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Flights from Philadelphia to Chicago

Book direct flights from Philadelphia to Chicago: One way flights from $51, round trip flights from $104. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sat, Jun 6 | Frontier Airlines
        ORD 7:52 PM
        2h 28m
        Nonstop
        PHL 11:20 PM
        Chicago - Philadelphia | Sat, Jun 13 | Frontier Airlines
        $104 $194
        46% off
        46% off
        $194 $104
      • PHL 5:06 PM
        2h 41m
        Nonstop
        ORD 6:47 PM
        Philadelphia - Chicago | Sat, Jun 20 | Frontier Airlines
        ORD 8:00 PM
        2h 32m
        Nonstop
        PHL 11:32 PM
        Chicago - Philadelphia | Sat, Jun 27 | Frontier Airlines
        $118 $194
        39% off
        39% off
        $194 $118
      • PHL 10:09 PM
        2h 29m
        Nonstop
        ORD 11:38 PM
        Philadelphia - Chicago | Thu, May 14 | American Airlines
        ORD 7:52 PM
        2h 26m
        Nonstop
        PHL 11:18 PM
        Chicago - Philadelphia | Sat, May 16 | Frontier Airlines
        $131 $194
        32% off
        32% off
        $194 $131
      • PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sun, May 24 | Frontier Airlines
        ORD 7:52 PM
        2h 26m
        Nonstop
        PHL 11:18 PM
        Chicago - Philadelphia | Thu, May 28 | Frontier Airlines
        $139
        28% off
        $194 $139
      • PHL 5:05 PM
        2h 38m
        Nonstop
        ORD 6:43 PM
        Philadelphia - Chicago | Mon, Jun 8 | Frontier Airlines
        ORD 7:52 PM
        2h 28m
        Nonstop
        PHL 11:20 PM
        Chicago - Philadelphia | Sat, Jun 13 | Frontier Airlines
        $140
        28% off
        $194 $140
      • PHL 7:45 AM
        7h 54m
        1 stop
        ORD 2:39 PM
        Philadelphia - Chicago | Thu, May 14 | Frontier Airlines
        ORD 7:52 PM
        2h 26m
        Nonstop
        PHL 11:18 PM
        Chicago - Philadelphia | Sat, May 16 | Frontier Airlines
        $102
        47% off
        $194 $102
      • PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sat, May 16 | Frontier Airlines
        ORD 1:18 PM
        9h 14m
        1 stop
        PHL 11:32 PM
        Chicago - Philadelphia | Wed, May 20 | Spirit Airlines
        $132
        32% off
        $194 $132
      • PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Fri, May 29 | Frontier Airlines
        ORD 7:07 AM
        5h 11m
        1 stop
        PHL 1:18 PM
        Chicago - Philadelphia | Tue, Jun 2 | Delta Air Lines
        $133
        31% off
        $194 $133
      • PHL 5:17 AM
        5h 43m
        1 stop
        MDW 10:00 AM
        Philadelphia - Chicago | Thu, May 14 | Delta Air Lines
        ORD 7:52 PM
        2h 26m
        Nonstop
        PHL 11:18 PM
        Chicago - Philadelphia | Sat, May 16 | Frontier Airlines
        $134
        31% off
        $194 $134
      • PHL 8:10 AM
        29h 27m
        1 stop
        ORD 12:37 PM
        Philadelphia - Chicago | Thu, Jun 4 | Frontier Airlines
        ORD 7:52 PM
        2h 26m
        Nonstop
        PHL 11:18 PM
        Chicago - Philadelphia | Sat, Jun 6 | Frontier Airlines
        $141
        27% off
        $194 $141
      • PHL 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Philadelphia - Chicago | Wed, May 13 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        PHL 4:00 PM
        Chicago - Philadelphia | Fri, May 15 | Normal Airline
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      • Cheapest nonstop
        PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sat, May 16 | Frontier Airlines
        $51 $124
        59% off
        59% off
        $124 $51
      • PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sun, May 24 | Frontier Airlines
        $59 $124
        52% off
        52% off
        $124 $59
      • PHL 5:06 PM
        2h 38m
        Nonstop
        ORD 6:44 PM
        Philadelphia - Chicago | Sat, Jun 6 | Frontier Airlines
        $60 $124
        52% off
        52% off
        $124 $60
      • PHL 5:06 PM
        2h 41m
        Nonstop
        ORD 6:47 PM
        Philadelphia - Chicago | Mon, Jun 29 | Frontier Airlines
        $70
        44% off
        $124 $70
      • PHL 5:06 PM
        2h 41m
        Nonstop
        ORD 6:47 PM
        Philadelphia - Chicago | Thu, Jun 25 | Frontier Airlines
        $88
        28% off
        $124 $88
      • PHL 5:05 PM
        2h 38m
        Nonstop
        ORD 6:43 PM
        Philadelphia - Chicago | Mon, Jun 8 | Frontier Airlines
        $89
        28% off
        $124 $89
      • PHL 10:40 AM
        7h 6m
        1 stop
        MDW 4:46 PM
        Philadelphia - Chicago | Tue, Jun 30 | Delta Air Lines
        $77
        38% off
        $124 $77
      • PHL 7:55 AM
        16h 18m
        1 stop
        ORD 11:13 PM
        Philadelphia - Chicago | Tue, May 19 | Frontier Airlines
        $77
        38% off
        $124 $77
      • PHL 1:30 PM
        7h 11m
        1 stop
        ORD 7:41 PM
        Philadelphia - Chicago | Wed, May 27 | Frontier Airlines
        $90
        27% off
        $124 $90
      • PHL 1:30 PM
        6h 59m
        1 stop
        ORD 7:29 PM
        Philadelphia - Chicago | Wed, Jun 3 | Frontier Airlines
        $90
        27% off
        $124 $90
      • PHL 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Philadelphia - Chicago | Wed, May 13 | Normal Airline
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Displayed flight fares from Philadelphia to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com price insights on flights from Philadelphia to Chicago

Which month has the cheapest one-way flights from to Chicago?

The average price of one-way flights from to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from to Chicago is October, with an average price of $125; while the month with the highest flight price is usually February, with an average price of up to $238.

$238
$182
$125
$69
    Cheapest
  • $133
    May
  • $130
    Jun
  • $237
    Jul
  • $175
    Aug
  • $173
    Sep
  • $125
    Oct
  • $155
    Nov
  • $150
    Dec
  • $163
    Jan
  • $238
    Feb
  • $213
    Mar
  • $176
    Apr

When is the cheapest day to fly from Philadelphia to Chicago during Memorial Day?

Data is based on the lowest one-way price from Philadelphia to Chicago during Memorial Day on Trip.com in the past 3 days.

Memorial Day is scheduled for May 25. The cheapest flights from Philadelphia to Chicago are available on May 23, with fares starting at $76.

$165
$121
$76
$32
  • $165
    22
    May
  • $76
    23
  • $135
    24
  • $131
    25
  • $122
    26
  • $122
    27

Frequently Asked Questions

  • What are the cheapest flights from Philadelphia to Chicago (PHL-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as $51 on Cheapest nonstop routes (e.g. PHL to ORD on Sat, May 16), while Frontier Airlines offers Cheapest nonstop round-trips from $102 departing on Thu, May 14 and returning on Sat, May 16.
  • At the moment, you can catch a nonstop flight from Philadelphia to Chicago with the following airlines, including: American Airlines United Airlines Frontier Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 2 hours 28 minutes to fly from Philadelphia (PHL) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Philadelphia to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 98 flight per week flying from Philadelphia to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA1049 (10:55)
  • To find best deals on flights from Philadelphia to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sat, May 16, with one-way flights priced at just $51.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Frontier Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Philadelphia to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our May flight calendar, it's currently cheapest to fly from Philadelphia to Chicago on May 11, 2026 with Frontier Airlines, with prices starting at $73.
  • You can land at any one of the following hubs in Chicago, with Philadelphia International Airport to Chicago O'Hare International Airport (PHL-ORD) is by far the most common option on this route: Chicago O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Philadelphia is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.