Round-trip from | $199 (Priceline) |
---|---|
One-way from | $114 (eDestinos) |
Popular in | March |
Cheapest in | January |
Average price | $296 |
Good round-trip deal | $302 or less |
Good one-way deal | $189 or less |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 7/25
3:50 pm-7:04 am
1 stop16h 14m
Chicago O'Hare Intl
Fri 8/1
5:01 am-2:18 pm
1 stop8h 17m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 9/18
12:29 pm-10:48 pm
1 stop11h 19m
Chicago O'Hare Intl
Wed 9/24
6:44 pm-11:34 am
1 stop15h 50m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 7/24
12:59 am-7:27 pm
1 stop19h 28m
Chicago O'Hare Intl
Fri 8/1
5:01 am-2:18 pm
1 stop8h 17m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 12/3
11:05 am-1:10 pm
1 stop28h 05m
Chicago Midway
Mon 12/8
6:00 am-2:54 pm
1 stop6h 54m
AguadillaChicago
BQN - ORD
BQNORD
Aguadilla Borinquen
Mon 8/11
2:59 am-10:14 am
1 stop8h 15m
Chicago O'Hare Intl
Sat 8/16
9:08 am-2:01 am
1 stop15h 53m
AguadillaChicago
BQN - MDW
BQNMDW
Aguadilla Borinquen
Wed 7/16
2:59 am-8:22 pm
1 stop18h 23m
Chicago Midway
Mon 7/21
8:35 am-2:01 am
1 stop16h 26m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Sat 10/4
12:58 pm-9:13 pm
1 stop9h 15m
Chicago Midway
Tue 10/7
6:00 am-4:18 pm
1 stop9h 18m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Mon 9/22
5:50 am-2:00 pm
2 stops9h 10m
Chicago Midway
Tue 9/30
1:00 pm-10:30 pm
2 stops8h 30m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 8/7
10:14 pm-1:56 pm
2 stops16h 42m
Chicago Midway
Mon 8/11
1:11 pm-1:35 am
2 stops11h 24m
AguadillaChicago
BQN - ORD
BQNORD
Aguadilla Borinquen
Wed 10/15
12:15 am-9:39 am
1 stop10h 24m
Chicago O'Hare Intl
Tue 11/4
12:00 pm-11:57 pm
1 stop9h 57m
Currently, August is the cheapest month in which you can book a flight from Puerto Rico to Chicago (average of $245). Flying from Puerto Rico 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Puerto Rico to Chicago as you normally would.
The most flights from PR0 to CHI are scheduled on a Thursday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Entertainment
Comfort
Food
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$130 | Average$246 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$136 | Average$268 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$160 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$172 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$257 | Average$442 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$329 | Average$480 | FlexibilityNo cancel fee | On-time71% |