Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €347
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Selected flight deals from Chicago to San Juan
The lowest prices found within the past 7 days from Chicago to San Juan were €221 for one-way flights and €347 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€347 Return, found 2 days ago
€347
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€391 Return, found 2 days ago
€391
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€420 Return, found 2 days ago
€420
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€429 Return, found 2 days ago
€429
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€434 Return, found 2 days ago
€434
Return
found 2 days ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €347 |
Average flight time | 5 hours 47 mins |
San Juan Flight Information
Traveling From | Chicago |
|---|---|
Origin Airport IATA Code | CHI |
Traveling To | San Juan |
Destination Airport IATA Code | SJU |
Number of Airlines Serving | |
Available Airlines | American Airlines, United, Delta |
Distance | |
Direct Flight Time | |
Flight Price | €347 |
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Place to stay after flight from Chicago to San Juan
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
Yövy tässä ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 2 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme kehuvat ...
9/10 Wonderful! (1,562 reviews)
Staff was awesome, hotel is clean and beautiful! Location on the beach was perfect! Thank you for having us!
Reviewed on 26 Apr 2026
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
9.2/10 Wonderful! (2,585 reviews)
This was the best vacation ever I hate I had to Leave Shoutout to Puerto Rico ‼️‼️‼️
Reviewed on 29 Apr 2026
Caribe Hilton
1 San Geronimo Street San Juan
Yövy tässä ylellisessä lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
8.6/10 Excellent! (2,669 reviews)
Rooms could use a good deep clean, carpet Included. The carpet turned my white socks brown. They need carpet cleansr to come thru. No robes or slippers, or any thing extra for that matter, in the rooms. Bartenders and servers were great. Not sure I'd return.
Reviewed on 28 Apr 2026
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Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Yövy tässä ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 4 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme kehuvat ...
9.4/10 Exceptional! (1,688 reviews)
This hotel is GREAT. The staff, accommodations, onsite restaurants/bars, and grounds were exceptional. HIGHLY recommend.
Reviewed on 29 Apr 2026
Sheraton Puerto Rico Resort & Casino
200 Convention Boulevard San Juan
Yövy tässä kylpylälomalle soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, täyden palvelun kylpylästä ja 4 ravintolasta. Asiakkaamme ...
9/10 Wonderful! (1,118 reviews)
Not friendly. Too expensive for what offered.
Reviewed on 27 Apr 2026
The Condado Plaza Hotel
999 Ashford Avenue San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti 2 ulkouima-altaasta, 2 ravintolasta ja rannasta. Asiakkaamme kehuvat majoituspaikan ...
8/10 Very Good! (2,246 reviews)
It’s a very nice and the location is great you have everything close
Reviewed on 30 Apr 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Flight prices above are per person all prepaid taxes and online service fees included and subject to availability