Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort.
Spirit's Economy Plus Bundle includes both carry-on and check-in bags.

Most accurate provider | Gotogate 3 stars |
|---|---|
Most trusted provider | Gotogate 3 stars |
Round-trip from | $193 (Kiwi.com) |
One-way from | $108 (Cheapflightsfares) |
Popular in | June |
Cheapest in | February |
Average price | $352 |
Good round-trip deal | $351 or less |
Good one-way deal | $171 or less |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 2/6
2:15 pm-10:59 pm
1 stop10h 44m
Chicago O'Hare Intl
Mon 2/9
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 1/29
2:05 am-9:40 am
1 stop9h 35m
Chicago O'Hare Intl
Mon 2/2
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 12/4
7:19 am-5:46 pm
1 stop12h 27m
Chicago O'Hare Intl
Mon 12/8
5:30 am-2:14 pm
1 stop6h 44m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 12/5
6:38 pm-12:01 am
1 stop7h 23m
Chicago O'Hare Intl
Mon 12/8
5:30 am-2:14 pm
1 stop6h 44m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 1/21
5:50 pm-11:39 pm
1 stop7h 49m
Chicago O'Hare Intl
Sun 1/25
7:50 pm-6:11 am
1 stop8h 21m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/26
2:05 am-9:36 am
1 stop9h 31m
Chicago O'Hare Intl
Mon 3/2
2:30 pm-12:36 am
1 stop8h 06m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 2/13
4:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
Sun 2/15
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 12/3
2:05 am-8:47 am
1 stop8h 42m
Chicago O'Hare Intl
Mon 12/8
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 2/13
5:30 am-12:15 pm
2 stops8h 45m
Chicago O'Hare Intl
Sun 2/15
3:45 pm-12:40 am
1 stop6h 55m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Mon 4/6
1:59 am-12:50 pm
1 stop11h 51m
Chicago O'Hare Intl
Tue 4/14
1:45 pm-1:47 am
1 stop11h 02m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| 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 67 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, December 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 $113). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $193). 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 46% on the flight price compared to flying at noon, 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 mornings 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 169 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 Friday 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 7% of flights being delayed.
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
Boarding
Entertainment
Crew
Comfort
Overall
Food
Reviews
Mary,Oct 2025
AMS - PDX
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$280 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$139 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$288 | Average$487 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$334 | Average$482 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$384 | Average$467 | FlexibilityNo cancel fee | On-time63% |