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Find cheap flights from Pennsylvania to Chicago Midway Airport from $43

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 6/27. 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
dim. 6/9
dim. 6/16

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In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$43
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 16% 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, 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

6/11mar.
nonstopFrontier
2h 12mPHL-MDW
6/18mar.
nonstopFrontier
2h 02mMDW-PHL
$62
5/25sam.
nonstopFrontier
2h 16mPHL-MDW
5/28mar.
nonstopFrontier
2h 03mMDW-PHL
$63
6/11mar.
nonstopFrontier
2h 12mPHL-MDW
6/15sam.
nonstopFrontier
2h 01mMDW-PHL
$64
6/3lun.
nonstopFrontier
2h 21mPHL-MDW
6/5mer.
nonstopFrontier
2h 01mMDW-PHL
$65
6/10lun.
1 stopDelta
8h 05mPHL-MDW
6/12mer.
1 stopDelta
4h 24mMDW-PHL
$173
6/12mer.
1 stopDelta
5h 36mPHL-MDW
6/17lun.
1 stopDelta
4h 24mMDW-PHL
$176
6/12mer.
nonstopSouthwest
2h 05mPHL-MDW
6/16dim.
1 stopSouthwest
13h 25mMDW-PHL
$209
6/11mar.
nonstopSouthwest
2h 05mPHL-MDW
6/16dim.
nonstopSouthwest
1h 55mMDW-PHL
$217
5/30jeu.
1 stop
4h 01mPIT-MDW
6/3lun.
2 stops
12h 31mMDW-PIT
$291
6/14ven.
2 stops
13h 18mPIT-MDW
6/23dim.
3 stops
27h 12mMDW-PIT
$587

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Recent one-way flight deals

6/27jeu.
nonstopFrontier
2h 14mPHL-MDW
$43
7/12ven.
nonstopFrontier
2h 13mPHL-MDW
$44
7/7dim.
nonstopFrontier
2h 13mPHL-MDW
$46
6/23dim.
nonstopFrontier
2h 14mPHL-MDW
$47
7/1lun.
1 stopDelta
3h 34mPIT-MDW
$78
5/29mer.
1 stopDelta
7h 37mPHL-MDW
$88
6/1sam.
1 stopAllegiant Air
28h 02mPIT-MDW
$162
6/3lun.
2 stops
14h 12mPHL-MDW
$166
5/26dim.
2 stops
27h 34mPHL-MDW
$167
5/16jeu.
1 stopAllegiant Air
7h 35mMDT-MDW
$198

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Last minute flights from Pennsylvania to Midway

Last minute flight, train and bus deals

5/14mar.
nonstopFrontier
2h 17mPHL-MDW
5/21mar.
nonstopFrontier
2h 03mMDW-PHL
$99
5/14mar.
nonstopFrontier
2h 17mPHL-MDW
5/18sam.
nonstopFrontier
2h 01mMDW-PHL
$103
5/13lun.
nonstopFrontier
2h 17mPHL-MDW
5/18sam.
nonstopFrontier
2h 01mMDW-PHL
$104
5/15mer.
nonstopFrontier
2h 17mPHL-MDW
5/18sam.
nonstopFrontier
2h 01mMDW-PHL
$108
5/14mar.
multi-stopDelta
4h 06mPHL-MDW
5/18sam.
multi-stopDelta
4h 17mMDW-PHL
$239
5/15mer.
multi-stopDelta
5h 06mPHL-MDW
5/18sam.
multi-stopDelta
4h 17mMDW-PHL
$288
5/14mar.
nonstopSouthwest
2h 05mPHL-MDW
5/15mer.
nonstopSouthwest
1h 50mMDW-PHL
$307
5/14mar.
nonstopSouthwest
2h 10mPHL-MDW
5/15mer.
multi-stopSouthwest
4h 40mMDW-PHL
$311
5/12dim.
multi-stop
26h 08mPHL-MDW
5/13lun.
multi-stop
34h 19mMDW-PHL
$841
5/12dim.
multi-stop
19h 44mPHL-MDW
5/13lun.
multi-stop
34h 19mMDW-PHL
$883

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