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$50 Find cheap flights from Pennsylvania to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 7/4. 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
sáb 6/22
sáb 6/29

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In the last 7 days travelers have searched 43,800,826 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$50
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Philadelphia to Chicago Midway Airport

FAQs for booking Pennsylvania to Chicago Midway Airport flights

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

    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 Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport 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 Midway Airport?

    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 Midway Airport 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 Midway Airport?

    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 Midway Airport 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 Midway Airport?

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

Nonstop departures

Pennsylvania to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to Pennsylvania

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book cheap flights from Pennsylvania to Chicago

Recent round-trip flight deals

6/19qua
nonstopFrontier
2h 11mPHL-MDW
6/26qua
nonstopFrontier
2h 01mMDW-PHL
$68
6/18ter
nonstopFrontier
2h 12mPHL-MDW
6/22sáb
nonstopFrontier
2h 01mMDW-PHL
$71
11/15sex
1 stopDelta
4h 34mPIT-MDW
11/18seg
1 stopDelta
7h 19mMDW-PIT
$177
9/10ter
1 stopDelta
5h 58mEWR-MDW
9/14sáb
1 stopDelta
5h 14mMDW-EWR
$188
6/10seg
nonstopSouthwest
2h 00mDCA-MDW
6/14sex
nonstopSouthwest
1h 50mMDW-DCA
$232
6/5qua
nonstopSouthwest
2h 20mLGA-MDW
6/7sex
1 stopSouthwest
8h 25mMDW-LGA
$243
6/21sex
1 stopAllegiant Air
10h 23mEWR-MDW
6/24seg
1 stopAllegiant Air
11h 57mMDW-EWR
$253
6/21sex
1 stopAllegiant Air
10h 23mEWR-MDW
6/24seg
1 stopAllegiant Air
11h 57mMDW-EWR
$255
6/7sex
1 stop
9h 49mEWR-MDW
6/10seg
2 stops
10h 39mMDW-EWR
$290
7/11qui
3 stops
19h 37mEWR-MDW
7/15seg
1 stop
11h 58mMDW-EWR
$326

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Recent one-way flight deals

7/4qui
nonstopFrontier
2h 14mPHL-MDW
$50
6/10seg
nonstopFrontier
2h 11mPHL-MDW
$51
6/5qua
1 stopDelta
4h 06mEWR-MDW
$88
5/29qua
1 stopDelta
7h 37mPHL-MDW
$88
6/7sex
1 stopAllegiant Air
9h 49mEWR-MDW
$111
6/7sex
1 stopAllegiant Air
9h 49mEWR-MDW
$114
6/13qui
nonstopSouthwest
2h 25mLGA-MDW
$122
6/13qui
1 stopSouthwest
9h 50mLGA-MDW
$131
6/15sáb
2 stops
27h 22mLGA-MDW
$160
6/3seg
2 stops
15h 13mPIT-MDW
$178

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Last minute flights from Pennsylvania to Midway

Last minute flight, train and bus deals

5/25sáb
nonstopFrontier
2h 16mPHL-MDW
6/1sáb
nonstopFrontier
2h 01mMDW-PHL
$115
5/25sáb
nonstopFrontier
2h 16mPHL-MDW
5/29qua
nonstopFrontier
2h 03mMDW-PHL
$116
5/28ter
multi-stopDelta
7h 37mPHL-MDW
6/1sáb
multi-stopDelta
4h 17mMDW-PHL
$188
5/27seg
multi-stopDelta
4h 10mPHL-MDW
5/30qui
multi-stopDelta
3h 40mMDW-PHL
$233
5/28ter
nonstopSouthwest
2h 30mLGA-MDW
5/30qui
nonstopSouthwest
2h 05mMDW-LGA
$244
5/28ter
multi-stopSouthwest
9h 15mLGA-MDW
5/30qui
nonstopSouthwest
2h 05mMDW-LGA
$253
5/26dom
multi-stopAllegiant Air
22h 49mEWR-MDW
5/31sex
multi-stopAllegiant Air
19h 43mMDW-EWR
$322
5/26dom
multi-stopAllegiant Air
22h 49mEWR-MDW
5/30qui
multi-stopAllegiant Air
20h 13mMDW-EWR
$407
5/26dom
multi-stop
22h 49mEWR-MDW
5/30qui
multi-stop
35h 15mMDW-EWR
$416
5/23qui
multi-stop
22h 49mEWR-MDW
5/30qui
multi-stop
35h 15mMDW-EWR
$566

Search by stops

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Search by price