
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (Cheapflightsfares) |
One-way from | $98 (WAYA) |
Popular in | December |
Cheapest in | September |
Average price | $435 |
Good round-trip deal | $315 or less |
Good one-way deal | $175 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 4/28
9:50 am-8:24 pm
1 stop9h 34m
San Juan Luis Munoz Marin Intl
Tue 5/5
6:15 am-4:42 pm
1 stop11h 27m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 5/2
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Tue 5/12
7:40 am-11:53 am
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 4/21
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Tue 4/28
7:40 am-11:53 am
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 5/21
8:00 am-1:42 pm
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
Mon 5/25
2:37 pm-6:50 pm
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 4/13
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Thu 4/16
3:56 pm-8:15 pm
Nonstop5h 19m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/5
8:49 am-2:44 pm
Nonstop4h 55m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:40 am-11:53 am
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 4/17
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Tue 4/21
7:40 am-11:53 am
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 5/4
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Sat 5/9
3:56 pm-8:15 pm
Nonstop5h 19m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 4/22
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Wed 4/29
7:40 am-11:53 am
Nonstop5h 13m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 5/2
1:55 pm-11:40 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Sat 5/9
5:15 am-3:30 pm
2 stops11h 15m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| 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 40 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 $124). 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 25% 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 19% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 141 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 17% 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.
Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $406.
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.
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Dane,Jan 2026
TYS - IAD
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Dane,Jan 2026
TYS - IAD
Food
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Dane,Jan 2026
TYS - IAD
Food
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Boarding
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Dane,Jan 2026
TYS - IAD
Food
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Dane,Jan 2026
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$114 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$119 | Average$236 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$315 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$143 | Average$347 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$254 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$311 | Average$520 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$377 | Average$483 | FlexibilityNo cancel fee | On-time63% |