Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €342
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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 €106 for one-way flights and €342 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.
€342 Return, found 5 days ago
€342
Return
found 5 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€347 Return, found 22 hours ago
€347
Return
found 22 hours ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€381 Return, found 5 days ago
€381
Return
found 5 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€384 Return, found 5 days ago
€384
Return
found 5 days ago
ORD
O'Hare Intl.
SJU
Luis Munoz Marin Intl.
€391 Return, found 22 hours ago
€391
Return
found 22 hours ago
Origin airport IATA code | ORD |
|---|---|
Destination airport IATA code | SJU |
Number of flight options | 1 |
Return price | €342 |
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 | Delta, United, American Airlines |
Distance | |
Direct Flight Time | |
Flight Price | €342 |
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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! (1,561 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! (2,578 reviews)
I enjoy my stay but the hotel need to be more forthcoming about all their fees that you have to pay upon arrival, and customers should be informed about events that will be going on during the duration of their stay especially if you are going to block us from using amenities that are suppose to ...
Reviewed on 28 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! (2,666 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! (1,686 reviews)
Check in was a total disaster Room was not ready at 4:45 pm Wait one hour and staff didn’t tell us room was ready - staff went on break Luggage took 20 minutes This has been our favorite hotel We will be looking for a new favorite
Reviewed on 26 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! (1,123 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! (2,240 reviews)
Overall, we had a good time. However, our first day and check-in experience was disappointing due to an interaction with Jesus at the front desk. The day before our trip, we called to request an early check-in since our flight was arriving at 1 PM. The gentleman we spoke with said it should not be ...
Reviewed on 27 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