$119+ Cheap flights from Puerto Rico to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 19 — Nov 261
Round-trip
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
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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
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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 20, 2026.
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 20, 2026.
This Mytrip deal was found by Cheapflights users on 10/15. 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 11/57:00 am -
2 stops14h 59m
Sat 11/77:55 am -
1 stop12h 59m
Deal found 10/15![Frontier logo]()
$223
This Mytrip deal was found by Cheapflights users on 10/15. 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.
Tue 12/82:49 am -
2 stops21h 11m
Sat 12/124:00 pm -
1 stop7h 07m
Deal found 10/15![Frontier logo]()
$224
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
Fri 10/306:26 pm -
1 stop15h 20m
Mon 11/27:55 am -
1 stop29h 24m
Deal found 10/16![Frontier logo]()
$225
This Cheapflightsfares deal was found by Cheapflights users on 10/17. 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 11/57:23 am -
1 stop27h 23m
Sun 11/86:00 am -
1 stop15h 28m
Deal found 10/17![Frontier logo]()
$226
This Expedia deal was found by Cheapflights users on 10/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:51 pm -
1 stop8h 48m
Mon 11/27:55 am -
1 stop29h 24m
Deal found 10/16![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 10/19. 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.
Tue 11/247:12 pm -
Nonstop5h 09m
Thu 11/267:49 am -
2 stops13h 42m
Deal found 10/19![Frontier logo]()
$228
This Mytrip deal was found by Cheapflights users on 10/16. 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.
Fri 12/42:49 am -
2 stops21h 11m
Tue 12/85:24 pm -
1 stop6h 49m
Deal found 10/16![Frontier logo]()
$229
This FlightHub deal was found by Cheapflights users on 10/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:12 pm -
Nonstop5h 09m
Tue 1/59:40 am -
1 stop24h 34m
Deal found 10/16![Frontier logo]()
$230
This FlightHub deal was found by Cheapflights users on 10/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:26 pm -
1 stop15h 20m
Mon 12/79:34 pm -
1 stop11h 51m
Deal found 10/15![Frontier logo]()
$231
This Mytrip deal was found by Cheapflights users on 10/19. 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.
Tue 12/87:00 am -
2 stops17h 00m
Sat 12/125:24 pm -
1 stop6h 49m
Deal found 10/19![Frontier logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Sat 10/3110:20 am -
1 stop24h 26m
Sat 11/77:55 am -
1 stop27h 30m
Deal found 10/19![Frontier logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 10/18. 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.
Wed 11/1812:59 am -
1 stop23h 44m
Thu 11/2611:53 pm -
Nonstop4h 39m
Deal found 10/18![Frontier logo]()
$234
Best flights from Puerto Rico to O'Hare IntlDiscover carefully curated flight deals from Puerto Rico to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from Puerto Rico to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This United Airlines deal was found by Cheapflights users on 10/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:55 pm -
Nonstop5h 31m
Wed 11/1112:59 pm -
1 stop9h 37m
Deal found 10/19![United Airlines logo]()
$282
This Priceline deal was found by Cheapflights users on 10/19. 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 12/73:47 am -
2 stops20h 13m
Wed 1/67:00 am -
1 stop16h 23m
Deal found 10/19![Multiple Airlines logo]()
$388
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Sat 11/712:22 pm -
1 stop22h 24m
Sun 11/159:51 am -
1 stop23h 41m
Deal found 10/19![Frontier logo]()
$403
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:09 am -
1 stop8h 39m
Fri 11/272:30 pm -
1 stop7h 27m
Deal found 10/16![United Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 10/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/21:09 am -
1 stop9h 53m
Sat 11/711:56 am -
1 stop10h 01m
Deal found 10/19![United Airlines logo]()
$374
This Priceline deal was found by Cheapflights users on 10/16. 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 11/195:01 am -
1 stop10h 31m
Fri 11/275:26 pm -
2 stops18h 33m
Deal found 10/16![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 12/213:13 am -
1 stop15h 20m
Mon 1/45:05 pm -
2 stops31h 20m
Deal found 10/17![Frontier logo]()
$471
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/211:09 am -
1 stop9h 51m
Mon 1/41:08 pm -
1 stop8h 49m
Deal found 10/17![United Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/1312:37 pm -
2 stops31h 53m
Thu 12/315:05 am -
1 stop18h 38m
Deal found 10/16![Frontier logo]()
$500
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:25 am -
Nonstop5h 24m
Mon 12/78:52 am -
Nonstop4h 48m
Deal found 10/20![United Airlines logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 10/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/126:00 am -
2 stops33h 09m
Mon 2/155:55 pm -
2 stops26h 20m
Deal found 10/19![Alaska Airlines logo]()
$1,275
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 11/233:47 am -
2 stops21h 31m
Sat 11/285:40 am -
1 stop19h 07m
Deal found 10/19![Frontier logo]()
$564
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:25 am -
Nonstop5h 22m
Tue 12/12:16 pm -
Nonstop4h 44m
Deal found 10/16![United Airlines logo]()
$497
This United Airlines deal was found by Cheapflights users on 10/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:55 pm -
Nonstop5h 31m
Thu 12/32:16 pm -
Nonstop4h 44m
Deal found 10/19![United Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:25 am -
Nonstop5h 22m
Tue 12/12:16 pm -
Nonstop4h 44m
Deal found 10/16![United Airlines logo]()
$592
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:55 pm -
Nonstop5h 31m
Sun 12/138:52 am -
Nonstop4h 48m
Deal found 10/18![United Airlines logo]()
$603
This Alaska Airlines deal was found by Cheapflights users on 10/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/115:15 am -
2 stops33h 58m
Sun 1/172:11 pm -
2 stops29h 19m
Deal found 10/19![Alaska Airlines logo]()
$1,304
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:55 pm -
Nonstop5h 31m
Tue 11/102:16 pm -
Nonstop4h 44m
Deal found 10/18![United Airlines logo]()
$613
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:55 pm -
Nonstop5h 31m
Sun 11/298:52 am -
Nonstop4h 48m
Deal found 10/17![United Airlines logo]()
$666
This United Airlines deal was found by Cheapflights users on 10/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:25 am -
Nonstop5h 24m
Mon 12/282:16 pm -
Nonstop4h 44m
Deal found 10/19![United Airlines logo]()
$682
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/164:55 pm -
Nonstop5h 31m
Sat 12/192:16 pm -
Nonstop4h 44m
Deal found 10/18![United Airlines logo]()
$1,117
Last-minute flights from Puerto Rico to O'Hare IntlDiscover last-minute flight deals from Puerto Rico to O'Hare Intl. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to O'Hare Intl. Data last updated October 20, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 10/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:00 am -
1 stop29h 31m
Mon 10/264:41 pm -
1 stop22h 35m
Deal found 10/16![Frontier logo]()
$248
This FlightHub deal was found by Cheapflights users on 10/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:42 pm -
1 stop13h 49m
Tue 11/179:51 am -
1 stop14h 55m
Deal found 10/18![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Sat 10/246:42 pm -
1 stop13h 49m
Mon 11/239:20 pm -
1 stop10h 33m
Deal found 10/18![Frontier logo]()
$264
This CheapOair deal was found by Cheapflights users on 10/19. 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.
Sat 10/246:42 pm -
1 stop13h 49m
Tue 10/279:51 am -
1 stop14h 59m
Deal found 10/19![Frontier logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
Tue 10/276:26 pm -
1 stop23h 37m
Sat 10/318:00 am -
1 stop13h 17m
Deal found 10/16![Frontier logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
Wed 10/2810:20 am -
1 stop23h 26m
Sun 11/17:55 am -
1 stop27h 30m
Deal found 10/16![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Wed 10/286:25 pm -
1 stop15h 21m
Tue 11/179:51 am -
1 stop14h 55m
Deal found 10/18![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
Wed 10/287:23 am -
1 stop26h 23m
Sat 10/318:00 am -
1 stop28h 25m
Deal found 10/15![Frontier logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 10/291:56 pm -
1 stop22h 27m
Sun 11/14:42 pm -
1 stop20h 42m
Deal found 10/19![Frontier logo]()
$246
This FlightHub deal was found by Cheapflights users on 10/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:56 pm -
1 stop22h 27m
Mon 11/27:55 am -
1 stop29h 24m
Deal found 10/18![Frontier logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
Sat 11/712:22 pm -
1 stop22h 24m
Sun 11/159:51 am -
1 stop23h 41m
Deal found 10/16![Frontier logo]()
$342
This United Airlines deal was found by Cheapflights users on 10/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:09 am -
1 stop8h 39m
Fri 11/272:30 pm -
1 stop7h 27m
Deal found 10/16![United Airlines logo]()
$340
One-way flights from Puerto Rico to O'Hare IntlSearch for one-way flight options from Puerto Rico to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from Puerto Rico to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/17. 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.
Fri 2/1210:08 pm -
Nonstop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Frontier logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Sat 11/147:26 pm -
1 stop15h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
Sun 12/209:27 pm -
1 stop18h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
Wed 10/286:25 pm -
1 stop15h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
Tue 11/247:31 am -
1 stop18h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 10/18. 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.
Tue 12/82:49 am -
2 stops13h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$125
This Super.com deal was found by Cheapflights users on 10/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:45 am -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![JetBlue logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Fri 11/63:55 am -
1 stop21h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$128
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:25 am -
Nonstop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![United Airlines logo]()
$129
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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 12/2410:26 pm -
Nonstop5h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 10/17. 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.
Tue 12/152:49 am -
2 stops21h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Frontier logo]()
$131
This United Airlines deal was found by Cheapflights users on 10/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/211:09 am -
1 stop8h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![United Airlines logo]()
$145
Find 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 20, 2026.
Round-trip from | $223 (Mytrip) |
|---|---|
One-way from | $119 (Cheapflightsfares) |
Popular in | June |
Cheapest in | February |
Average price | $405 |
Good round-trip deal | $314 or less |
Good one-way deal | $176 or less |
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 7,457,451 searches. Data last updated October 20, 2026.
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
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Sun 12/20
6:45 am-1:30 pm
1 stop8h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$129
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Wed 12/9
2:05 am-10:46 am
1 stop10h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$133
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Sat 11/7
6:25 am-1:42 pm
1 stop9h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$137
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Thu 1/21
1:09 am-7:51 am
1 stop8h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$145
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/22
2:05 am-10:02 am
1 stop9h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$145
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Tue 10/27
3:55 pm-8:26 pm
Nonstop5h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
Quickest round-trip
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Wed 12/23
10:26 pm-1:33 am
Nonstop5h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$162
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Thu 1/14
8:25 am-11:49 am
Nonstop5h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$178
San JuanChicago
SJU San Juan Luis Munoz Marin Intl - ORD Chicago O'Hare Intl
SJUORD
San Juan Luis Munoz Marin Intl
Thu 11/19
8:25 am-11:47 am
Nonstop5h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
AguadillaChicago
BQN Aguadilla Borinquen - ORD Chicago O'Hare Intl
BQNORD
Aguadilla Borinquen
Tue 11/24
2:54 pm-12:43 am
1 stop11h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$186
Showing 1-10 of 41 resultsSorted by cheapest first
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.
SJU-ORD
BQN-ORD
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
PR0-ORD
SJU-ORD
BQN-ORD
What is the cheapest month to book a flight from Puerto Rico to Chicago O'Hare Intl Airport?
Currently, February is the cheapest month in which you can book a flight from Puerto Rico to Chicago O'Hare Intl Airport (average of $229). Flying from Puerto Rico to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $437). 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 20, 2026.
A simple way to save on the total cost of your ticket is to fly from Puerto Rico to Chicago O'Hare Intl Airport at noon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the morning.
Weekly flight availability from Puerto Rico to Chicago O'Hare Intl Airport
Explore weekly flight availability from Puerto Rico 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 October 20, 2026.
The most flights from PR0 to ORD are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
How often are flights from Puerto Rico to Chicago delayed?
About 9% of weekly flights between Puerto Rico and Chicago have experienced delays in the past year, with the average delay time being 187 minutes.
What is the most punctual flight time for Puerto Rico to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Puerto Rico to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 4% of flights being delayed.
How far ahead should I book a flight from Puerto Rico to Chicago O'Hare Intl Airport?
Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Puerto Rico to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 October 17, 2026.
Travelers seeking maximum savings on their Puerto Rico to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Wednesday at noon 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 20, 2026.
Get a feel of what it's like to fly with United Airlines,JetBlue, andAmerican 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.
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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 locationsBenton Harbor
Rosemont
Naperville
Lake Geneva
Des Plaines
Glenview
Schaumburg
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Libertyville
Rockford
Hoffman Estates
Beloit
Gurnee
Orland Park
South Holland
Elgin
Racine
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Search flights from Puerto Rico to O'Hare Intl by cabin class
Find flights from Puerto Rico to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 20, 2026.
Puerto Rico and O'Hare Intl flights
Browse other Puerto Rico and O'Hare Intl flight options. Last updated on October 20, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Puerto Rico to O'Hare Intl
Discover the top 4 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 7,457,451 searches. Data last updated October 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$266 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$231 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$456 | FlexibilityNo cancel fee | On-time69% |