San Juan to Chicago Flights

Deals as low as $275 right now.
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Best Deals from SJU to ORD

Discover the cheapest current deals from 489 recent searches matching your trip
  • $358
    Chicago
    5 days in Aug
    Thu
    9
    Tue
    14
  • $374
    Chicago
    9 days in Aug
    Tue
    14
    Thu
    23
  • $374
    Chicago
    7 days in Oct
    Tue
    9
    Tue
    16
  • $358
    Chicago
    13 days in Aug
    Sun
    5
    Sat
    18
  • $358
    Chicago
    10 days in Sep
    Thu
    6
    Sun
    16
  • $374
    Chicago
    10 days in Aug
    Wed
    15
    Sat
    25
  • When to Fly
    Prices range from $273 in September to $407 in November
    Details:
    Good deals for this route are priced below 290.0

    The cheapest round trip flights from SJU to ORD for any dates in the next six months were priced from about $290 - $320 and from about $352 - $370 (nonstop). A few lucky people found prices as low as $261.

    Fly out on a Tuesday, return on a Tuesday, save up to $120.

    The best day to depart a roundtrip ticket from San Juan to Chicago is Tuesday, saving $70. The best day to return is Tuesday, saving up to $50.

    From:
    San Juan (SJU)
        
    To:
    Chicago (ORD)    
        
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