$118+ Cheap flights from San Juan to O'Hare Intl (ORD)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San Juan to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from San Juan to Chicago O'Hare Intl are usually found in February or August, booked 67 days in advance, depart on a Friday or Thursday and return on a Monday
Cheap flight deals from San Juan to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.
Round-trip from | $181 (Cheapflightsfares) |
|---|---|
One-way from | $118 (Booking.com) |
Popular in | June |
Cheapest in | February |
Average price | $289 |
Find flight deals from San Juan to O'Hare Intl
Cheapest flights from San Juan to O'Hare IntlExplore the most affordable flight options available from San Juan to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.
Explore the most affordable flight options available from San Juan to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Spirit deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Use the filters below to find and compare flights from San Juan to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 11/13
6:10 am-9:50 pm
2 stops17h 40m
Chicago O'Hare Intl
Mon 11/17
1:45 pm-12:35 am
2 stops8h 50m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 11/13
6:10 am-9:50 pm
2 stops17h 40m
Chicago O'Hare Intl
Sun 11/16
1:45 pm-1:25 am
2 stops9h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 10/31
3:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
Sun 11/2
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 10/1
1:05 am-7:38 am
1 stop7h 33m
Chicago O'Hare Intl
Mon 10/6
8:52 am-2:44 pm
Nonstop4h 52m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 12/4
2:05 am-10:44 am
1 stop10h 39m
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
Tue 10/28
1:05 am-9:48 am
1 stop9h 43m
Chicago O'Hare Intl
Mon 11/3
8:55 am-3:40 pm
Nonstop4h 45m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 12/2
2:05 am-8:47 am
1 stop8h 42m
Chicago O'Hare Intl
Wed 12/10
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-9:48 am
1 stop9h 43m
Chicago O'Hare Intl
Sun 12/7
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 10/1
1:30 pm-8:14 pm
1 stop7h 44m
Chicago O'Hare Intl
Sun 10/5
8:52 am-2:44 pm
Nonstop4h 52m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 10/1
1:05 am-10:38 am
1 stop10h 33m
Chicago O'Hare Intl
Wed 10/15
8:52 am-2:44 pm
Nonstop4h 52m
Best time to book a flight from San Juan to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San Juan with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from San Juan to Chicago O'Hare Intl Airport
How far ahead should I book a flight from San Juan to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from San Juan to O'Hare Intl. Price data was last updated on August 29, 2025.
To ensure you get the cheapest price possible for a flight from San Juan to Chicago O'Hare Intl Airport, you should look to book at least 67 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.
What is the cheapest month to book a flight from San Juan to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from San Juan to Chicago O'Hare Intl Airport (average of $245). Flying from San Juan to Chicago O'Hare Intl Airport 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.
What is the cheapest time of day to fly from SJU to ORD?
Find hourly flight availability from San Juan to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.
It’s typically best to fly out from San Juan to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 47% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from San Juan to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from San Juan to O'Hare Intl. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their San Juan to Chicago O'Hare Intl Airport 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.
Weekly flight availability from San Juan to Chicago O'Hare Intl Airport
Explore weekly flight availability from San Juan to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.
The most flights from PR1 to ORD are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from San Juan to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Food
Boarding
Overall
Entertainment
Crew
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from San Juan to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
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Alternative routes for San Juan to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from San Juan to O'Hare Intl
Discover the top 6 airlines that operate flights from San Juan to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$135 | Average$278 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$137 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$478 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$257 | Average$460 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$333 | Average$482 | FlexibilityNo cancel fee | On-time71% |