
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $183 (eDestinos) |
One-way from | $112 (Priceline) |
Popular in | November |
Cheapest in | February |
Average price | $379 |
Good round-trip deal | $316 or less |
Good one-way deal | $181 or less |
Fly from
Fly to
Route
Depart
Return
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 4/25
1:00 am-7:43 am
1 stop7h 43m
Chicago O'Hare Intl
Sun 4/26
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 7/2
10:20 pm-9:45 am
1 stop12h 25m
Chicago O'Hare Intl
Wed 7/8
2:00 pm-11:45 pm
1 stop8h 45m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 7/15
5:00 pm-11:55 pm
1 stop7h 55m
Chicago O'Hare Intl
Tue 7/21
2:40 pm-11:45 pm
2 stops8h 05m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 6/26
10:20 pm-10:15 am
1 stop12h 55m
Chicago O'Hare Intl
Sun 7/5
6:00 am-4:25 pm
1 stop9h 25m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 4/24
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Sun 4/26
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/1
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Sat 5/9
2:38 pm-8:34 pm
Nonstop4h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 3/24
4:40 pm-12:22 am
1 stop8h 42m
Chicago O'Hare Intl
Wed 3/25
7:17 am-11:58 pm
3 stops39h 41m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 5/30
5:43 pm-11:59 pm
1 stop7h 16m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 7/7
2:35 pm-8:24 pm
1 stop6h 49m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 6/10
2:30 pm-6:35 pm
Nonstop5h 05m
| 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 Accuracy2 stars | Trust Score*2 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 Accuracy3 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 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, May 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 $112). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $157). 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 in the evening. Doing so could potentially save you 43% 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. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 9% 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 5% of flights being delayed.
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Crew
Boarding
Overall
Food
Entertainment
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$259 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$124 | Average$265 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$131 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$482 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$257 | Average$470 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$292 | Average$483 | FlexibilityNo cancel fee | On-time63% |