MDW - PHL

$118 Find Cheap Flights from Chicago Midway Airport to Philadelphia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Philadelphia departing on 8/1. 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, 0 bags

KAYAK searches 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$240
Typical prices: $159-$237
Frontier
Tue 8/4Sat 8/8
MDW - PHL • 1 stop
Cheapest non-stop
$245
Typical prices: $159-$269
Southwest
Sat 8/8Mon 8/10
MDW - PHL • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Frontier Economy Bundle adds a carry-on and seat choice for budget-focused fares.
Southwest offers Rapid Rewards perks, plus free snacks and soft drinks onboard.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $240 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 00m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to travel
Cheapest • 60% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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 Philadelphia!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Philadelphia

Tue, Aug 4 - Sat, Aug 8
Frontier Logo
12:11 pm - 10:28 pm
MDW
-
PHL
9h 17m
1 stop
Frontier Logo
1:32 pm - 10:03 pm
PHL
-
MDW
9h 31m
1 stop
$240Frontier
Tue, Aug 11 - Tue, Aug 18
Frontier Logo
11:06 am - 10:28 pm
MDW
-
PHL
10h 22m
1 stop
Frontier Logo
4:45 pm - 10:47 pm
PHL
-
MDW
7h 02m
1 stop
$241Frontier
Mon, Aug 3 - Wed, Aug 5
Frontier Logo
6:05 am - 7:20 pm
MDW
-
PHL
12h 15m
1 stop
Frontier Logo
4:30 pm - 10:03 pm
PHL
-
MDW
6h 33m
1 stop
$242Frontier
Sat, Aug 15 - Mon, Aug 17
Frontier Logo
11:06 am - 7:20 pm
MDW
-
PHL
7h 14m
1 stop
Frontier Logo
1:32 pm - 10:03 pm
PHL
-
MDW
9h 31m
1 stop
$243Frontier
Mon, Aug 3 - Fri, Aug 7
Frontier Logo
6:05 am - 7:20 pm
MDW
-
PHL
12h 15m
1 stop
Frontier Logo
4:40 pm - 10:03 pm
PHL
-
MDW
6h 23m
1 stop
$244Frontier
Tue, Dec 1 - Sat, Dec 5
Southwest Logo
11:25 am - 2:15 pm
MDW
-
PHL
1h 50mnonstop
Southwest Logo
1:05 pm - 2:15 pm
PHL
-
MDW
2h 10mnonstop
$245Southwest
Sat, Jul 25 - Tue, Jul 28
Frontier Logo
12:11 pm - 7:20 pm
MDW
-
PHL
6h 09m
1 stop
Frontier Logo
6:30 am - 11:07 am
PHL
-
MDW
5h 37m
1 stop
$246Frontier
Sat, Jul 18 - Wed, Jul 22
Frontier Logo
12:11 pm - 7:20 pm
MDW
-
PHL
6h 09m
1 stop
Frontier Logo
6:30 am - 11:07 am
PHL
-
MDW
5h 37m
1 stop
$248Frontier
Sat, Jul 25 - Sat, Aug 1
Frontier Logo
12:11 pm - 7:20 pm
MDW
-
PHL
6h 09m
1 stop
Frontier Logo
6:30 am - 11:07 am
PHL
-
MDW
5h 37m
1 stop
$249Frontier
Thu, Aug 13 - Mon, Aug 17
Frontier Logo
11:06 am - 7:20 pm
MDW
-
PHL
7h 14m
1 stop
Frontier Logo
4:40 pm - 10:03 pm
PHL
-
MDW
6h 23m
1 stop
$250Frontier
Booking Insights

KAYAK's insights & trends for Midway to Philadelphia flights

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.

How much is a round-trip flight from Chicago Midway Airport to Philadelphia?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Philadelphia departing in August.

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

The average price of all round-trip flights from Chicago Midway Airport to Philadelphia clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Philadelphia on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago Midway Airport to Philadelphia. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

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 round-trip 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 $120 (return) on average. On the other hand, the most expensive months are February and April, where the average cost of round-trip tickets is $461 and $440 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Philadelphia?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $345 on average.

Expert advice

Expert advice for your flight from Midway to Philadelphia

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on PHL

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonJanuary
Cheapest flight$118
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly with an average 46% 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 5 days, the lowest price for a flight from Chicago Midway Airport to Philadelphia was $118 for a one-way ticket and $240 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, and JetBlue 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, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Philadelphia are Southwest and Frontier. With an average price for the route of $385 and an overall rating of 7.9, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $152 and an overall rating of 5.6.

  • 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.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Philadelphia

  • Looking for a cheap flight? 25% of our users found flights on this route for $171 or less one-way and $301 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Philadelphia?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Philadelphia.
Find which airlines fly direct from Chicago Midway Airport to Philadelphia Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Philadelphia

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Philadelphia to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airlines flying 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.
7.9
SouthwestOverall score based on 4246 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent experience. WiFi worked on this leg of My trip

The crew was very nice and respectful and everything went well.

Not clean and was told I would get a great seat and it was not great at all

No knowledgeable staff at the counter or in a flight crew. No one knew why once flight landed at Philadelphia Airport then it took them 4 hours from runway to gate . Damn they took 4 hours to reach the gate . They messed up whole night for myself and for my kids.

Horrible communication about delay of flight and what options were available

Online check-in was not user-friendly. Too many fees, not cost effective.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Crew members are very rude and not cooperate with passengers.

Well, I didn’t have food! So NA wasn’t an option. I’ll be back!

Everything you need to know for your flight from Midway to Philadelphia

Information on your arrival and departure airports