Flights from San Juan, PR to Chicago, IL

Promo Code

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

Sep 2026
from$161*
Last seen: 12 hours ago
One-way/Economy
Oct 2026
from$136*
Last seen: 14 hours ago
One-way/Economy
Nov 2026
from$133*
Last seen: 22 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $161
cmp-daily-histogram-bars-legend-max-price-aria-label $257
Displaying fares for September-2026
  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    13

    Sun

    SEP

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

    Mon

  • SJU–ORD, Sep 15, 2026: from $232
    15

    Tue

  • SJU–ORD, Sep 16, 2026: from $229
    16

    Wed

  • SJU–ORD, Sep 17, 2026: from $224
    17

    Thu

  • SJU–ORD, Sep 18, 2026: from $224
    18

    Fri

  • SJU–ORD, Sep 19, 2026: from $235
    19

    Sat

  • SJU–ORD, Sep 20, 2026: from $257
    20

    Sun

  • SJU–ORD, Sep 21, 2026: from $211
    21

    Mon

  • SJU–ORD, Sep 22, 2026: from $215
    22

    Tue

  • SJU–ORD, Sep 23, 2026: from $161
    23

    Wed

  • SJU–ORD, Sep 24, 2026: from $230
    24

    Thu

  • SJU–ORD, Sep 25, 2026: from $224
    25

    Fri

  • SJU–ORD, Sep 26, 2026: from $245
    26

    Sat

  • SJU–ORD, Sep 27, 2026: from $224
    27

    Sun

  • SJU–ORD, Sep 28, 2026: from $218
    28

    Mon

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

    Tue

  • SJU–ORD, Sep 30, 2026: from $213
    30

    Wed

  • SJU–ORD, Oct 1, 2026: from $184
    01

    Thu

    OCT

  • SJU–ORD, Oct 2, 2026: from $170
    02

    Fri

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

    Sat

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    04

    Sun

  • SJU–ORD, Oct 5, 2026: from $162
    05

    Mon

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

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

    Wed

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

    Thu

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

    Fri

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

  • SJU–ORD, Oct 11, 2026: from $203
    11

    Sun

  • SJU–ORD: cmp-view-offers-disclaimer. Find Offers
    12

    Mon

    • Range$161-$257

    *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 Dec 22, 2026

    From

    $128

    Last seen: 17 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

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