Chicago to San Juan: buy now or wait?
Your call FareScore 57/100
usually €97 €89 Today's best fare
Cheaper than 57% of what we have seen
11 Nov United Airlines With a stop
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All fares Chicago → San Juan
Cheapest first. Every price is live and goes straight to booking.
What the history says
Prices recorded 60
Typical price €97
Lowest we saw €89
You save today €8
Based on 60 prices we recorded on this exact route, compared against the same departure month.
Best booking window
56–83 days — is when this route has been cheapest to book: €94 typical, on 23 observations.
Cheapest months to fly to San Juan
December €94 20 observations
November €114 37 observations
Hotels in San Juan for these dates
Check-in the day you land, check-out three nights later.
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We will tell you the day it drops
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