h 06m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
sáb. 3/7
12:59 pm-11:44 pm
1 stop8h 45m
San Juan Luis Munoz Marin Intl
mar. 3/10
4:15 am-11:48 am
1 stop8h 33m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
jue. 3/5
10:00 am-9:56 pm
1 stop9h 56m
San Juan Luis Munoz Marin Intl
sáb. 3/7
5:05 am-12:04 pm
1 stop8h 59m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
jue. 1/29
7:40 am-6:05 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
mar. 2/3
11:06 am-7:36 pm
1 stop10h 30m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
vie. 2/27
12:41 pm-12:29 am
1 stop9h 48m
San Juan Luis Munoz Marin Intl
lun. 3/9
4:15 am-11:48 am
1 stop8h 33m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, you should look to book at least 49 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport (average of $127). Flying from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport in December is currently the most expensive (average of $224). 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.
It’s optimal to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 17% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 139 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Thursday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
Orlando (MCO) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of $210.
Flights via Philadelphia (PHL) have the shortest average one-way travel time for 1-stop routes: 6h 49m.
Flights via Tampa (TPA) offer the fastest connection on this route, with an average layover time of 1h 20m.
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
Crew
Comfort
Boarding
Overall
Entertainment
Food
Reviews
Dane,Jan 2026
TYS - IAD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$106 | Average$284 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$120 | Average$255 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$391 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$309 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$253 | Average$512 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$364 | Average$533 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$385 | Average$486 | FlexibilityNo cancel fee | On-time63% |