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Cheap Flights from Chicago to San Juan & Flight Information
Origin airport IATA code
CHI
Destination airport IATA code
SJU
Number of flight options
1
Average flight time
6 hours 40 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
Distance
Direct Flight Time
Flight Price

Need a car after flight from Chicago to San Juan

Place to stay after flight from Chicago to San Juan

Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo San Juan San Juan
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa San Juan. Nauti ilmaisesta aamiaisesta, ilmaisesta Wi-Fi-yhteydestä ja ympäri vuorokauden auki ...
7.4/10 Good! (3,952 reviews)
Dirty sheets, breakfast was well below sub par. Water pressure was not good. View was decent from our room otherwise but defiantly sightly outdated

Reviewed on 18 Feb 2026

Opens in a new windowCosta Bahia Hotel Paseo Caribe
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
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! (2,455 reviews)
We loved staying here. Great location , warm ocean front pool. Our room was very nice with a large sectional in the living area, enjoyed our friends coming over and playing games in the evening. I’ll definitely come back.

Reviewed on 18 Feb 2026

Opens in a new windowLa Concha Resort, Puerto Rico, Autograph Collection
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Yövy tässä rannalla sijaitsevassa lomakeskuksessa kohteessa San Juan. Nauti 2 ulkouima-altaasta, 2 ravintolasta ja rannasta. Asiakkaamme kehuvat majoituspaikan ...
7.8/10 Good! (2,059 reviews)
Room was clean. View of the ocean was great. Great location close to many stores and restaurants. I would come back again

Reviewed on 18 Feb 2026

Opens in a new windowThe Condado Plaza Hotel
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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 ylellisessä hotellissa kohteessa San Juan. Nauti ilmaisesta Wi-Fi-yhteydestä, 2 ulkouima-altaasta ja täyden palvelun kylpylästä. Asiakkaamme kehuvat ...
9/10 Wonderful! (1,530 reviews)
Average

Reviewed on 18 Feb 2026

Opens in a new windowSan Juan Marriott Resort and Stellaris Casino
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 ...
8.6/10 Excellent! (2,587 reviews)
The shower had mold. The balcony overlooked where the garage compactors are which smelled!

Reviewed on 17 Feb 2026

Opens in a new windowCaribe Hilton
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
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! (1,704 reviews)
With the many 5 star resorts we could have stayed at, this was not the best pick for a family. The sheets were thin rough and the pillows flat. Our suite was not cleaned on a regular schedule, for context we went out on a planned excursion (left early came back around dinner time) and the suite was ...

Reviewed on 17 Feb 2026

Opens in a new windowCondado Vanderbilt Hotel
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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