
Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €495
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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 €246 for one-way flights and €495 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.
€495 Return, found 2 days ago
€495
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€498 Return, found 2 days ago
€498
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€504 Return, found 2 days ago
€504
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€507 Return, found 2 days ago
€507
Return
found 2 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€512 Return, found 2 days ago
€512
Return
found 2 days ago
Origin airport IATA code | ORD |
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €494 |
Average flight time | 5 hours 48 mins |
Best Day to Book Flight from Chicago to San Juan
San Juan SJU Flight Information
Traveling From | Chicago |
---|---|
Origin Airport IATA Code | CHI |
Traveling To | San Juan |
Destination Airport IATA Code | SJU |
Number of Airlines Serving | 6 |
Available Airlines | United, American Airlines, Delta |
Distance | 3337 km |
Direct Flight Time | 4 43 |
Flight Price | €495 |
Need a car after flight from Chicago to San Juan
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SUV
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Place to stay after flight from Chicago to San Juan

The Condado Plaza Hotel
999 Ashford Avenue, San Juan
Yövy tässä 4 tähden rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti 2 ulkouima-altaasta, 2 ravintolasta ja rannasta. Asiakkaamme kehuvat majoituspaikan ...
7.8/10 Good! (1,483 reviews)
"Proximity to beach & pool & courteous staff all around. Gym facility & equipment needs to be upgraded."
Reviewed on 1 Aug 2025

Caribe Hilton
1 San Geronimo Street, San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
8.4/10 Very Good! (2,090 reviews)
"The hotel was a short, inexpensive ride from old San Juan. The beach area was calm and great for small children but there was a lot of sargassum. We ended up taking a short Uber ride to Isla verde beach which was spectacular. The pool area gets crowded and difficult to find chairs."
Reviewed on 2 Aug 2025

Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
Yövy tässä 5 tähden ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 4 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
9/10 Wonderful! (1,539 reviews)
"Classic hotel with a great bar."
Reviewed on 31 Jul 2025
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San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue, San Juan
Yövy tässä 4,5 tähden ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 2 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme ...
9/10 Wonderful! (1,296 reviews)
Great Place to Stay
"Excellent place to stay - everything was perfect!"
Reviewed on 30 Jul 2025

La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado, San Juan
Yövy tässä 4 tähden rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 3 ulkouima-altaasta ja täyden palvelun kylpylästä. ...
8.8/10 Excellent! (1,966 reviews)
"Great location, plenty of dining options!"
Reviewed on 31 Jul 2025

Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo, San Juan, San Juan
Yövy tässä 3,5 tähden liikematkustukseen soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta aamiaisesta, ilmaisesta Wi-Fi-yhteydestä ja ympäri vuorokauden ...
7.4/10 Good! (3,301 reviews)
"I love how the staff help us since we were a group of 15 and the view from the balcony was amazing"
Reviewed on 30 Jul 2025
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