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$35 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 6/18. 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
wo 7/3
wo 7/10

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In the last 7 days travelers have searched 41,909,192 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

May

Cheapest flight

$35
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

8/28wo
nonstopSpirit Airlines
2h 39mLGA-ORD
9/4wo
nonstopSpirit Airlines
2h 09mORD-LGA
$52
6/25di
nonstopSpirit Airlines
2h 38mLGA-ORD
6/26wo
nonstopSpirit Airlines
2h 18mORD-LGA
$54
6/12wo
nonstopFrontier
2h 21mPHL-ORD
6/18di
nonstopFrontier
2h 02mORD-PHL
$58
6/15za
nonstopFrontier
2h 21mPHL-ORD
6/25di
nonstopFrontier
2h 02mORD-PHL
$61
9/10di
1 stop
11h 15mPHL-ORD
9/14za
nonstop
2h 03mORD-PHL
$74
6/12wo
1 stop
11h 18mPHL-ORD
6/18di
nonstop
2h 02mORD-PHL
$82
10/5za
nonstopAmerican Airlines
2h 24mPHL-ORD
10/12za
nonstopAmerican Airlines
1h 57mORD-PHL
$117
6/26wo
nonstopAmerican Airlines
2h 23mPHL-ORD
7/3wo
nonstopAmerican Airlines
1h 58mORD-PHL
$124
7/16di
nonstopJetBlue
2h 43mJFK-ORD
7/17wo
nonstopJetBlue
2h 25mORD-JFK
$127
7/9di
nonstopJetBlue
2h 53mJFK-ORD
7/11do
nonstopJetBlue
2h 25mORD-JFK
$148

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Recent one-way flight deals

6/18di
nonstopSpirit Airlines
2h 38mLGA-ORD
$35
6/11di
1 stopSpirit Airlines
11h 25mLGA-ORD
$38
8/3za
nonstopFrontier
2h 21mPHL-ORD
$39
7/27za
nonstopFrontier
2h 21mPHL-ORD
$40
8/21wo
nonstopJetBlue
2h 53mJFK-ORD
$64
8/17za
nonstopAmerican Airlines
2h 41mLGA-ORD
$64
7/30di
nonstopJetBlue
2h 43mJFK-ORD
$65
6/19wo
nonstopAmerican Airlines
2h 23mPHL-ORD
$66
9/4wo
nonstopDelta
3h 02mJFK-ORD
$69
9/3di
nonstopDelta
2h 52mLGA-ORD
$69

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Last minute flights from Pennsylvania to Chicago

Last minute flight, train and bus deals

6/4di
nonstopFrontier
2h 22mPHL-ORD
6/11di
nonstopFrontier
2h 02mORD-PHL
$88
6/6do
nonstopFrontier
2h 21mPHL-ORD
6/12wo
nonstopFrontier
2h 02mORD-PHL
$102
6/4di
nonstop
2h 22mPHL-ORD
6/11di
multi-stop
9h 29mORD-PHL
$111
6/6do
nonstop
2h 21mPHL-ORD
6/11di
multi-stop
9h 29mORD-PHL
$119
6/8za
multi-stopSpirit Airlines
15h 58mEWR-ORD
6/11di
multi-stopSpirit Airlines
18h 50mORD-EWR
$153
6/7vr
multi-stopSpirit Airlines
15h 45mEWR-ORD
6/12wo
multi-stopSpirit Airlines
26h 15mORD-EWR
$169
6/5wo
nonstopAmerican Airlines
2h 32mPHL-ORD
6/12wo
nonstopAmerican Airlines
1h 58mORD-PHL
$202
6/8za
nonstopAmerican Airlines
2h 51mJFK-ORD
6/11di
nonstopAmerican Airlines
2h 26mORD-JFK
$207
6/5wo
multi-stopUnited Airlines
5h 11mPHL-ORD
6/9zo
multi-stopUnited Airlines
5h 43mORD-PHL
$245
6/7vr
multi-stopUnited Airlines
6h 20mPHL-ORD
6/9zo
multi-stopUnited Airlines
5h 43mORD-PHL
$270

Search by stops

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