For more information regarding the COVID-19 outbreak and airline travel waivers, please click here.

CHEAP FLIGHTS FROM Chicago TO San Juan

1 Passenger
-
1 adult
+
Economy/Coach
Additional Options  
  • $309
    total per person
    SELECT
    Delta
    Chicago - Nov, 16th San Juan - Nov, 16th
    San Juan - Dec, 1st Chicago - Dec, 1st
  • $299
    total per person
    SELECT
    Delta
    Chicago - Nov, 12th San Juan - Nov, 12th
    San Juan - Nov, 19th Chicago - Nov, 19th
  • $309
    total per person
    SELECT
    Delta
    Chicago - Nov, 26th San Juan - Nov, 26th
    San Juan - Dec, 3rd Chicago - Dec, 3rd
  • $309
    total per person
    SELECT
    Delta
    Chicago - Dec, 3rd San Juan - Dec, 3rd
    San Juan - Dec, 7th Chicago - Dec, 7th
  • $334
    total per person
    SELECT
    Delta
    Chicago - Dec, 7th San Juan - Dec, 7th
    San Juan - Dec, 13th Chicago - Dec, 13th
Home Page    Cheap flights    Central America    Puerto Rico    San Juan    From Chicago
Facts about flights from Chicago to San Juan
  •   On average, there is 17 min of delay from Chicago to San Juan
  •  
  •   Every week, there is on average 38 flights between Chicago and San Juan
  •   2h 16m was the highest delay from Chicago to San Juan
  •   On average, 88% of flights are on time when travelling from Chicago to San Juan
  •   Usually, people stay 9 days when travelling from Chicago to San Juan
Cost of living in Chicago and San Juan
Chicago is 27% more expensive than San Juan

  Chicago   San Juan
1 Pair of Jeans $45.10   $44.17
Mid-range restaurant $55.00   $50.00
Rice (white) $1.96   $2.12
Fitness club, monthly fee for 1 adult $41.77   $40.00
Cinema, international release, 1 seat $10.75   $7.00
* All price are converted to USD

Seasonal price trend for cheap flights from Chicago to San Juan


  • 258-
  • 229-
  • 200-
  • 171-
  • 142-
  • 113-
  • 84-
  • 55-
  • 26-
  • 0-
  • $158
    JAN
  • $115
    FEB
  • $41
    MAR
  • $41
    APR
  • $41
    MAY
  • $38
    JUN
  • $87
    JUL
  • $77
    AUG
  • $77
    SEP
  • $87
    OCT
  • $93
    NOV
  • $119
    DEC

Information about travelling from Chicago to San Juan

  • Distance between San Juan and Chicago
    3 306 km
  • Chicago is 41% colder than San Juan
    San Juan : 27 °C
    Chicago : 16 °C
  • For this month, Chicago is 41% colder than San Juan
    San Juan : 29 °C
    Chicago : 17 °C
  • Most popular airline for this trip
    Jetblue Airways
  • Average flight duration between San Juan and Chicago
    5h 23m
  • Popular airlines who fly from San Juan to Chicago
    Jetblue Airways, American Airlines, Delta, Prinair