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$33 Find cheap flights from Pennsylvania to Chicago

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 9/11. 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
Tue 7/2
Tue 7/9

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In the last 7 days travelers have searched 42,335,261 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

May

Cheapest flight

$33
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from New York LaGuardia Airport 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, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 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, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Pennsylvania to Chicago

Recent round-trip flight deals

6/12Wed
nonstopFrontier
2h 21mPHL-ORD
6/18Tue
nonstopFrontier
2h 02mORD-PHL
$58
6/15Sat
nonstopFrontier
2h 21mPHL-ORD
6/25Tue
nonstopFrontier
2h 02mORD-PHL
$61
9/10Tue
1 stop
11h 15mPHL-ORD
9/14Sat
nonstop
2h 03mORD-PHL
$74
6/12Wed
1 stop
11h 18mPHL-ORD
6/18Tue
nonstop
2h 02mORD-PHL
$82
6/18Tue
1 stopSpirit Airlines
11h 25mLGA-ORD
6/22Sat
nonstopSpirit Airlines
2h 18mORD-LGA
$109
6/10Mon
2 stopsSpirit Airlines
34h 28mLGA-ORD
6/18Tue
nonstopSpirit Airlines
2h 18mORD-LGA
$111
10/5Sat
nonstopAmerican Airlines
2h 24mPHL-ORD
10/12Sat
nonstopAmerican Airlines
1h 57mORD-PHL
$117
6/26Wed
nonstopAmerican Airlines
2h 23mPHL-ORD
7/3Wed
nonstopAmerican Airlines
1h 58mORD-PHL
$124
8/24Sat
nonstopJetBlue
2h 45mJFK-ORD
8/28Wed
nonstopJetBlue
2h 25mORD-JFK
$127
7/1Mon
nonstopJetBlue
2h 43mJFK-ORD
7/30Tue
nonstopJetBlue
2h 20mORD-JFK
$148

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Recent one-way flight deals

9/11Wed
1 stopSpirit Airlines
11h 18mLGA-ORD
$33
6/11Tue
nonstopFrontier
2h 21mPHL-ORD
$33
8/14Wed
nonstopUnited Airlines
2h 37mEWR-ORD
$60
8/14Wed
nonstopAmerican Airlines
2h 37mEWR-ORD
$61
6/25Tue
nonstopJetBlue
2h 43mJFK-ORD
$64
8/14Wed
nonstopDelta
2h 54mLGA-ORD
$64
6/19Wed
nonstopAmerican Airlines
2h 23mPHL-ORD
$66
7/2Tue
nonstopUnited Airlines
2h 37mEWR-ORD
$69
9/14Sat
nonstopDelta
2h 44mJFK-ORD
$69
8/19Mon
nonstopJetBlue
2h 45mJFK-ORD
$85

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Search by price

Last minute flights from Pennsylvania to Chicago

Last minute flight, train and bus deals

6/4Tue
nonstopFrontier
2h 22mPHL-ORD
6/11Tue
nonstopFrontier
2h 02mORD-PHL
$88
6/5Wed
nonstopFrontier
2h 21mPHL-ORD
6/12Wed
nonstopFrontier
2h 02mORD-PHL
$91
6/4Tue
nonstop
2h 22mPHL-ORD
6/11Tue
multi-stop
24h 09mORD-PHL
$120
6/4Tue
nonstop
2h 22mPHL-ORD
6/18Tue
multi-stop
9h 29mORD-PHL
$135
6/7Fri
multi-stopSpirit Airlines
15h 45mEWR-ORD
6/11Tue
multi-stopSpirit Airlines
17h 25mORD-EWR
$165
6/7Fri
multi-stopSpirit Airlines
20h 21mEWR-ORD
6/14Fri
multi-stopSpirit Airlines
18h 58mORD-EWR
$167
6/7Fri
nonstopDelta
2h 50mLGA-ORD
6/11Tue
nonstopDelta
2h 19mORD-LGA
$207
6/7Fri
nonstopAmerican Airlines
2h 37mEWR-ORD
6/11Tue
nonstopAmerican Airlines
2h 11mORD-EWR
$217
6/3Mon
multi-stopDelta
6h 07mPHL-ORD
6/8Sat
multi-stopDelta
4h 24mORD-PHL
$233
6/7Fri
multi-stopAmerican Airlines
4h 56mJFK-ORD
6/14Fri
nonstopAmerican Airlines
2h 20mORD-JFK
$247

Search by stops

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Search by price