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Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Kiwi.com) |
One-way from | $109 (Priceline) |
Popular in | December |
Cheapest in | January |
Average price | $378 |
Good round-trip deal | $331 or less |
Good one-way deal | $193 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 2/4
2:20 pm-9:00 pm
Nonstop4h 40m
San Juan Luis Munoz Marin Intl
Tue 2/10
3:46 pm-10:58 pm
1 stop9h 12m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 2/8
7:10 am-8:30 pm
1 stop11h 20m
San Juan Luis Munoz Marin Intl
Sat 2/14
7:30 am-4:39 pm
1 stop11h 09m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 1/29
2:27 pm-12:36 am
1 stop8h 09m
San Juan Luis Munoz Marin Intl
Sun 2/1
2:05 am-9:40 am
1 stop9h 35m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 2/8
2:20 pm-9:00 pm
Nonstop4h 40m
San Juan Luis Munoz Marin Intl
Sat 2/14
7:45 am-5:08 pm
1 stop11h 23m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 12/7
3:45 pm-12:35 am
1 stop6h 50m
San Juan Luis Munoz Marin Intl
Fri 12/12
6:10 am-9:50 pm
2 stops17h 40m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 1/31
6:05 am-11:00 pm
2 stops14h 55m
San Juan Luis Munoz Marin Intl
Fri 2/6
6:10 am-9:50 pm
2 stops17h 40m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 12/3
11:25 am-11:54 pm
1 stop10h 29m
San Juan Luis Munoz Marin Intl
Sat 12/6
1:45 pm-9:52 pm
1 stop10h 07m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 3/9
12:10 pm-10:00 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Thu 3/12
12:15 pm-9:33 pm
1 stop10h 18m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 3/1
1:00 pm-10:22 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Fri 3/6
2:05 am-9:21 am
1 stop9h 16m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 1/31
3:35 pm-12:36 am
1 stop7h 01m
San Juan Luis Munoz Marin Intl
Fri 2/6
2:05 am-9:40 am
1 stop9h 35m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | 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, February 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 $187). 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 31% on the cost of your flight, compared to a flight in the morning.
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. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
About 15% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 146 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, GlobalX Airlines have had the lowest number of delays on this route, with just 12% 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.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 7h 26m.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 7h 26m.
Flights via Tampa (TPA) offer the fastest connection on this route, with an average layover time of 1h 35m.
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
Comfort
Entertainment
Food
Crew
Overall
Boarding
Reviews
Matthew,Oct 2025
GSP - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$106 | Average$284 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$305 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$196 | Average$398 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$260 | Average$418 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$272 | Average$533 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$357 | Average$524 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$384 | Average$478 | FlexibilityNo cancel fee | On-time63% |