Find Cheap Flights from Chicago Midway to Philadelphia (MDW - PHL)

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Good to Know

Average Price:
$284
(avg. price over the last 2 weeks)
Good Deal:
$190
or less (round trip)

When to Book Flights from Chicago Midway to Philadelphia

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $189 or less.
The cheapest flight from Chicago Midway to Philadelphia was found 20 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 16% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago Midway to Philadelphia Flights

How long does a flight from Chicago Midway to Philadelphia take?
An average nonstop flight takes 3h 34m, covering a distance of 667 miles.
How many flights are there between Chicago Midway and Philadelphia?
There are 53 (nonstop) flights between Chicago Midway and Philadelphia per week, averaging 8 per day.
Which airlines provide the cheapest flights from Chicago Midway to Philadelphia?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($280)
Do I need a passport to fly between Chicago Midway and Philadelphia?
No.
Which airlines fly most frequently between Chicago Midway and Philadelphia?
Southwest (7 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Philadelphia?
For Chicago Midway to Philadelphia, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Philadelphia back to Chicago Midway, the best deals are generally found on Thursday, with Wednesday being the most expensive.

Book cheap flights from Chicago Midway to Philadelphia (round-trip)

Airports
Origin
Chicago
$280
only
$280
Destination
Philadelphia
$280
only
$280
Tue, Feb 6
MDW
PHL
6h 14m
Thu, Feb 8
PHL
MDW
4h 29m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SAN
LAX
Excellent 10.0

on time

Sat, Feb 10
MDW
PHL
4h 30m
Mon, Feb 12
PHL
MDW
4h 29m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
LAX
Excellent 10.0

on time

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

DEN
SLC
Excellent 10.0

Delta is great

Thu, Mar 1
MDW
PHL
5h 16m
Mon, Mar 5
PHL
MDW
3h 42m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
SJC
Excellent 10.0

It’s was the best flight in my life

FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

SAN
LAX
Excellent 10.0

on time

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SYR
JFK
Good 7.0

Nothing Special

Mon, Mar 12
MDW
PHL
5h 50m
Sat, Mar 17
PHL
MDW
3h 42m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

SAN
LAX
Excellent 10.0

on time

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

Tue, Apr 3
MDW
PHL
3h 55m
Thu, Apr 5
PHL
MDW
3h 42m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DEN
SLC
Excellent 10.0

Delta is great

YUL
DTW
Mediocre 2.0

Not applied

Not applied

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

SYR
JFK
Good 7.0

Nothing Special

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

Thu, May 10
MDW
PHL
5h 16m
Thu, May 17
PHL
MDW
5h 49m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SAN
LAX
Excellent 10.0

on time

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

Wed, Jan 31
MDW
PHL
5h 44m
Fri, Feb 2
PHL
MDW
3h 50m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SAN
LAX
Excellent 10.0

on time

YUL
DTW
Mediocre 2.0

Not applied

Not applied

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

MKE
ATL
Okay 4.0

Nothing

I never got to Cabo. It took 2 hours for Delta to de-ice the plane in Milwaukee. Because of the long delay we missed the flight to Cabo. We asked Delta to book us on another flight to get us to Cabo today, Delta reps said nothing was available. Delta gave us a discounted coupon for a hotel in Atlanta and rebooked us on a flight to Cabo tomorrow.

Thu, Feb 1
MDW
PHL
5h 44m
Fri, Feb 2
PHL
MDW
4h 29m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

SAN
LAX
Excellent 10.0

on time

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

Fri, May 11
MDW
PHL
5h 13m
Mon, May 14
PHL
MDW
5h 53m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
LAX
Excellent 10.0

on time

DEN
SLC
Excellent 10.0

Delta is great

SYR
JFK
Good 7.0

Nothing Special

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

Thu, Apr 26
MDW
PHL
5h 16m
Mon, Apr 30
PHL
MDW
5h 32m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
HKG
SEA
Good 6.0

The flight was on time and the arrival was early

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

SYR
JFK
Good 7.0

Nothing Special

FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

Thu, Jun 7
MDW
PHL
6h 47m
Mon, Jun 11
PHL
MDW
3h 44m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

DEN
SLC
Excellent 10.0

Delta is great

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

SYR
JFK
Good 7.0

Nothing Special

Sat, Jun 9
MDW
PHL
6h 27m
Sun, Jun 17
PHL
MDW
5h 55m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

DEN
SLC
Excellent 10.0

Delta is great

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

Sat, Jul 21
MDW
PHL
3h 34m
Sun, Aug 5
PHL
MDW
5h 55m
Trip: 16 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

FAR
MSP
Good 7.3

Love the free movies and individual screen, and the new seats are more comfortable

That it wasn’t 1970, with full meals and more leg room

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

MSY
JFK
Excellent 10.0

The overhead bin did not stay down low enough so that I could place my bag in. It would lower then before I could place my bag raise slightly by a few inches. For someone of my height (5’5”) that was problematic. Fortunately another passenger saw my dilemma and held the bin lower to its full opening capacity. This also momentarily slowed down the boarding process.

DEN
SLC
Excellent 10.0

Delta is great

Fri, Jan 19
MDW
PHL
7h 10m
Sun, Jan 21
PHL
MDW
6h 08m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DEN
SLC
Excellent 10.0

Delta is great

SEA
LAX
Good 6.0

On time flight arrival

Baggage Claim was very disorganized. They indicated bags were to be picked up at a carousel that was under construction. When we went to the service desk, they directed us to another carousel which was incorrect. There was no announcement made and there was a delay in updating the baggage claim board.

LAX
SJC
Excellent 10.0

It’s was the best flight in my life

SYR
JFK
Good 7.0

Nothing Special

HKG
SEA
Good 6.0

The flight was on time and the arrival was early

Sat, Jan 20
MDW
PHL
4h 28m
Sun, Jan 21
PHL
MDW
8h 48m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15239 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
DTW
Mediocre 2.0

Not applied

Not applied

SAN
LAX
Excellent 10.0

on time

AUA
ATL
Excellent 10.0

The entertainment

Had to pay for bags

LAX
CUN
Mediocre 2.6

Terrible customer service both on the phone before the flight, but Especially from the gate agent. Wow she was really horrible.

The flight attendants on board were good! They helped get everything straight. Easily could have been handled by the incompetent gate agent. Wow.

SYR
JFK
Good 7.0

Nothing Special

Show more results

Chicago Midway to Philadelphia Flight Information

Flights Arrive in Philadelphia
Flights Depart from Chicago Midway
Flight Price $280
Distance 667 miles
Airlines Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.