Cheap flights from Philadelphia to Chicago Midway Airport from $58
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Philadelphia to Chicago Midway Airport departing on 5/31. 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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Frontier flights from Philadelphia to Chicago Midway Airport
Our best Frontier deals on Philadelphia to Chicago Midway Airport flight tickets
Southwest flights from Philadelphia to Chicago Midway Airport
Our best Southwest deals on Philadelphia to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Philadelphia 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
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 Philadelphia, with most prices found around $122. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Philadelphia during the month August is also very affordable. Most momondo users find prices during this month for around $133.
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 Philadelphia. The lowest ticket price found for a Saturday departure recently was $147. 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 Philadelphia because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $222.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Philadelphia in the evening is the least expensive time of day to depart. momondo users have found prices as low as $127 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $251. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Philadelphia to Chicago Midway flight route?
Fly from Philadelphia to Chicago Midway for the best Philadelphia - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from Philadelphia when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $182 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Philadelphia for as low as $109 on momondo.
What cabin class options are available on Philadelphia to Chicago Midway flights?
There are 1 cabin classes available to choose from on Philadelphia 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 Philadelphia to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from Philadelphia 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 Philadelphia according to our data. Frontier is the first choice among our users, with 68% 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 Philadelphia to Chicago Midway Airport on average per day?
As of February 2025, 1 flights take off from Philadelphia and land in Chicago Midway Airport each day. The most common flight departure time for this route is 1:00PM, with 33% of daily flights taking off in the afternoon.
How many flights depart from Philadelphia to Chicago Midway Airport on average per week?
As of February 2025, 9 flights take off from Philadelphia and land in Chicago Midway Airport each week. The most common flight departure day for this route is Mon, with 33% of weekly flights taking off on this day.
When to book flights from Philadelphia to Chicago Midway Airport
Cheap Philadelphia to Chicago Midway Airport (PHL to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Chicago Midway Airport
How far is Philadelphia to Chicago Midway by plane?
The straight-line distance from Philadelphia to Chicago Midway is 668.8 mi. In terms of flight time, this usually takes a little over 2h 05m.
When did momondo last update prices for flights from Philadelphia Airport to Chicago Midway Airport?
Prices for flights from Philadelphia Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Philadelphia Airport to Chicago Midway Airport?
The number of operators available for flights from Philadelphia Airport to Chicago Midway Airport is 3 as of February 2025.
How old do you have to be to fly from Philadelphia Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Philadelphia Airport 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 Philadelphia to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Philadelphia to Chicago Midway Airport is Boeing 737-800 (19.49% of total bookings). The next most popular plane models are Airbus A320-100/200 (11.13%), Boeing 737-700 Passenger/BBJ1 (winglets) (10.24%), and Boeing 737 MAX 8 (9.83%).
What is the most popular airline from Philadelphia to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Philadelphia to Chicago Midway Airport is Frontier, representing 77% of all bookings. The subsequent popular airlines are Southwest at 20% and Delta at 3%.
Best airlines flying from Philadelphia to Chicago Midway Airport
Compare and see reviews for airlines that fly from Philadelphia to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $56 | Free Cancellation | Rating 6.0 3,337 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 8.1 4,369 reviews | |||
| PriceFrom $186 | Free Cancellation | Rating 8.0 8,149 reviews |
Southwest Flights From Philadelphia to Chicago Midway Airport
Southwest is one of the most popular airlines flying from Philadelphia to Chicago Midway Airport, operating 9 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago Midway Airport starts from $159 round-trip, up to an average price of $278. Our users have rated Southwest at 8.1/10.
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Why should I use momondo to find a flight deal from Philadelphia to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Philadelphia to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Philadelphia to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Philadelphia which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Philadelphia to Chicago?
Once all potential Philadelphia to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Philadelphia to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Philadelphia and alert you when they change.