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Find cheap flights from Pennsylvania to Chicago from $35

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
sön 6/2
sön 6/9

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In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$35
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Philadelphia to Chicago O'Hare Airport

FAQs for booking flights from Pennsylvania to Chicago

  • How does KAYAK find such low prices on flights from Pennsylvania to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pennsylvania to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pennsylvania to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Pennsylvania is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pennsylvania to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Pennsylvania with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pennsylvania to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Pennsylvania up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Pennsylvania to Chicago?

Find which airlines fly direct from Pennsylvania to Chicago, which days they fly and book direct flights.

Nonstop departures

Pennsylvania to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Pennsylvania

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Pennsylvania to Chicago

Recent round-trip flight deals

9/14lör
nonstopFrontier
2h 24mPHL-ORD
9/17tis
nonstopFrontier
2h 03mORD-PHL
$61
5/13mån
nonstopFrontier
2h 17mPHL-MDW
5/21tis
nonstopFrontier
2h 03mMDW-PHL
$61
5/21tis
nonstop
2h 22mPHL-ORD
5/21tis
1 stop
13h 20mORD-PHL
$63
5/15ons
1 stop
12h 25mPHL-ORD
5/22ons
nonstop
2h 03mORD-PHL
$65
5/15ons
1 stopSpirit Airlines
13h 37mPHL-ORD
5/22ons
1 stopSpirit Airlines
9h 17mORD-PHL
$72
5/29ons
1 stopSpirit Airlines
8h 12mPHL-ORD
6/5ons
1 stopSpirit Airlines
6h 35mORD-PHL
$75
5/29ons
nonstopAmerican Airlines
1h 38mPIT-ORD
5/29ons
nonstopAmerican Airlines
1h 29mORD-PIT
$97
8/6tis
nonstopAmerican Airlines
1h 39mPIT-ORD
8/10lör
nonstopAmerican Airlines
1h 30mORD-PIT
$107
5/29ons
1 stopUnited Airlines
4h 25mPIT-ORD
5/30tors
nonstopUnited Airlines
1h 36mORD-PIT
$146
5/26sön
nonstopUnited Airlines
1h 39mPIT-ORD
5/28tis
nonstopUnited Airlines
1h 39mORD-PIT
$157

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Recent one-way flight deals

5/14tis
1 stopSpirit Airlines
12h 25mPHL-ORD
$35
5/28tis
nonstopFrontier
2h 22mPHL-ORD
$36
7/2tis
nonstopAmerican Airlines
1h 40mPIT-ORD
$49
5/31fre
nonstopUnited Airlines
1h 39mPIT-ORD
$59
7/30tis
nonstopUnited Airlines
1h 46mPIT-ORD
$60
7/3ons
nonstopAmerican Airlines
2h 23mPHL-ORD
$65
7/31ons
1 stopDelta
7h 25mPIT-ORD
$78
5/26sön
1 stopDelta
3h 51mPHL-MDW
$88
7/4tors
1 stopSun Country Air
6h 36mPHL-ORD
$96
7/18tors
1 stopSun Country Air
6h 29mPIT-ORD
$143

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Search by airline

Search by price

Last minute flights from Pennsylvania to Chicago

Last minute flight, train and bus deals

5/8ons
multi-stopSpirit Airlines
7h 05mPHL-ORD
5/14tis
multi-stopSpirit Airlines
9h 39mORD-PHL
$93
5/8ons
nonstopFrontier
2h 17mPHL-MDW
5/11lör
nonstopFrontier
2h 01mMDW-PHL
$96
5/8ons
multi-stop
7h 05mPHL-ORD
5/9tors
multi-stop
23h 58mORD-PHL
$142
5/8ons
nonstopAmerican Airlines
2h 27mPHL-ORD
5/11lör
nonstopAmerican Airlines
2h 04mORD-PHL
$159
5/7tis
multi-stop
26h 40mPHL-ORD
5/11lör
multi-stop
6h 32mORD-PHL
$195
5/8ons
multi-stopAmerican Airlines
5h 04mPHL-ORD
5/11lör
nonstopAmerican Airlines
2h 07mORD-PHL
$217
5/7tis
multi-stopUnited Airlines
5h 40mPHL-ORD
5/9tors
nonstopUnited Airlines
2h 08mORD-PHL
$229
5/4lör
multi-stopDelta
3h 50mPHL-ORD
5/11lör
multi-stopDelta
7h 09mORD-PHL
$239
5/6mån
nonstopUnited Airlines
2h 25mPHL-ORD
5/9tors
nonstopUnited Airlines
2h 03mORD-PHL
$278
5/4lör
multi-stopDelta
5h 25mPHL-ORD
5/6mån
multi-stopDelta
4h 47mORD-PHL
$299

Search by stops

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Flights to Chicago

Return flight deals:

Chicago - Pennsylvania

Cabin classes:

$478
$746
$428
$48