Spirit's Big Front Seats offer 11 inches extra legroom, ideal for comfort on medium-haul flights.
Spirit's self-service bag drop speeds up airport check-in, saving time for travelers.
Round-trip from | $224 (Cheapflightsfares) |
---|---|
One-way from | $114 (SmartFares) |
Popular in | June |
Cheapest in | January |
Average price | $292 |
Good round-trip deal | $264 or less |
Good one-way deal | $182 or less |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 8/28
8:00 pm-9:22 am
1 stop14h 22m
Chicago O'Hare Intl
dom. 8/31
5:16 pm-12:56 am
1 stop6h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 9/25
11:59 am-5:39 pm
1 stop6h 40m
Chicago O'Hare Intl
dom. 9/28
6:10 am-12:43 am
1 stop17h 33m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
lun. 10/13
7:40 pm-11:56 pm
Nonstop5h 16m
Chicago O'Hare Intl
sáb. 10/18
6:00 am-2:38 pm
1 stop7h 38m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 10/2
11:59 am-5:39 pm
1 stop6h 40m
Chicago O'Hare Intl
dom. 10/5
12:55 pm-6:34 pm
Nonstop4h 39m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 8/21
7:40 pm-11:43 pm
Nonstop5h 03m
Chicago O'Hare Intl
lun. 8/25
12:55 pm-6:40 pm
Nonstop4h 45m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
jue. 11/6
8:10 am-11:32 am
Nonstop5h 22m
Chicago O'Hare Intl
mar. 11/11
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
vie. 11/7
4:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
lun. 11/10
8:55 am-3:40 pm
Nonstop4h 45m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
vie. 9/26
7:40 pm-11:56 pm
Nonstop5h 16m
Chicago O'Hare Intl
dom. 10/5
3:22 pm-9:02 pm
Nonstop4h 40m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
sáb. 9/27
3:16 pm-11:17 pm
1 stop9h 01m
Chicago Midway
sáb. 10/4
10:51 am-11:59 pm
1 stop12h 08m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
vie. 10/24
7:15 am-4:09 pm
1 stop9h 54m
Chicago Midway
dom. 10/26
12:48 pm-9:59 pm
1 stop8h 11m
To ensure you get the cheapest price possible for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago, you should look to book at least 51 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, August is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago (average of $245). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago in March is currently the most expensive (average of $321). 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.
When flying from San Juan Luis Munoz Marin Intl Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 50% versus a flight at noon.
Travelers seeking maximum savings on their San Juan Luis Munoz Marin Intl Airport to Chicago flight should consider departing on Wednesday 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.
The most flights from SJU to CHI are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Boarding
Overall
Entertainment
Comfort
Crew
Food
Reviews
Walter,Aug 2025
OAK - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$130 | Average$246 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$136 | Average$273 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$162 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$219 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$257 | Average$445 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$331 | Average$480 | FlexibilityNo cancel fee | On-time71% |