
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $142 (eDestinos) |
One-way from | $109 (United Airlines) |
Popular in | November |
Cheapest in | February |
Average price | $348 |
Good round-trip deal | $299 or less |
Good one-way deal | $207 or less |
Fly from
Fly to
Route
Depart
Return
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/1
3:56 pm-8:15 pm
Nonstop5h 19m
Chicago O'Hare Intl
Tue 5/5
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 7/14
5:56 pm-11:53 pm
1 stop6h 57m
Chicago O'Hare Intl
Fri 8/7
1:44 pm-10:29 pm
1 stop7h 45m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 4/29
7:15 am-5:41 pm
1 stop11h 26m
Chicago O'Hare Intl
Wed 5/6
8:15 am-8:26 pm
1 stop11h 11m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 7/22
2:05 pm-8:31 pm
1 stop7h 26m
Chicago O'Hare Intl
Tue 7/28
8:03 am-4:45 pm
1 stop7h 42m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/8
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Mon 5/11
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 5/2
3:56 pm-8:15 pm
Nonstop5h 19m
Chicago O'Hare Intl
Tue 5/5
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/8
3:56 pm-8:15 pm
Nonstop5h 19m
Chicago O'Hare Intl
Tue 5/12
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 5/7
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Sun 5/10
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Mon 5/11
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Wed 5/27
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/8
5:35 am-9:55 pm
2 stops17h 20m
Chicago O'Hare Intl
Tue 5/12
11:55 am-11:40 pm
2 stops10h 45m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
The price you pay for your flight from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, February is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport (average of $232). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $382). 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 typically best to fly out from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport at noon. Doing so could potentially save you 40% on the flight price compared to flying in the afternoon, which is usually more expensive.
Travelers seeking maximum savings on their San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 8% of weekly flights between San Juan and Chicago have experienced delays in the past year, with the average delay time being 187 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 Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 4% of flights being delayed.
Crew
Overall
Entertainment
Boarding
Food
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Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Overall
Entertainment
Boarding
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Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Overall
Entertainment
Boarding
Food
Comfort
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Overall
Entertainment
Boarding
Food
Comfort
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Overall
Entertainment
Boarding
Food
Comfort
Reviews
Anonymous,Apr 2026
DFW - EWR
Crew
Overall
Entertainment
Boarding
Food
Comfort
Reviews
Anonymous,Apr 2026
DFW - EWR
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$116 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$267 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$128 | Average$254 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$131 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$246 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$292 | Average$439 | FlexibilityNo cancel fee | On-time63% |