Find Cheap Flights from Chicago (CHI) to San Juan (SJU) from €408

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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 €222 for one-way flights and €408 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cheap Flights from Chicago to San Juan & Flight Information
Origin airport IATA code
ORD
Destination airport IATA code
SJU
Number of flight options
1
Return price
€407
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
Distance
3337 km
Direct Flight Time
4 40
Flight Price
€408

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Place to stay after flight from Chicago to San Juan

Caribe Hilton

Caribe Hilton

4.5 out of 5
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! (1,804 reviews)
"The goods - service - area was good - food around the area - not too far from old San Juan - self service parking was easy - pools was clean - yoga was amazing - view is amazing - overall a good hotel The bads - wish waters bottle were provided in the the hotel room rather than going to the front ..."

Reviewed on 30 May 2025

Caribe Hilton
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
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 ...
7.6/10 Good! (1,236 reviews)
"Service was excellent!"

Reviewed on 30 May 2025

The Condado Plaza Hotel
San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

4.5 out of 5
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 ...
8.8/10 Excellent! (1,215 reviews)
"The most spectacular stay. Beautiful property, amazing staff, the cleanliness was honestly impressive! We did have a problem but the staff fixed it immediately."

Reviewed on 31 May 2025

San Juan Marriott Resort and Stellaris Casino
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La Concha Renaissance San Juan Resort

La Concha Renaissance San Juan Resort

4 out of 5
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! (1,876 reviews)
"Beautiful view of ocean"

Reviewed on 30 May 2025

La Concha Renaissance San Juan Resort
Hilton Garden Inn San Juan Condado

Hilton Garden Inn San Juan Condado

4 out of 5
886 Ashford Ave, San Juan
Yövy tässä 4 tähden kylpylälomalle soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, täyden palvelun kylpylästä ja 2 ravintolasta. ...
8.8/10 Excellent! (840 reviews)
"The staff was amazing shout out to Jessica and Diane. These ladies are top tier in every aspect made my stay amazing . the location was great However the bathroom is not practical the shower has a tight fit the position of the shower gels ia right there so you can’t maneuver around without hitting ..."

Reviewed on 30 May 2025

Hilton Garden Inn San Juan Condado
Condado Palm Inn San Juan, Tapestry Collection by Hilton

Condado Palm Inn San Juan, Tapestry Collection by Hilton

3 out of 5
55 Condado Avenue, San Juan
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, aamiaisesta (lisämaksusta) ja ympäri vuorokauden ...
8.2/10 Very Good! (459 reviews)
"Its usually and exceptional stay"

Reviewed on 28 May 2025

Condado Palm Inn San Juan, Tapestry Collection by Hilton
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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