
Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €379
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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 €207 for one-way flights and €379 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.
€379 Return, found 22 hours ago
€379
Return
found 22 hours ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€380 Return, found 22 hours ago
€380
Return
found 22 hours ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€384 Return, found 22 hours ago
€384
Return
found 22 hours ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€388 Return, found 22 hours ago
€388
Return
found 22 hours ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€392 Return, found 22 hours ago
€392
Return
found 22 hours ago
Origin airport IATA code | ORD |
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €379 |
Average flight time | 5 hours 47 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 | 5 |
Available Airlines | United, Delta, American Airlines |
Distance | 3337 km |
Direct Flight Time | 4 45 |
Flight Price | €379 |
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Place to stay after flight from Chicago to San Juan

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

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! (1,498 reviews)
"Very nice property and kid friendly"
Reviewed on 3 Aug 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! (3,313 reviews)
"We stayed here for one night in transit between airport to cruise. The hotel is not new but it is clean and has everything we need. Breakfast was included, simple options but again, you get what you pay for. No complaints from us."
Reviewed on 3 Aug 2025
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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! (1,524 reviews)
"Nice"
Reviewed on 3 Aug 2025

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! (1,304 reviews)
"The resort was nice staff was friendly , I only had one bad experience with one staff who was the bartender at the bar near the pool and restaurant he was not friendly and rude. However I loved Maria who was the waitress at Azure she made my night perfect with her friendly sweet and respectful attitude. ..."
Reviewed on 1 Aug 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! (1,972 reviews)
"With its lively lobby, convenient location, superb decoration, delicious food, modern facilities but above all its very personable employees, I dare to say that this is the best hotel in Puerto Rico ! What a memorable trip !!!"
Reviewed on 2 Aug 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