Flights from San Juan, PR to Chicago, IL

Promo Code

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

Oct 2026
from$148*
Last seen: 7 hours ago
One-way/Economy
Nov 2026
from$87*
Last seen: 18 hours ago
One-way/Economy
Dec 2026
from$81*
Last seen: 19 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $87
cmp-daily-histogram-bars-legend-max-price-aria-label $173
Displaying fares for October-2026
  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    28

    Wed

    OCT

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

    Thu

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    30

    Fri

  • SJU–ORD, Oct 31, 2026: from $148
    31

    Sat

  • SJU–ORD, Nov 1, 2026: from $148
    01

    Sun

    NOV

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    02

    Mon

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    03

    Tue

  • SJU–ORD, Nov 4, 2026: from $136
    04

    Wed

  • SJU–ORD, Nov 5, 2026: from $142
    05

    Thu

  • SJU–ORD, Nov 6, 2026: from $136
    06

    Fri

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    07

    Sat

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    08

    Sun

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    09

    Mon

  • SJU–ORD, Nov 10, 2026: from $136
    10

    Tue

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    11

    Wed

  • SJU–ORD, Nov 12, 2026: from $111
    12

    Thu

  • SJU–ORD, Nov 13, 2026: from $121
    13

    Fri

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

  • SJU–ORD, Nov 15, 2026: from $173
    15

    Sun

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

    Mon

  • SJU–ORD, Nov 17, 2026: from $121
    17

    Tue

  • SJU–ORD, Nov 18, 2026: from $115
    18

    Wed

  • SJU–ORD, Nov 19, 2026: from $107
    19

    Thu

  • SJU–ORD, Nov 20, 2026: from $107
    20

    Fri

  • SJU–ORD, Nov 21, 2026: from $87
    21

    Sat

  • SJU–ORD, Nov 22, 2026: from $107
    22

    Sun

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    23

    Mon

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

    Tue

  • SJU–ORD, Nov 25, 2026: from $155
    25

    Wed

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    26

    Thu

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    27

    Fri

    • Range$87-$173

    *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 San Juan, PR to Chicago, IL on Frontier

    $
    Flights Deals from San Juan, PR to Chicago, IL on Frontier
    From
    To
    San Juan, PR (SJU)Chicago, IL (ORD)One-way
    /
    Discount Den Basic Fare    		Departing Feb 25, 2027

    From

    $83

    Last seen: 20 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®.

    San Juan, PR Chicago, IL

    Barclays Badge

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