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MDW - PHL

$48 Find cheap flights from Chicago Midway Airport to Philadelphia

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Philadelphia departing on 5/21. 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
Tue 6/4
Tue 6/11

Search hundreds of travel sites at once for deals on flights to Philadelphia

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Philadelphia, 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 Chicago to Philadelphia, as well as popular online travel agencies
In the last 7 days travelers have searched 42,830,901 times on KAYAK, and here is why:

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Philadelphia 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
10:16 am - 1:19 pmMDW-PHL
2h 03mnonstop
12:56 pm - 2:09 pmPHL-MDW
2h 13mnonstop
$48Frontier
Find Deal
Tue, May 21 - Wed, May 22
3:04 pm - 6:07 pmMDW-PHL
2h 03mnonstop
6:41 pm - 7:57 pmPHL-MDW
2h 16mnonstop
$58Frontier
Find Deal
Wed, May 29 - Sat, Jun 1
2:28 pm - 5:29 pmMDW-PHL
2h 01mnonstop
5:20 pm - 6:33 pmPHL-MDW
2h 13mnonstop
$59Frontier
Find Deal
Thu, May 16 - Mon, May 20
6:08 pm - 9:11 pmMDW-PHL
2h 03mnonstop
6:24 pm - 7:40 pmPHL-MDW
2h 16mnonstop
$60Frontier
Find Deal
Wed, May 15 - Thu, May 16
2:28 pm - 5:29 pmMDW-PHL
2h 01mnonstop
12:56 pm - 2:09 pmPHL-MDW
2h 13mnonstop
$61Frontier
Find Deal
Thu, May 16 - Wed, May 22
2:28 pm - 5:29 pmMDW-PHL
2h 01mnonstop
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
$68Frontier
Find Deal
Thu, May 30 - Tue, Jun 4
3:04 pm - 6:07 pmMDW-PHL
2h 03mnonstop
8:00 am - 9:21 amPHL-MDW
2h 21mnonstop
$69Frontier
Find Deal
Wed, May 29 - Tue, Jun 4
10:16 am - 1:19 pmMDW-PHL
2h 03mnonstop
8:08 pm - 9:20 pmPHL-MDW
2h 12mnonstop
$72Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
5:47 pm - 11:04 pmMDW-PHL
4h 17m1 stop
11:30 am - 6:07 pmPHL-MDW
7h 37m1 stop
$176Delta
Find Deal
Sat, Jun 1 - Tue, Jun 4
2:24 pm - 11:33 pmMDW-PHL
8h 09m1 stop
12:28 pm - 5:04 pmPHL-MDW
5h 36m1 stop
$192Delta
Find Deal
Tue, Jun 18 - Sat, Jun 22

Flights from Midway to Philadelphia - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Philadelphia 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 Chicago Midway Airport to Philadelphia?

The average price of all flights from Chicago Midway Airport to Philadelphia clicked on KAYAK for each day over the last 12 months.
For Chicago Midway Airport to Philadelphia, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Philadelphia back to Chicago Midway Airport, the best deals are generally found on Tuesday, with Friday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Philadelphia, 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 Chicago Midway Airport to Philadelphia is October, where tickets cost $159 on average. On the other hand, the most expensive months are February and June, where the average cost of tickets is $287 and $261 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Philadelphia, 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 Chicago Midway Airport to Philadelphia, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 78 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago Midway Airport to Philadelphia found by KAYAK users in the last 72 hours was for $48 on Frontier, followed by Delta ($176). One-way flight deals have also been found from as low as $49 on Frontier and from $88 on Delta.

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

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago Midway Airport to Philadelphia.
There are 2 airlines that fly nonstop from Chicago Midway Airport to Philadelphia. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $59. On average, the best prices for this route can be found at Frontier.

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

Each day, there are between 3 and 10 nonstop flights that take off from Chicago Midway Airport and land in Philadelphia, with an average flight time of 1h 56m. The most common departure time is 7:00 pm and most flights take off in the morning. Each week, there are 43 flights. The most frequent day of departure is Tuesday, when 23% of all weekly flights depart. The fewest flights depart on a Saturday.

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

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 Chicago Midway Airport to Philadelphia take?

Direct flights cover the 666 miles separating Chicago Midway Airport to Philadelphia in about 1h 59m.

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

Early birds can take the earliest flight from Chicago Midway Airport at 6:00 am and will be landing in Philadelphia at 8:55 am.

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

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Philadelphia jets off at 10:16 pm and lands at 1:18 am.

Good to know

Low season

February

High season

November

Cheapest flight

$48
Best time to beat the crowds but there is an average 52% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago Midway Airport to Philadelphia

When to book flights from Midway to Philadelphia

Are your dates flexible? Find out the best times to travel from Midway to Philadelphia 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 Chicago Midway Airport to Philadelphia flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Philadelphia was $49 for a one-way ticket and $48 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Philadelphia are Delta and Frontier. With an average price for the route of $274 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 $148 and an overall rating of 6.2.

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

    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 Chicago Midway Airport to Philadelphia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Philadelphia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philadelphia from Chicago Midway Airport 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 Chicago Midway Airport to Philadelphia?

    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 Philadelphia with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and PHL 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 Chicago Midway Airport to Philadelphia?

    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 Philadelphia from Chicago Midway Airport 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 MDW to Philadelphia

  • Looking for a cheap flight? 25% of our users found flights on this route for $47 or less one-way and $82 or less round-trip.

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

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

Nonstop departures

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

Nonstop returns

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
See more direct flights

Top 3 airlines serving from Midway to Philadelphia

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Philadelphia. 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 Midway to Philadelphia? 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.
8.1
SouthwestOverall score based on 6084 reviews
8.7Crew
8.1Comfort
7.8Entertainment
8.3Boarding
7.3Food
Airline reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

6.0 GoodTobin, Apr 2024PHX - BUR
Read more about Southwest reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

Crew was great but because of fog they diverted us to Ontario instead of our Santa Barbara destination. Instead of cancelling the flight as soon as we landed in Ontario, they instead held us in Ontario for almost 4 hours before cancelling the flight. I had to rent a car in Ontario to get back to ventura on time to get an elderly relative his medication and take over his caretaking… otherwise if I had taken the buses you offered from Ontario I wouldn’t have even arrived to Santa Barbara till at least midnight (according to southwest airlines employees at Ontario), and then would have had to drive back down to ventura. At least renting the car I could get up to ventura by 10 pm to take care of my loved one.

Boarding was quick. The flight itself was good. However, no charging ports for cell phones. Also, the food provided was just a few snacks. For a 5-hr flight, I would expect at least a sandwich.

Landing was kinda fast and my ears were plugged for days after.

Healthier snack would be much appreciated. Love traveling on Southwest!

We sat on the tarmac for 2 hours waiting in line to be de-iced. The flight is 1.5 hours, so we spent more time tied to our seats for no reason than actually flying.

Best domestic airline in the USA. Excellent fares and two bags included with every fare (only carrier to do so).

Boarding was well explained and smooth. The flight was short, so there was no time for snacks. They did offer water or juice, though.

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

Great! Although the flight was about 40 minutes delayed, the crew did a good job getting everything boarded quickly and efficiently.

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 had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

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.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

Book cheap flights from Chicago to Philadelphia

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Philadelphia found on KAYAK in the last 72 hours.
5/28Tue
nonstopFrontier
2h 03mMDW-PHL
$49
7/26Fri
nonstopFrontier
1h 59mMDW-PHL
$50
5/31Fri
nonstopFrontier
2h 01mMDW-PHL
$54
5/24Fri
nonstopFrontier
2h 01mMDW-PHL
$55
6/10Mon
nonstopFrontier
2h 01mMDW-PHL
$56
6/29Sat
nonstopFrontier
2h 01mMDW-PHL
$64
5/29Wed
1 stopDelta
7h 12mMDW-PHL
$88
5/15Wed
1 stopDelta
5h 01mMDW-PHL
$89
7/15Mon
1 stopDelta
5h 51mMDW-PHL
$104
6/3Mon
2 stops
27h 09mMDW-PHL
$125

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Last minute flights from Midway to Philadelphia

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 Chicago to Philadelphia that are departing in the next 10 days.
5/7Tue
nonstopFrontier
1h 56mMDW-PHL
5/11Sat
nonstopFrontier
2h 17mPHL-MDW
$102
5/9Thu
nonstopFrontier
1h 56mMDW-PHL
5/11Sat
nonstopFrontier
2h 17mPHL-MDW
$104
5/9Thu
nonstopFrontier
1h 56mMDW-PHL
5/11Sat
nonstopFrontier
2h 17mPHL-MDW
$108
5/7Tue
nonstopFrontier
1h 56mMDW-PHL
5/22Wed
nonstopFrontier
2h 13mPHL-MDW
$116
5/10Fri
nonstopFrontier
2h 03mMDW-PHL
5/14Tue
nonstopFrontier
2h 17mPHL-MDW
$120
5/10Fri
nonstopFrontier
2h 03mMDW-PHL
5/13Mon
nonstopFrontier
2h 17mPHL-MDW
$126
5/10Fri
multi-stopDelta
4h 17mMDW-PHL
6/8Sat
multi-stopDelta
5h 36mPHL-MDW
$227
5/10Fri
multi-stopDelta
4h 17mMDW-PHL
5/11Sat
multi-stopDelta
3h 51mPHL-MDW
$239
5/8Wed
multi-stopDelta
6h 34mMDW-PHL
5/9Thu
multi-stopDelta
4h 06mPHL-MDW
$300
5/10Fri
multi-stop
30h 39mMDW-PHL
5/12Sun
multi-stop
25h 26mPHL-MDW
$534

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Chicago Midway Airport - Philadelphia Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Philadelphia (PHL)United States

Return flight deals:

Philadelphia - Chicago Midway Airport

Cabin classes:

$50