Round-trip from | $175 (Cheapflightsfares) |
---|---|
One-way from | $87 (FlightHub) |
Popular in | March |
Cheapest in | January |
Average price | $332 |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 4/24
6:35 am-10:58 am
Nonstop5h 23m
Chicago O'Hare Intl
Tue 4/29
7:00 pm-8:26 am
1 stop12h 26m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 5/7
3:56 am-11:32 pm
1 stop20h 36m
Chicago O'Hare Intl
Sun 5/11
10:33 am-10:53 pm
1 stop11h 20m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 4/17
5:30 am-3:06 pm
1 stop10h 36m
Chicago O'Hare Intl
Mon 4/21
9:50 am-8:53 am
1 stop22h 03m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 5/2
6:00 am-5:28 pm
1 stop12h 28m
Chicago Midway
Mon 5/5
1:19 pm-2:51 am
1 stop12h 32m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 5/9
7:30 am-5:43 pm
1 stop11h 13m
Chicago Midway
Sat 5/17
12:48 pm-7:48 pm
1 stop6h 00m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Sat 5/10
1:00 pm-5:20 pm
Nonstop5h 20m
Chicago Midway
Sun 5/18
8:45 pm-9:50 am
1 stop12h 05m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 4/9
2:40 pm-4:40 pm
2 stops27h 00m
Chicago Midway
Tue 4/22
11:15 am-5:04 pm
3 stops28h 49m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 4/17
9:30 pm-8:04 am
1 stop11h 34m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 5/6
6:20 am-6:17 pm
1 stop12h 57m
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Mon 5/5
10:46 am-11:47 pm
1 stop14h 01m
To ensure you get the cheapest price possible for a flight from San Juan 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 to Chicago (average of $245). Flying from San Juan to Chicago in March is currently the most expensive (average of $323). 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 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 to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from PR1 to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Crew
Food
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$137 | Average$241 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$139 | Average$257 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$172 | Average$424 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$214 | Average$451 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$257 | Average$420 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$307 | Average$470 | FlexibilityNo cancel fee | On-time71% |