San Juan to Chicago Flights

Deals as low as $248 right now.
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Best Deals from SJU to ORD

Discover the cheapest current deals from 313 recent searches matching your trip
  • $358
    Chicago
    4 days in Nov
    Fri
    2
    Tue
    6
  • $248
    Chicago
    7 days in Aug
    Wed
    15
    Wed
    22
  • $250
    Chicago
    7 days in Jul & Aug
    Tue
    31
    Tue
    7
  • $250
    Chicago
    7 days in Aug
    Wed
    1
    Wed
    8
  • $261
    Chicago
    7 days in Aug
    Tue
    7
    Tue
    14
  • $254
    Chicago
    2 days in Aug
    Thu
    23
    Sat
    25
  • When to Fly
    Prices range from $236 in September to $367 in April
    Details:
    Good deals for this route are priced below 240.0

    The cheapest round trip flights from SJU to ORD for any dates in the next six months were priced from about $240 - $260 and from about $352 - $400 (nonstop). A few lucky people found prices as low as $220.

    Fly out on a Tuesday, return on a Tuesday, save up to $40.

    The best day to depart a roundtrip ticket from San Juan to Chicago is Tuesday, saving $20. The best day to return is Tuesday, saving up to $20.

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