Cheap flights from Illinois to San Juan

Travel > Caribbean > Puerto Rico > Illinois to San Juan flights

The majority of those who go out partying are tourists together with some locals of course. Jiving to the music and getting rowdy on the dance floor—these are the usual activities of those who opt to party and play. Usually, the guests in the San Juan bars dress casually, but some require the outfit to be a bit more elegant. ... (read more in our San Juan Nightlife)

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Cheapest flights found for the next 6 months

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Chicago 

Check our newest flight offers to San Juan:

  • $221Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/05/202501:44 pm
    San Juan, PR (SJU)Chicago, IL (ORD)02/18/202509:30 pm
    cheapoair.com check price
  • $227Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)02/05/202501:44 pm
    San Juan, PR (SJU)Chicago, IL (ORD)02/18/202505:56 pm
    cheapoair.com check price
  • $256Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/08/202507:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)03/16/202503:35 pm
    cheapoair.com check price
  • $516Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)03/08/202502:06 pm
    San Juan, PR (SJU)Chicago, IL (ORD)03/16/202503:35 pm
    cheapoair.com check price
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Recently found cheap flight deals

Spirit AirlinesDetroit To Charleston Spirit Airlines airfares from Detroit in February
$257 Depart: 02/13/2025
Return: 02/28/2025

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Multiple AirlinesMontreal To Stuttgart Multiple Airlines airfares from Montreal in December
$1734 Depart: 12/27/2024
Return: 01/01/2025

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Jetblue AirwaysNew York City To Savannah Jetblue Airways airfares from New York City in December
$241 Depart: 12/18/2020
Return: 12/27/2020

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Multiple AirlinesLas Vegas To Tirana Multiple Airlines airfares from Las Vegas in March
$860 Depart: 03/05/2025
Return: 03/19/2025

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AeromexicoSan Francisco To Santo Domingo Aeromexico airfares from San Francisco in January
$608 Depart: 01/15/2025
Return: 01/28/2025

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Frontier AirlinesNashville To Denver Frontier Airlines airfares from Nashville in March
$328 Depart: 03/11/2025
Return: 04/01/2025

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Multiple AirlinesTampa To Ottawa Multiple Airlines airfares from Tampa in February
$284 Depart: 02/11/2025
Return: 02/17/2025

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Frontier AirlinesOntario, CA To Cancun Frontier Airlines airfares from Ontario, CA in February
$541 Depart: 02/07/2025
Return: 02/17/2025

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Spirit AirlinesChicago To Rochester Spirit Airlines airfares from Chicago in September
$184 Depart: 09/19/2024
Return: 09/30/2024

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