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PHL - MDW

$42 Find cheap flights from Philadelphia 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 from Philadelphia to Midway departing on 6/12. 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
Sat 6/8
Sat 6/15

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Cheap flight deals from Philadelphia to Midway (PHL-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Philadelphia 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 and deals for you by selecting your travel dates.
Choose your dates
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
3:04 pm - 6:07 pmMDW-PHL
2h 03mnonstop
$43Frontier
Find Deal
Tue, May 21 - Wed, May 22
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
3:04 pm - 6:07 pmMDW-PHL
2h 03mnonstop
$46Frontier
Find Deal
Tue, May 21 - Wed, May 22
12:56 pm - 2:09 pmPHL-MDW
2h 13mnonstop
2:29 pm - 5:30 pmMDW-PHL
2h 01mnonstop
$55Frontier
Find Deal
Wed, May 29 - Wed, Jun 5
5:20 pm - 6:33 pmPHL-MDW
2h 13mnonstop
10:16 am - 1:19 pmMDW-PHL
2h 03mnonstop
$57Frontier
Find Deal
Mon, May 20 - Tue, May 21
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
2:29 pm - 5:30 pmMDW-PHL
2h 01mnonstop
$58Frontier
Find Deal
Tue, Jun 4 - Wed, Jun 12
9:38 am - 10:55 amPHL-MDW
2h 17mnonstop
2:29 pm - 5:30 pmMDW-PHL
2h 01mnonstop
$59Frontier
Find Deal
Sat, Jun 8 - Wed, Jun 12
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
10:16 am - 1:19 pmMDW-PHL
2h 03mnonstop
$60Frontier
Find Deal
Tue, May 21 - Tue, May 28
6:00 pm - 7:13 pmPHL-MDW
2h 13mnonstop
7:59 pm - 11:12 pmMDW-PHL
2h 13mnonstop
$61Frontier
Find Deal
Wed, Aug 14 - Tue, Aug 20
5:30 am - 9:51 amPHL-MDW
5h 21m1 stop
9:34 am - 4:34 pmMDW-PHL
6h 00m1 stop
$176Delta
Find Deal
Sat, Jun 8 - Tue, Jun 11
6:00 am - 9:06 amPHL-MDW
4h 06m1 stop
9:34 am - 4:34 pmMDW-PHL
6h 00m1 stop
$178Delta
Find Deal
Thu, Jun 6 - Tue, Jun 11

Flights from Philadelphia to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Philadelphia to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Philadelphia to Chicago Midway Airport?

The average price of all flights from Philadelphia to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Philadelphia to Chicago Midway Airport, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Thursday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Philadelphia to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Philadelphia to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Philadelphia to Chicago Midway Airport is May, where tickets cost $136 on average. On the other hand, the most expensive months are February and January, where the average cost of tickets is $283 and $261 respectively.

How far in advance should I book a flight from Philadelphia to Chicago Midway Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Philadelphia to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Philadelphia to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 49 days before departure.

Which airlines provide the cheapest flights from Philadelphia to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Philadelphia to Chicago Midway Airport were found on Frontier ($43) and Delta ($176). Frontier proposed the cheapest one-way flight at $42.

Which airlines fly non-stop between Philadelphia and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Philadelphia to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Philadelphia to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $55. On average, the best prices for this route can be found at Frontier.

How many flights are there between Philadelphia and Chicago Midway Airport per day?

Each day, there are between 6 and 11 nonstop flights that take off from Philadelphia and land in Chicago Midway Airport, with an average flight time of 2h 09m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 64 flights. The most frequent day of departure is Sunday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Philadelphia and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Philadelphia to Chicago Midway Airport take?

The duration of a nonstop flight to Chicago Midway Airport from Philadelphia is typically 2h 05m. The journey crosses a distance of 666 miles.

What’s the earliest departure time from Philadelphia to Chicago Midway Airport?

Early birds can take the earliest flight from Philadelphia at 5:30 am and will be landing in Chicago Midway Airport at 6:35 am.

What’s the latest departure time from Philadelphia to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Philadelphia to Chicago Midway Airport jets off at 9:10 pm and lands at 10:30 pm.

Good to know

Low season

February

High season

October

Cheapest flight

$42
Best time to beat the crowds but there is an average 52% increase in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Philadelphia to Chicago Midway Airport

When to book flights from Philadelphia to Midway

Are your dates flexible? Find out the best times to travel from Philadelphia to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Philadelphia to Chicago Midway Airport flights

  • For flights from Philadelphia to Chicago Midway International Airport, which airlines have liberal baggage policies?

    For flights leaving from Philadelphia to MDW Airport, several carriers, most notably Delta Air Lines, American Airlines, and United Airlines, have loosened their baggage restrictions. Customers of these airlines are not charged for carry-on bags weighing less than than 22 pounds. Additionally, these carriers offer discounted pricing for checked baggage weighing no more than 50 pounds. These airlines charge less per pound of extra checked luggage than other airlines that fly this route.

  • Which airlines fly to Chicago Midway International Airport (MDW) from Philadelphia (PHL) and accept pets?

    Pets are welcome on board most flights operated by different airlines between Philadelphia and Chicago Midway Airport, provided that the pet carrier fits underneath the seats. Make sure the pet's total weight, including that of the carrier, is less than the 25-lbs limit. Pet-friendly airlines include American Airlines, Delta Air Lines, United Airlines, and British Airways.

  • Which route offers the cheapest flights from Philadelphia (PHL) to Chicago Midway Airport (MDW)?

    Travelers on a tight budget may find it more cost-effective to take a connecting flight from Philadelphia to Chicago Midway Airport than a direct one. Several airlines, like United Airlines, Delta, Southwest Airlines, and American Airlines, operate connecting flights on this route. These airlines' main layover cities are Houston, Detroit, Baltimore, and Dallas, in that order.

  • Which mode of transportation will get you to Philadelphia International Airport from central Philadelphia for the least amount of money?

    SEPTA runs a regional railway known as the Airport Line, offering direct transportation from Center City Philadelphia to PHL Airport. This alternative is typically the most economical, as the cost of one-way tickets is notably lower compared to other means of transportation.

  • What is the cheapest flight from Philadelphia to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Philadelphia to Chicago Midway Airport was $42 for a one-way ticket and $43 for a round-trip.

  • Do I need a passport to fly between Philadelphia and Chicago Midway Airport?

    A passport is not required to fly from Philadelphia to Chicago Midway Airport.

  • Which airports will I be using when flying from Philadelphia to Chicago Midway Airport?

    When flying out of Philadelphia you will be using Philadelphia. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Philadelphia to Chicago Midway Airport?

    American Airlines, JetBlue, Delta, Sun Country Air, and Alaska Airlines offer inflight Wi-Fi service on the Philadelphia to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Philadelphia to Chicago Midway Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Philadelphia to Chicago Midway Airport flight route.

  • On which days can I fly direct from Philadelphia to Chicago Midway Airport?

    There are nonstop flights from Philadelphia to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Philadelphia to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Philadelphia to Chicago are Delta and Frontier. With an average price for the route of $373 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $158 and an overall rating of 6.2.

  • How does KAYAK find such low prices on flights from Philadelphia 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 Philadelphia to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Philadelphia 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 Philadelphia 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 Philadelphia 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 Philadelphia with another airline. Booking your flights between Philadelphia and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Philadelphia 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 Philadelphia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from PHL to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $49 or less one-way and $79 or less round-trip.
  • Corporate travelers from Philadelphia (PHL) to Chicago frequently use Chicago Midway International Airport (MDW) as their arrival point. This is because Midway Airport is situated just 10 miles southwest of downtown Chicago, making it more convenient for business travelers who have meetings or conferences in the city. Its proximity to the downtown area reduces travel time and allows for easier access to corporate offices and other business destinations.
  • Consider flying with Frontier Airlines, Delta, or United Airlines if you want to take advantage of the option of upgrading to first class on your flight from Philadelphia to MDW Airport. When checking in or buying a ticket, these airlines give customers the option to use a bidding system to ask for an upgrade from the economy or business classes.
  • If you are looking for entertainment options on your flight from Philadelphia (PHL) to Chicago Midway Airport (MDW), think about flying with United Airways, Delta, or American Airlines. By selecting one of these airlines, travelers can enjoy free Wi-Fi on board in order to enjoy some of their favorite TV shows, cartoon networks for kids, or music.
  • The majority of environmentally aware travelers choose to depart from Philadelphia International Airport (PHL) when traveling from Philadelphia to Chicago Midway Airport. This is because PHL Airport has decreased its dependence on fossil fuels by adopting renewable energy sources, specifically solar power. PHL relies more heavily on solar panels to generate electricity, resulting in a more sustainable and eco-friendly energy supply.
  • If you plan to catch a morning flight from Philadelphia to MDW Airport, it's worth considering staying overnight close to PHL Airport. The Philadelphia Airport Marriott is an appropriate option for accommodation, because it is located in the airport with its own security gate. Furthermore, guests can enjoy a complimentary breakfast at this hotel.
See more tips

Prefer to fly non-stop from Philadelphia to Chicago Midway Airport?

Find which airlines fly direct from Philadelphia to Midway, which days they fly and book direct flights.

Nonstop departures

Philadelphia to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Chicago Midway to Philadelphia

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from Philadelphia to Midway

 
See real verified KAYAK customer reviews for airlines flying from Philadelphia to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Philadelphia to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10778 reviews
7.9Comfort
7.4Food
8.2Boarding
8.6Crew
8.0Entertainment
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

Same basket of unhealthy prepackaged snacks (junk food) which was depleted by the time it got to my row!!

We experience delays on departure and connecting flights resulting in 14 hour to our next departure. We were accommodated with a night's stay but was only provided a 12 dollar meals accommodation. The airlines rules state.at least 50 dollars. In any case, it can not make up for the whole day missed on our vacation in Sydney Australia.

Flight from PHL to PHX arrived 50 minutes early and a gate was available. First class flight attendant Stephanie was very friendly and polite. Sanitizing wipes should be provided with meals in addition to refresher towels.

flight delayed so missed connection and this had to rebook for next day

Flight departed PHL one hour late due to late arrival of aircraft. On board services were okay. First class menu does not offer any new items; same desserts (cheese & crackers or Mango sorbet). At least there were no credit card promotions during the flight.

After sitting on plane for 7+ hours, flight was canceled. And to makes matters worse, my suitcase is in baggage hell!

Terrible Ticketing and Check in process. I learned that AA unilaterally cancelled my premium seating from PHL to CLT and from CLT to JAN. They did, however, refund my money, but my seating was subsequently severely downgraded. They didn’t have a seat for my unless I paid for it! Not cool! Consequently, Check-in took 45 min. AA is usually great, but this was my worst experience with AA ever. Appalling they they arbitrarily cancel my seats threatening loss of flight if I didn’t pay for a seat!!!! -John

We liked quick boarding and on time departure. Seats were very uncomfortable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Book cheap flights from Philadelphia to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Philadelphia to Chicago found on KAYAK in the last 72 hours.
6/12Wed
nonstopFrontier
2h 11mPHL-MDW
$42
7/3Wed
nonstopFrontier
2h 11mPHL-MDW
$44
6/2Sun
nonstopFrontier
2h 16mPHL-MDW
$45
5/16Thu
nonstopFrontier
2h 16mPHL-MDW
$46
7/7Sun
nonstopFrontier
2h 13mPHL-MDW
$47
5/20Mon
nonstopFrontier
2h 13mPHL-MDW
$48
5/26Sun
1 stopDelta
6h 02mPHL-MDW
$88
5/15Wed
1 stopDelta
5h 06mPHL-MDW
$89
6/7Fri
1 stopDelta
5h 36mPHL-MDW
$100
6/3Mon
2 stops
14h 12mPHL-MDW
$160

Search by stops

Search by airline

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Last minute flights from Philadelphia to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Philadelphia to Chicago that are departing in the next 10 days.
5/14Tue
nonstopFrontier
2h 17mPHL-MDW
5/17Fri
nonstopFrontier
2h 00mMDW-PHL
$80
5/14Tue
nonstopFrontier
2h 17mPHL-MDW
5/18Sat
nonstopFrontier
2h 01mMDW-PHL
$103
5/13Mon
nonstopFrontier
2h 17mPHL-MDW
5/18Sat
nonstopFrontier
2h 01mMDW-PHL
$104
5/11Sat
nonstopFrontier
2h 17mPHL-MDW
5/15Wed
nonstopFrontier
2h 03mMDW-PHL
$107
5/13Mon
nonstopFrontier
2h 17mPHL-MDW
5/15Wed
nonstopFrontier
2h 03mMDW-PHL
$108
5/14Tue
multi-stopDelta
7h 37mPHL-MDW
5/15Wed
multi-stopDelta
5h 01mMDW-PHL
$178
5/14Tue
multi-stopDelta
7h 37mPHL-MDW
5/18Sat
multi-stopDelta
4h 17mMDW-PHL
$239
5/11Sat
multi-stopDelta
3h 51mPHL-MDW
5/14Tue
multi-stopDelta
7h 11mMDW-PHL
$300
5/14Tue
nonstopSouthwest
2h 10mPHL-MDW
5/15Wed
multi-stopSouthwest
4h 40mMDW-PHL
$311
5/14Tue
multi-stopSouthwest
4h 30mPHL-MDW
5/15Wed
multi-stopSouthwest
7h 45mMDW-PHL
$390

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Philadelphia - Chicago Midway Airport Flights

Departure:

Philadelphia (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Philadelphia

Cabin classes:

$48