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$46 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 6/25. 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
Thu 7/11
Thu 7/18

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In the last 7 days travelers have searched 44,212,782 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$46
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 2% lower on average.
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, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights

Nonstop returns

Chicago Midway to Pennsylvania

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights
See more direct flights

Book cheap flights from Pennsylvania to Chicago

Recent round-trip flight deals

8/16Fri
nonstopFrontier
2h 13mPHL-MDW
8/17Sat
nonstopFrontier
2h 13mMDW-PHL
$68
8/22Thu
nonstopFrontier
2h 13mPHL-MDW
8/24Sat
nonstopFrontier
2h 13mMDW-PHL
$69
9/28Sat
1 stopDelta
8h 11mEWR-MDW
10/8Tue
1 stopDelta
5h 17mMDW-EWR
$156
7/1Mon
1 stopDelta
3h 34mPIT-MDW
7/2Tue
1 stopDelta
4h 11mMDW-PIT
$156
7/11Thu
nonstopSouthwest
2h 05mPHL-MDW
7/12Fri
1 stopSouthwest
4h 55mMDW-PHL
$209
7/10Wed
nonstopSouthwest
2h 20mLGA-MDW
7/11Thu
nonstopSouthwest
2h 05mMDW-LGA
$232
7/14Sun
1 stopAllegiant Air
27h 29mEWR-MDW
7/15Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$246
6/21Fri
1 stopAllegiant Air
10h 23mEWR-MDW
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$278
7/14Sun
1 stop
27h 29mEWR-MDW
7/15Mon
3 stops
25h 03mMDW-EWR
$310
6/21Fri
1 stop
10h 23mEWR-MDW
6/24Mon
2 stops
26h 26mMDW-EWR
$330

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Recent one-way flight deals

6/25Tue
nonstopFrontier
2h 12mPHL-MDW
$46
9/10Tue
1 stopFrontier
5h 29mLGA-MDW
$47
8/24Sat
1 stopFrontier
6h 32mLGA-MDW
$48
11/20Wed
1 stopDelta
5h 04mEWR-MDW
$78
7/1Mon
1 stopDelta
3h 34mPIT-MDW
$78
8/9Fri
1 stopAllegiant Air
9h 45mEWR-MDW
$111
8/9Fri
1 stopAllegiant Air
9h 45mEWR-MDW
$112
9/9Mon
3 stopsSouthwest
11h 15mLGA-MDW
$142
8/15Thu
2 stops
19h 00mEWR-MDW
$167
8/12Mon
2 stops
12h 56mPIT-MDW
$175

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Search by price

Last minute flights from Pennsylvania to Midway

Last minute flight, train and bus deals

6/15Sat
nonstopFrontier
2h 17mPHL-MDW
6/18Tue
nonstopFrontier
2h 02mMDW-PHL
$118
6/14Fri
nonstopFrontier
2h 11mPHL-MDW
6/21Fri
nonstopFrontier
2h 01mMDW-PHL
$124
6/14Fri
multi-stopFrontier
7h 15mPHL-MDW
6/18Tue
nonstopFrontier
2h 02mMDW-PHL
$126
6/14Fri
nonstopCitizenPlane
2h 11mPHL-MDW
6/16Sun
nonstopCitizenPlane
2h 01mMDW-PHL
$163
6/15Sat
multi-stopDelta
5h 36mPHL-MDW
6/25Tue
multi-stopDelta
5h 04mMDW-PHL
$253
6/16Sun
multi-stopDelta
3h 48mPHL-MDW
7/16Tue
multi-stopDelta
5h 57mMDW-PHL
$268
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
7/1Mon
multi-stopAllegiant Air
11h 57mMDW-EWR
$301
6/16Sun
nonstopSouthwest
2h 25mLGA-MDW
6/19Wed
nonstopSouthwest
2h 10mMDW-LGA
$304
6/16Sun
multi-stopSouthwest
11h 50mLGA-MDW
6/19Wed
nonstopSouthwest
2h 05mMDW-LGA
$313
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
6/24Mon
multi-stopAllegiant Air
11h 57mMDW-EWR
$316

Search by stops

Search by airline

Search by price