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

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $206 (Kiwi.com) |
One-way from | $118 (Trip.com) |
Popular in | December |
Cheapest in | January |
Average price | $521 |
Good round-trip deal | $332 or less |
Good one-way deal | $139 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 1/8
9:40 am-7:26 pm
1 stop7h 46m
San Juan Luis Munoz Marin Intl
Wed 1/14
11:06 am-7:36 pm
1 stop10h 30m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 5/27
3:15 pm-12:59 am
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Wed 6/10
6:00 am-2:20 pm
1 stop9h 20m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 2/28
12:51 pm-11:44 pm
1 stop8h 53m
San Juan Luis Munoz Marin Intl
Fri 3/13
1:30 am-10:05 am
1 stop9h 35m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 2/3
9:40 am-7:23 pm
1 stop7h 43m
San Juan Luis Munoz Marin Intl
Sat 2/7
1:30 pm-7:45 pm
1 stop8h 15m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 2/1
9:15 am-7:26 pm
1 stop8h 11m
San Juan Luis Munoz Marin Intl
Sat 2/7
1:30 pm-7:45 pm
1 stop8h 15m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 5/6
3:15 pm-12:59 am
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Sun 5/31
6:00 am-2:20 pm
1 stop9h 20m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 3/25
10:56 am-11:23 pm
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Sat 4/4
5:40 am-12:50 pm
1 stop8h 10m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 3/11
12:41 pm-10:44 pm
1 stop9h 03m
San Juan Luis Munoz Marin Intl
Thu 3/19
1:30 am-10:05 am
1 stop9h 35m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 3/13
10:56 am-11:23 pm
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Mon 3/16
1:30 am-10:05 am
1 stop9h 35m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 3/12
10:56 am-11:23 pm
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Tue 3/17
1:30 am-10:05 am
1 stop9h 35m
| 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 Accuracy2 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
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 7 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 $188). 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 29% 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. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 16% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 142 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday 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 13% of flights being delayed.
Orlando (MCO) – chosen by Cheapflights users on 45% of 1-stop itineraries from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
Miami (MIA) is the most affordable 1-stop option, with an average round-trip price of $210.
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.
Food
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Sebrena,Oct 2025
IAH - RSW
Food
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Boarding
Overall
Entertainment
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Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Crew
Boarding
Overall
Entertainment
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$284 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$310 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$166 | Average$392 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$397 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$535 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$363 | Average$531 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$385 | Average$481 | FlexibilityNo cancel fee | On-time63% |