MDW

$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 10/14. 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

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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

Tue, Oct 14 - Thu, Oct 16
Southwest Logo
6:45 pm - 7:15 pmPIT-MDW
1h 30mnonstop
Southwest Logo
6:40 pm - 9:00 pmMDW-PIT
1h 20mnonstop
$97Southwest
Find Deal
Tue, Oct 14 - Thu, Oct 16
Southwest Logo
4:25 pm - 8:50 pmPIT-MDW
5h 25m1 stop
Southwest Logo
6:40 pm - 9:00 pmMDW-PIT
1h 20mnonstop
$107Southwest
Find Deal
Tue, Oct 14 - Thu, Oct 16
Southwest Logo
6:10 am - 2:25 pmPIT-MDW
9h 15m2 stops
Southwest Logo
6:40 pm - 9:00 pmMDW-PIT
1h 20mnonstop
$112Southwest
Find Deal
Fri, Oct 24 - Sun, Oct 26
Frontier Logo
9:48 pm - 11:03 pmPHL-MDW
2h 15mnonstop
Frontier Logo
8:25 am - 11:27 amMDW-PHL
2h 02mnonstop
$113Frontier
Find Deal
Wed, Oct 15 - Sat, Oct 18
Southwest Logo
6:45 pm - 7:15 pmPIT-MDW
1h 30mnonstop
Southwest Logo
6:30 am - 3:10 pmMDW-PIT
7h 40m1 stop
$113Southwest
Find Deal
Fri, Oct 31 - Fri, Nov 7
Frontier Logo
1:19 pm - 2:33 pmPHL-MDW
2h 14mnonstop
Frontier Logo
12:14 pm - 3:14 pmMDW-PHL
2h 00mnonstop
$114Frontier
Find Deal
Tue, Oct 7 - Tue, Oct 7
Delta Logo
7:05 am - 11:53 amEWR-MDW
5h 48m1 stop
Delta Logo
5:04 pm - 11:06 pmMDW-EWR
5h 02m1 stop
$177Delta
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Tue, Oct 28 - Wed, Oct 29
Delta Logo
6:00 am - 9:40 amPIT-MDW
4h 40m1 stop
Delta Logo
6:00 am - 12:43 pmMDW-PIT
5h 43m1 stop
$177Delta
Find Deal
Mon, Oct 27 - Tue, Nov 4
Multiple Airlines Logo
10:06 am - 11:20 pmEWR-MDW
14h 14m2 stops
Multiple Airlines Logo
6:26 pm - 9:30 pmMDW-EWR
2h 04mnonstop
$180Multiple Airlines
Find Deal
Mon, Oct 20 - Thu, Oct 30
Multiple Airlines Logo
10:06 am - 11:20 pmEWR-MDW
14h 14m2 stops
Multiple Airlines Logo
5:56 pm - 9:00 pmMDW-EWR
2h 04mnonstop
$182Multiple Airlines
Find Deal

Everything you should know

Cheapest round-trip
$97
Typical prices: $215-318
Southwest
Tue 10/14Thu 10/16
PIT - MDW • Non-stop
Cheapest one-way
$49
Typical prices: $112-199
Southwest
Tue 10/14
PIT - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 11% 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.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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