Cheap flights from Pennsylvania to Chicago Midway Airport from $37
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pennsylvania to Chicago Midway Airport departing on 3/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from Pennsylvania to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Pennsylvania to Chicago.
Cheap last minute flights
Planning a quick getaway from Pennsylvania to Chicago? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.
Cheap bus & train deals from Pennsylvania to Chicago
Find recent round-trip train or bus tickets from Pennsylvania to Chicago.
All round-trip flight deals to Chicago
The cheapest plane tickets to Chicago found on KAYAK recently.
Frontier flights from Pennsylvania to Chicago Midway Airport
Our best Frontier deals on Pennsylvania to Chicago Midway Airport flight tickets
Frontier![Frontier]()
Feb 5![Frontier]()
Feb 12
IAD1:17 pmWashington, D.C. Dulles Intl
6h 49m
1 stop
MDW7:06 pmChicago Midway
MDW8:12 amChicago Midway
5h 27m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl
Frontier![Frontier]()
Feb 4![Frontier]()
Feb 12
LGA10:59 amNew York LaGuardia
6h 17m
1 stop
MDW4:16 pmChicago Midway
MDW8:12 amChicago Midway
5h 48m
1 stop
LGA3:00 pmNew York LaGuardia
Southwest flights from Pennsylvania to Chicago Midway Airport
Our best Southwest deals on Pennsylvania to Chicago Midway Airport flight tickets
Southwest![Southwest]()
Jan 23![Southwest]()
Jan 27
LGA9:35 pmNew York LaGuardia
2h 30m
MDW11:05 pmChicago Midway
MDW6:00 amChicago Midway
2h 10m
LGA9:10 amNew York LaGuardia
Southwest![Southwest]()
Mar 6![Southwest]()
Mar 7
LGA6:30 amNew York LaGuardia
2h 25m
MDW7:55 amChicago Midway
MDW8:00 pmChicago Midway
2h 00m
LGA11:00 pmNew York LaGuardia
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How to get the cheapest flight ticket from Pennsylvania to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
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Other information
What is the cheapest month to fly to Chicago Midway Airport?
The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Pennsylvania, with most prices found around $104. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Pennsylvania during the month August is also very affordable. Most momondo users find prices during this month for around $132.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Pennsylvania. The lowest ticket price found for a Saturday departure recently was $109. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Pennsylvania because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $186.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Pennsylvania in the evening is the least expensive time of day to depart. momondo users have found prices as low as $134 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $179. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Pennsylvania to Chicago Midway flight route?
Fly from Philadelphia to Chicago Midway for the best Pennsylvania - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
We recommend purchasing flights from Pennsylvania to Chicago Midway Airport 46 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $172. In the past 72 hours, momondo users found flights from Pennsylvania to Chicago Midway Airport for as low as $48.
What cabin class options are available on Pennsylvania to Chicago Midway flights?
There are 1 cabin classes available to choose from on Pennsylvania to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Pennsylvania to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from Pennsylvania to Chicago Midway
What airlines fly to Chicago Midway Airport?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Pennsylvania according to our data. Frontier is the first choice among our users, with 72% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 5 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Pennsylvania to Chicago Midway Airport on average per day?
As of January 2025, 13 flights take off from Pennsylvania and land in Chicago Midway Airport each day. The most common flight departure time for this route is 8:00PM, with 36% of daily flights taking off in the afternoon.
How many flights depart from Pennsylvania to Chicago Midway Airport on average per week?
96 flights are operational weekly from Pennsylvania to Chicago Midway Airport as of January 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.
Cheap Pennsylvania to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Pennsylvania to Chicago Midway Airport
When did momondo last update prices for flights from Pennsylvania to Chicago Midway Airport?
Prices for flights from Pennsylvania to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from Pennsylvania to Chicago Midway Airport?
As of January 2025, there are 6 operators available to choose from for flights from Pennsylvania to Chicago Midway Airport.
How old do you have to be to fly from Pennsylvania to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Pennsylvania to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Pennsylvania to Chicago Midway Airport?
Based on momondo bookings for flights between Pennsylvania and Chicago Midway Airport, the leading plane model is Boeing 737-800, making up 16.00% of the total bookings. Other popular models include Airbus A320-100/200 with 12.23%, Airbus A320neo with 10.92%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 9.33%.
Best airlines flying from Pennsylvania to Chicago Midway Airport
Compare and see reviews for airlines that fly from Pennsylvania to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $55 | Free Cancellation | Rating 6.0 3,428 reviews | |||
| PriceFrom $150 | Free Cancellation | Rating 8.1 4,650 reviews | |||
| PriceFrom $155 | Free Cancellation | Rating 8.0 8,501 reviews | |||
| PriceFrom $193 | Free Cancellation | Rating 7.4 8,942 reviews | |||
| PriceFrom $199 | Free Cancellation | Rating 7.2 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Pennsylvania to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pennsylvania to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Pennsylvania to Chicago with flexible booking policies on momondo?
All flight searches from Pennsylvania to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Pennsylvania to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Pennsylvania to Chicago.
I’m not ready to book a flight from Pennsylvania to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Pennsylvania are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.
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