Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €363
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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 €131 for one-way flights and €363 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.
€363 Return, found 1 day ago
€363
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€392 Return, found 1 day ago
€392
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€401 Return, found 1 day ago
€401
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€427 Return, found 1 day ago
€427
Return
found 1 day ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€431 Return, found 1 day ago
€431
Return
found 1 day ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €363 |
Average flight time | 5 hours 52 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 |
Distance | |
Direct Flight Time | |
Flight Price | €363 |
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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! (1,572 reviews)
Pool and beach areas are amazing. Nice lobby and amenities. Great location cost to restaurants and shops. Rooms could use a slight refresh.
Reviewed on 14 May 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! (2,625 reviews)
They play very, very loud music all day and night. Hard to get away from it. If you stay bring a sound machine to sleep. Everything was pretty average Id' say. Pools are all small, the beach is nice, everything is a bit outdated. The coffee shop is great.
Reviewed on 14 May 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! (2,715 reviews)
Had an amazing stay at the Caribe Hilton. The property is beautiful, the private beach area was relaxing, and the views were incredible. The staff was friendly and helpful throughout the trip, and the location made it easy to enjoy San Juan. The rooms were clean, the pools were great, and the overall ...
Reviewed on 14 May 2026
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AC Hotel by Marriott San Juan Condado
1369 Ashford Avenue San Juan
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, kuntokeskuksesta ja pysäköinnistä (lisämaksusta). ...
8.4/10 Very Good! (1,219 reviews)
I absolutely love the AC Hotel! This is my 3rd time staying with them and they are so accommodating. Anything you need just ask. If they don’t have the answer they will find you one. 10/10 would recommend.
Reviewed on 11 May 2026
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! (1,686 reviews)
Todo increíble, desde el SPA, restaurantes y empleados del hotel en todas las áreas!! La pasé maravillosamente bien! Recomendado 100% y no es mi primera vez…
Reviewed on 12 May 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! (2,306 reviews)
Check in was seamless .Everyone was very nice .Rooms clean , beds comfy .The pool was nice .Love the slide and 2nd pool was salt water which was a plus .Hector &Anthony in the lobby bar were wonderful
Reviewed on 14 May 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