Flights from Philadelphia, PA to Chicago, IL

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Best Deals on Flights From Philadelphia, PA (PHL) to Chicago, IL (ORD)

Sep 2026
from$141*
Last seen: 4 hours ago
One-way/Economy
Oct 2026
from$26*
Last seen: 2 hours ago
One-way/Economy
Nov 2026
from$40*
Last seen: 7 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $26
cmp-daily-histogram-bars-legend-max-price-aria-label $214
Displaying fares for September-2026
  • PHL–ORD: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

    SEP

  • PHL–ORD: cmp-view-offers-disclaimer. Find Offers
    17

    Thu

  • PHL–ORD, Sep 18, 2026: from $163
    18

    Fri

  • PHL–ORD, Sep 19, 2026: from $214
    19

    Sat

  • PHL–ORD, Sep 20, 2026: from $141
    20

    Sun

  • PHL–ORD, Sep 21, 2026: from $141
    21

    Mon

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

    Tue

  • PHL–ORD, Sep 23, 2026: from $214
    23

    Wed

  • PHL–ORD, Sep 24, 2026: from $156
    24

    Thu

  • PHL–ORD, Sep 25, 2026: from $156
    25

    Fri

  • PHL–ORD, Sep 26, 2026: from $214
    26

    Sat

  • PHL–ORD, Sep 27, 2026: from $156
    27

    Sun

  • PHL–ORD, Sep 28, 2026: from $156
    28

    Mon

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

    Tue

  • PHL–ORD, Sep 30, 2026: from $209
    30

    Wed

  • PHL–ORD, Oct 1, 2026: from $173
    01

    Thu

    OCT

  • PHL–ORD, Oct 2, 2026: from $173
    02

    Fri

  • PHL–ORD, Oct 3, 2026: from $209
    03

    Sat

  • PHL–ORD, Oct 4, 2026: from $173
    04

    Sun

  • PHL–ORD, Oct 5, 2026: from $70
    05

    Mon

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

    Tue

  • PHL–ORD, Oct 7, 2026: from $67
    07

    Wed

  • PHL–ORD, Oct 8, 2026: from $130
    08

    Thu

  • PHL–ORD, Oct 9, 2026: from $110
    09

    Fri

  • PHL–ORD, Oct 10, 2026: from $26
    10

    Sat

  • PHL–ORD, Oct 11, 2026: from $163
    11

    Sun

  • PHL–ORD, Oct 12, 2026: from $76
    12

    Mon

  • PHL–ORD: cmp-view-offers-disclaimer. Find Offers
    13

    Tue

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

    Wed

  • PHL–ORD, Oct 15, 2026: from $83
    15

    Thu

    • Range$26-$214

    *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 Philadelphia, PA to Chicago, IL on Frontier

    $
    Flights Deals from Philadelphia, PA to Chicago, IL on Frontier
    From
    To
    Philadelphia, PA (PHL)Chicago, IL (ORD)One-way
    /
    Discount Den Basic Fare    		Departing Dec 26, 2026

    From

    $88

    Last seen: 8 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®.

    Philadelphia, PA Chicago, IL

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