Flights from Chicago, IL to San Juan, PR

Promo Code

Best Deals on Flights From Chicago, IL (ORD) to San Juan, PR (SJU)

Try alternate month or interact with individual days below in order to find offers.
Jul 2026
No results for this month.
Aug 2026
from$69*
Last seen: 9 hours ago
One-way/Economy
Sep 2026
from$58*
Last seen: 7 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $79
cmp-daily-histogram-bars-legend-max-price-aria-label $248
Displaying fares for July-2026
  • ORD–SJU: cmp-view-offers-disclaimer. Find Offers
    30

    Thu

    JUL

  • ORD–SJU: cmp-view-offers-disclaimer. Find Offers
    31

    Fri

  • ORD–SJU, Aug 1, 2026: from $248
    01

    Sat

    AUG

  • ORD–SJU, Aug 2, 2026: from $148
    02

    Sun

  • ORD–SJU, Aug 3, 2026: from $219
    03

    Mon

  • ORD–SJU, Aug 4, 2026: from $143
    04

    Tue

  • ORD–SJU, Aug 5, 2026: from $138
    05

    Wed

  • ORD–SJU, Aug 6, 2026: from $190
    06

    Thu

  • ORD–SJU, Aug 7, 2026: from $133
    07

    Fri

  • ORD–SJU, Aug 8, 2026: from $223
    08

    Sat

  • ORD–SJU, Aug 9, 2026: from $148
    09

    Sun

  • ORD–SJU, Aug 10, 2026: from $133
    10

    Mon

  • ORD–SJU, Aug 11, 2026: from $133
    11

    Tue

  • ORD–SJU, Aug 12, 2026: from $153
    12

    Wed

  • ORD–SJU, Aug 13, 2026: from $203
    13

    Thu

  • ORD–SJU, Aug 14, 2026: from $148
    14

    Fri

  • ORD–SJU, Aug 15, 2026: from $153
    15

    Sat

  • ORD–SJU: cmp-view-offers-disclaimer. Find Offers
    16

    Sun

  • ORD–SJU, Aug 17, 2026: from $153
    17

    Mon

  • ORD–SJU, Aug 18, 2026: from $79
    18

    Tue

  • ORD–SJU, Aug 19, 2026: from $92
    19

    Wed

  • ORD–SJU, Aug 20, 2026: from $94
    20

    Thu

  • ORD–SJU, Aug 21, 2026: from $169
    21

    Fri

  • ORD–SJU: cmp-view-offers-disclaimer. Find Offers
    22

    Sat

  • ORD–SJU, Aug 23, 2026: from $87
    23

    Sun

  • ORD–SJU, Aug 24, 2026: from $87
    24

    Mon

  • ORD–SJU, Aug 25, 2026: from $96
    25

    Tue

  • ORD–SJU, Aug 26, 2026: from $79
    26

    Wed

  • ORD–SJU, Aug 27, 2026: from $81
    27

    Thu

  • ORD–SJU, Aug 28, 2026: from $127
    28

    Fri

  • ORD–SJU: cmp-view-offers-disclaimer. Find Offers
    29

    Sat

    • Range$79-$248

    *Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

    Flights Deals from Chicago, IL to San Juan, PR on Frontier

    $
    Flights Deals from Chicago, IL to San Juan, PR on Frontier
    From
    To
    Chicago, IL (ORD)San Juan, PR (SJU)One-way
    /
    Discount Den Basic Fare    		Departing Nov 17, 2026

    From

    $137

    Last seen: 13 hours ago

    *Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

    Chicago, IL San Juan, PR

    Barclays Badge

    Earn 60,000 Miles after qualifying activity. Terms apply.