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Find cheap flights from Pennsylvania to Chicago from $34

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 6/29. 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
Sun 6/9
Sun 6/16

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In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$34
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 6% 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

5/29Wed
nonstopFrontier
2h 13mPHL-MDW
6/1Sat
nonstopFrontier
2h 01mMDW-PHL
$55
5/22Wed
nonstopFrontier
2h 13mPHL-MDW
5/28Tue
nonstopFrontier
2h 03mMDW-PHL
$57
5/21Tue
1 stop
13h 30mPHL-ORD
5/22Wed
nonstop
2h 03mORD-PHL
$63
5/21Tue
nonstop
2h 22mPHL-ORD
5/21Tue
1 stop
13h 20mORD-PHL
$70
5/29Wed
1 stopSpirit Airlines
8h 12mPHL-ORD
6/4Tue
1 stopSpirit Airlines
13h 20mORD-PHL
$72
6/11Tue
nonstopAmerican Airlines
1h 40mPIT-ORD
6/18Tue
nonstopAmerican Airlines
1h 25mORD-PIT
$97
6/11Tue
nonstopAmerican Airlines
1h 40mPIT-ORD
6/18Tue
nonstopAmerican Airlines
1h 25mORD-PIT
$98
5/30Thu
1 stopSpirit Airlines
12h 04mPHL-ORD
6/4Tue
1 stopSpirit Airlines
9h 41mORD-PHL
$101
5/30Thu
1 stopSun Country Air
8h 28mPHL-ORD
6/6Thu
1 stopSun Country Air
15h 53mORD-PHL
$115
6/10Mon
1 stopSun Country Air
7h 53mPHL-ORD
6/19Wed
1 stopSun Country Air
14h 11mORD-PHL
$130

Search by stops

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Recent one-way flight deals

6/29Sat
nonstopFrontier
2h 21mPHL-ORD
$34
7/10Wed
nonstopFrontier
2h 13mPHL-MDW
$34
5/21Tue
1 stopSpirit Airlines
13h 30mPHL-ORD
$35
5/21Tue
1 stopSpirit Airlines
12h 03mPIT-ORD
$45
7/9Tue
nonstopUnited Airlines
1h 39mPIT-ORD
$49
6/1Sat
nonstopAmerican Airlines
1h 38mPIT-ORD
$59
6/6Thu
1 stopSun Country Air
6h 40mPHL-ORD
$61
6/19Wed
nonstopAmerican Airlines
2h 23mPHL-ORD
$66
7/9Tue
1 stopSun Country Air
7h 14mPHL-ORD
$81
5/27Mon
1 stopUnited Airlines
5h 35mPHL-ORD
$84

Search by stops

Search by airline

Search by price

Last minute flights from Pennsylvania to Chicago

Last minute flight, train and bus deals

5/14Tue
nonstopFrontier
2h 17mPHL-MDW
5/21Tue
nonstopFrontier
2h 03mMDW-PHL
$99
5/14Tue
nonstopFrontier
2h 17mPHL-MDW
5/18Sat
nonstopFrontier
2h 01mMDW-PHL
$103
5/15Wed
multi-stopSpirit Airlines
10h 37mPHL-ORD
5/21Tue
multi-stopSpirit Airlines
9h 39mORD-PHL
$159
5/15Wed
multi-stop
11h 06mPHL-ORD
5/22Wed
nonstop
2h 03mORD-PHL
$198
5/14Tue
nonstopAmerican Airlines
2h 23mPHL-ORD
5/21Tue
nonstopAmerican Airlines
1h 54mORD-PHL
$206
5/15Wed
multi-stopSpirit Airlines
10h 37mPHL-ORD
5/16Thu
multi-stopSpirit Airlines
11h 16mORD-PHL
$212
5/14Tue
multi-stopAmerican Airlines
4h 51mPHL-ORD
5/21Tue
nonstopAmerican Airlines
1h 57mORD-PHL
$214
5/15Wed
nonstopUnited Airlines
2h 25mPHL-ORD
5/16Thu
nonstopUnited Airlines
2h 03mORD-PHL
$220
5/14Tue
multi-stop
8h 29mPHL-ORD
5/21Tue
multi-stop
13h 20mORD-PHL
$226
5/15Wed
nonstopUnited Airlines
2h 25mPHL-ORD
5/17Fri
nonstopUnited Airlines
2h 03mORD-PHL
$238

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Pennsylvania

Cabin classes:

$478
$795
$428
$48