$84+ Cheap flights from Puerto Rico 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 29 — Dec 61
1 adult, Economy
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Find cheap flights from Puerto Rico 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.Cheap flight deals from Puerto Rico to O'Hare Intl
Keep the following information in mind while searching for Puerto Rico to O'Hare Intl flight deals. Data was last updated October 30, 2025.
Round-trip from | $178 (Priceline) |
|---|---|
One-way from | $84 (Frontier) |
Popular in | August |
Cheapest in | January |
Average price | $339 |
Good round-trip deal | $351 or less |
Good one-way deal | $171 or less |
Find flight deals from Puerto Rico to O'Hare Intl
Cheapest flights from Puerto Rico to O'Hare IntlExplore the most affordable flight options available from Puerto Rico to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.
Explore the most affordable flight options available from Puerto Rico to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:45 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
Fri 12/1212:15 pmORD - SJU
1 stop9h 41mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$178
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:45 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
Mon 12/83:23 pmORD - SJU
1 stop7h 26mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$193
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:37 pmSJU - ORD
1 stop10h 50mSpirit Airlines
Sun 11/165:10 amORD - SJU
1 stop10h 09mSpirit Airlines
Deal found 10/27![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Fri 12/54:10 amSJU - ORD
1 stop8h 58mMultiple Airlines
Sun 12/76:00 amORD - SJU
1 stop12h 08mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$215
This Frontier deal was found by Cheapflights users on 10/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amSJU - ORD
2 stops15h 42mFrontier
Mon 12/83:23 pmORD - SJU
1 stop7h 26mFrontier
Deal found 10/30![Frontier logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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.
Thu 12/49:00 amSJU - ORD
Nonstop5h 23mSpirit Airlines
Mon 12/85:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 10/28![Spirit Airlines logo]()
$217
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Sun 12/75:40 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/217:11 amSJU - ORD
1 stop12h 48mFrontier
Sun 11/237:09 pmORD - SJU
1 stop29h 45mFrontier
Deal found 10/29![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Mon 11/103:41 pmSJU - ORD
Nonstop5h 10mMultiple Airlines
Mon 11/175:05 amORD - SJU
1 stop8h 14mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Thu 12/49:00 amSJU - ORD
Nonstop5h 23mMultiple Airlines
Sun 12/77:41 pmORD - SJU
1 stop11h 56mMultiple Airlines
Deal found 10/28![Multiple Airlines logo]()
$222
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:41 pmSJU - ORD
Nonstop5h 10mMultiple Airlines
Sun 11/165:01 amORD - SJU
1 stop8h 18mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$223
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:55 amBQN - ORD
1 stop12h 54mFrontier
Sat 1/310:12 amORD - BQN
1 stop14h 58mFrontier
Deal found 10/30![Frontier logo]()
$367
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Puerto Rico to Chicago O'Hare Intl Airport that are best for you.
Fly from
Puerto Rico
Fly to
O'Hare Intl
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/23
6:27 pm-11:57 pm
1 stop7h 30m
Chicago O'Hare Intl
Tue 2/3
7:01 am-4:52 pm
1 stop7h 51m
$227
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 12/5
6:38 pm-12:01 am
1 stop7h 23m
Chicago O'Hare Intl
Mon 12/8
5:30 am-2:14 pm
1 stop6h 44m
$227
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sun 12/7
6:00 am-8:09 pm
1 stop16h 09m
Chicago O'Hare Intl
Mon 12/8
5:40 am-12:21 pm
Nonstop4h 41m
$251
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Mon 1/26
8:40 am-11:35 pm
2 stops16h 55m
Chicago O'Hare Intl
Sun 2/1
5:20 am-3:06 pm
1 stop7h 46m
$292
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 12/3
2:05 am-8:47 am
1 stop8h 42m
Chicago O'Hare Intl
Mon 12/8
2:20 pm-9:00 pm
Nonstop4h 40m
$313
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 12/3
2:05 am-8:47 am
1 stop8h 42m
Chicago O'Hare Intl
Thu 12/11
2:20 pm-9:00 pm
Nonstop4h 40m
$320
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
$403
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sun 1/25
2:05 am-10:53 am
1 stop10h 48m
Chicago O'Hare Intl
Sun 2/1
2:20 pm-9:00 pm
Nonstop4h 40m
$413
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 11/13
4:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
Mon 11/17
2:20 pm-9:00 pm
Nonstop4h 40m
$437
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 11/19
6:00 am-12:28 pm
2 stops8h 28m
Chicago O'Hare Intl
Wed 12/3
6:50 am-11:52 pm
1 stop15h 02m
$440
Showing 1-10 of 39 results
Best time to book a flight from Puerto Rico to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Puerto Rico with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Puerto Rico to Chicago O'Hare Intl Airport
What is the cheapest month to book a flight from Puerto Rico to Chicago O'Hare Intl Airport?
Currently, December is the cheapest month in which you can book a flight from Puerto Rico to Chicago O'Hare Intl Airport (average of $113). Flying from Puerto Rico to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $193). 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 PR to ORD?
Find hourly flight availability from Puerto Rico 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 October 30, 2025.
A simple way to save on the total cost of your ticket is to fly from Puerto Rico to Chicago O'Hare Intl Airport in the evening. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Puerto Rico to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Puerto Rico to O'Hare Intl. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Puerto Rico to Chicago O'Hare Intl Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 October 30, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Puerto Rico 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.
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Comfort
7.9
Entertainment
7.9
Food
7.3
Overall
7.9
Boarding
8.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentMary,Oct 2025
AMS - PDX
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico 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?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsSchaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora
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Alternative routes for Puerto Rico to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Puerto Rico to O'Hare Intl
Discover the top 6 airlines that operate flights from Puerto Rico 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 October 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$280 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$139 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$288 | Average$487 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$334 | Average$482 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$384 | Average$467 | FlexibilityNo cancel fee | On-time63% |