MDW

$69 Find Cheap Flights from Pennsylvania to Chicago Midway Airport - Compare and Save

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 8/24. 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
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Pennsylvania to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pennsylvania to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pennsylvania to Midway

Thu, Aug 27 - Thu, Sep 3
Frontier Logo
4:45 pm - 10:47 pm
PHL
-
MDW
7h 02m
1 stop
Frontier Logo
11:50 am - 10:33 pm
MDW
-
PHL
9h 43m
1 stop
$180Frontier
Sat, Oct 17 - Mon, Oct 26
Delta Logo
6:30 am - 11:47 am
PIT
-
MDW
6h 17m
1 stop
Delta Logo
12:27 pm - 6:05 pm
MDW
-
PIT
4h 38m
1 stop
$188Delta
Wed, Sep 23 - Mon, Sep 28
Delta Logo
11:35 am - 6:19 pm
PIT
-
MDW
7h 44m
1 stop
Delta Logo
7:01 pm - 11:58 pm
MDW
-
PIT
3h 57m
1 stop
$188Delta
Sat, Sep 12 - Thu, Sep 17
Delta Logo
5:40 pm - 10:44 pm
PIT
-
MDW
6h 04m
1 stop
Delta Logo
1:19 pm - 6:58 pm
MDW
-
PIT
4h 39m
1 stop
$193Delta
Sat, Sep 12 - Fri, Sep 18
Frontier Logo
7:50 am - 5:51 pm
IAD
-
MDW
11h 01m
1 stop
Frontier Logo
6:25 am - 5:18 pm
MDW
-
IAD
9h 53m
1 stop
$200Frontier
Fri, Aug 28 - Sat, Aug 29
Frontier Logo
6:20 am - 10:55 am
IAD
-
MDW
5h 35m
1 stop
Frontier Logo
6:05 am - 5:14 pm
MDW
-
IAD
10h 09m
1 stop
$200Frontier
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
3:15 pm - 6:55 pm
DCA
-
MDW
4h 40m
1 stop
Southwest Logo
8:15 am - 2:55 pm
MDW
-
DCA
5h 40m
1 stop
$202Southwest
Mon, Aug 24 - Wed, Aug 26
Southwest Logo
1:00 pm - 5:50 pm
DCA
-
MDW
5h 50m
2 stops
Southwest Logo
8:50 am - 3:00 pm
MDW
-
DCA
5h 10m
1 stop
$202Southwest
Tue, Sep 22 - Fri, Oct 2
Multiple Airlines Logo
11:35 am - 5:46 pm
EWR
-
MDW
7h 11m
1 stop
Multiple Airlines Logo
9:24 pm - 11:05 am
MDW
-
EWR
12h 41m
1 stop
$258Multiple Airlines
Thu, Sep 24 - Fri, Oct 2
Multiple Airlines Logo
11:35 am - 5:46 pm
EWR
-
MDW
7h 11m
1 stop
Multiple Airlines Logo
9:24 pm - 11:05 am
MDW
-
EWR
12h 41m
1 stop
$262Multiple Airlines
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Good to know

Low season

January

Cheapest flight

$69
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Pittsburgh 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.

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)