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$49 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 7/11. 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
Fri 6/21
Fri 6/28

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In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$49
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 6% 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

6/25Tue
nonstopFrontier
2h 12mPHL-MDW
6/26Wed
nonstopFrontier
2h 01mMDW-PHL
$66
6/1Sat
nonstopFrontier
2h 16mPHL-MDW
6/4Tue
nonstopFrontier
2h 03mMDW-PHL
$67
11/15Fri
1 stopDelta
4h 34mPIT-MDW
11/18Mon
1 stopDelta
7h 19mMDW-PIT
$177
9/10Tue
1 stopDelta
5h 58mEWR-MDW
9/14Sat
1 stopDelta
7h 34mMDW-EWR
$188
6/18Tue
nonstopSouthwest
2h 35mLGA-MDW
6/19Wed
nonstopSouthwest
2h 05mMDW-LGA
$228
6/10Mon
nonstopSouthwest
2h 05mPHL-MDW
6/13Thu
nonstopSouthwest
1h 55mMDW-PHL
$234
6/7Fri
1 stopAllegiant Air
9h 49mEWR-MDW
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$243
6/21Fri
1 stopAllegiant Air
10h 23mEWR-MDW
6/28Fri
1 stopAllegiant Air
10h 57mMDW-EWR
$252
6/7Fri
1 stop
9h 49mEWR-MDW
6/10Mon
2 stops
10h 39mMDW-EWR
$319
6/21Fri
1 stop
10h 23mEWR-MDW
6/24Mon
3 stops
23h 53mMDW-EWR
$334

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Recent one-way flight deals

7/11Thu
nonstopFrontier
2h 17mPHL-MDW
$49
5/30Thu
nonstopFrontier
2h 16mPHL-MDW
$50
5/29Wed
1 stopDelta
7h 37mPHL-MDW
$88
8/27Tue
1 stopDelta
5h 03mEWR-MDW
$94
6/2Sun
1 stopAllegiant Air
26h 37mEWR-MDW
$115
5/28Tue
nonstopSouthwest
2h 25mLGA-MDW
$122
6/7Fri
1 stopAllegiant Air
9h 49mEWR-MDW
$124
5/28Tue
1 stopSouthwest
5h 10mLGA-MDW
$131
6/10Mon
2 stops
13h 54mPIT-MDW
$178
6/10Mon
2 stops
12h 44mPIT-MDW
$181

Search by stops

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Search by price

Last minute flights from Pennsylvania to Midway

Last minute flight, train and bus deals

5/25Sat
nonstopFrontier
2h 16mPHL-MDW
6/1Sat
nonstopFrontier
2h 01mMDW-PHL
$116
5/25Sat
nonstopFrontier
2h 16mPHL-MDW
5/29Wed
nonstopFrontier
2h 03mMDW-PHL
$119
5/27Mon
multi-stopDelta
4h 10mPHL-MDW
5/28Tue
multi-stopDelta
4h 17mMDW-PHL
$233
5/24Fri
multi-stopDelta
7h 37mPHL-MDW
5/28Tue
multi-stopDelta
4h 17mMDW-PHL
$258
5/26Sun
multi-stopAllegiant Air
22h 49mEWR-MDW
5/31Fri
multi-stopAllegiant Air
19h 43mMDW-EWR
$315
5/26Sun
multi-stopAllegiant Air
22h 49mEWR-MDW
5/31Fri
multi-stopAllegiant Air
19h 43mMDW-EWR
$322
5/26Sun
multi-stop
22h 49mEWR-MDW
5/31Fri
multi-stop
16h 39mMDW-EWR
$362
5/26Sun
multi-stop
22h 49mEWR-MDW
5/30Thu
multi-stop
35h 15mMDW-EWR
$398
5/23Thu
nonstopSouthwest
2h 25mLGA-MDW
5/27Mon
nonstopSouthwest
2h 05mMDW-LGA
$454
5/23Thu
multi-stopSouthwest
7h 50mLGA-MDW
5/27Mon
nonstopSouthwest
2h 05mMDW-LGA
$463

Search by stops

Search by airline

Search by price