Find Cheap Flights from Philadelphia to Chicago (PHL - CHI)

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Sat 12/16
Sat 12/23
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Good to Know

Low Season:
December
Best time to beat the crowds
1%
expected price decrease
High Season:
April
Most popular time to fly
1%
expected price increase
Average Price:
$240
(avg. price over the last 2 weeks)
Good Deal:
$148
or less (round trip)

When to Book Flights from Philadelphia to Chicago

Average price per month
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 $148 or less.
The cheapest flight from Philadelphia to Chicago was found 15 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
High season is considered to be March, April and May. The cheapest month to fly is December.
Morning departure is around 9% more expensive 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 Philadelphia to Chicago Flights

How long does a flight from Philadelphia to Chicago take?
An average nonstop flight takes 7h 16m, covering a distance of 662 miles.
How many flights are there between Philadelphia and Chicago?
There are 744 (nonstop) flights between Philadelphia and Chicago per week, averaging 112 per day.
Which airlines provide the cheapest flights from Philadelphia to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($147), Multiple Airlines ($162) and JetBlue ($164).
Do I need a passport to fly between Philadelphia and Chicago?
No.
Which airlines fly most frequently between Philadelphia and Chicago?
Southwest (15 times daily), American Airlines (14 times daily), United (13 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Philadelphia to Chicago?
For Philadelphia to Chicago, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago back to Philadelphia, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

Airports
Origin
Philadelphia
$147
only
$147
Destination
Chicago
$147
only
$147
Wed, Jan 31
PHL
ORD
8h 08m
Wed, Feb 7
ORD
PHL
26h 51m
Trip: 8 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 90 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PHL
ORD
Okay 5.0

I sat in the first row, so the leg room was pretty good.

Kayak quoted ticket prices in search results that were not consistent and I didn't know off the top of my head that Frontier makes you pay for all luggage, even carry ons. The woman at the ticket counter did not notice my luggage and let me know that I needed to pay extra for it, so I paid twice as much at the gate ($60) after being pulled out of the boarding line. These results should be marked differently so it's not so difficult to figure out which tickets are actually less expensive. Only water on the flight (unless you want to buy a can of soda for $5), only one chance to get water, food is also only for purchase. No entertainment options. An oil slick of grease and grime over my window. Very, very unimpressed.

PHL
ORD
Okay 5.0

Low fare

You have to pay for EVERYTHING

PHL
ORD
Excellent 9.0

On-time, organized

Lights burnt out overhead so could not read.

PHL
ORD
Good 7.0

Cheap prices

No snacks or drink aboard.

PHL
ORD
Excellent 8.0

In general the flight was good however the landing was a bit rough

The flight arrival was ahead of schedule and hostesses were great also

Tue, Jan 16
PHL
ORD
11h 18m
Tue, Jan 23
ORD
PHL
26h 51m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 9
PHL
ORD
7h 55m
Wed, Jan 17
ORD
PHL
8h 45m
Trip: 9 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

MCO
PVD
Excellent 10.0

Great flight great experience

Long lines at TSA checkpoint.

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

JFK
SYR
Good 7.0

TV didn't work

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

Tue, Jan 23
PHL
ORD
14h 32m
Tue, Feb 6
ORD
PHL
26h 51m
Trip: 15 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 90 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PHL
ORD
Excellent 8.6

Everything

Waiting

PHL
ORD
Excellent 9.0

On-time, organized

Lights burnt out overhead so could not read.

PHL
ORD
Mediocre 2.0

YOU SHOULD PROBABLY EMAIL US IF FLIGHT DELAYED 4 HOURS

PHL
ORD
Good 6.0

The flight was fine but it was delayed at the last minute which was annoying. There was no communication by gate staff about what was going on and that was frustrating and confusing. I liked receiving updates via email, but the human touch would have been nice too. The gate staff seemed very overwhelmed by the situation and I don't think she handled it well. I heard that meal vouchers were being distributed but I didn't learn this until we were getting ready to board the flight so I didn't receive a voucher and I didn't get dinner.

PHL
ORD
Okay 5.0

I sat in the first row, so the leg room was pretty good.

Kayak quoted ticket prices in search results that were not consistent and I didn't know off the top of my head that Frontier makes you pay for all luggage, even carry ons. The woman at the ticket counter did not notice my luggage and let me know that I needed to pay extra for it, so I paid twice as much at the gate ($60) after being pulled out of the boarding line. These results should be marked differently so it's not so difficult to figure out which tickets are actually less expensive. Only water on the flight (unless you want to buy a can of soda for $5), only one chance to get water, food is also only for purchase. No entertainment options. An oil slick of grease and grime over my window. Very, very unimpressed.

Tue, Jan 16
PHL
ORD
9h 22m
Wed, Jan 24
ORD
PHL
6h 47m
Trip: 9 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
PBI
Excellent 8.3

my attendant

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

PHX
JFK
Good 7.6

The staff is friendlier than most airlines. More room than American.

Screaming child entire flight. Not sure there is a solution. But, for a redeye, trying to get sleep before a days work, not great.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

JFK
SYR
Good 7.0

TV didn't work

Mon, Jan 22
PHL
ORD
28h 03m
Mon, Feb 12
ORD
PHL
26h 25m
Trip: 22 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 29
PHL
ORD
28h 03m
Wed, Jan 31
ORD
PHL
26h 51m
Trip: 3 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 90 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PHL
ORD
Mediocre 2.6

The flight attendants were fairly kind and considerate when going about their job.

I fly a lot and have taken a fair share of disappointing flights but this one certain hits the top. The boarding process was chaotic; the woman at the counter was down right rude and did not once make eye contact. The flight crew was close to useless when people were taking too long to be seated or placing bags in the overhead. I cannot rate food or entertainment because frontier is too cheap to even hand out tiny bags of mixed nuts. You certainly pay for what you get. Then we all waited 45 minutes for our bags to be unloaded at baggage claim. That is an unacceptable amount of time! Only for me to realize my bag was lost and somewhere in Mississippi. I've been traveling as a frequent flyer member on united and American for five years and I was considering joining frontier'/ program but after this experience I need to reevaluate.

PHL
ORD
Mediocre 2.0

YOU SHOULD PROBABLY EMAIL US IF FLIGHT DELAYED 4 HOURS

PHL
ORD
Okay 5.0

I sat in the first row, so the leg room was pretty good.

Kayak quoted ticket prices in search results that were not consistent and I didn't know off the top of my head that Frontier makes you pay for all luggage, even carry ons. The woman at the ticket counter did not notice my luggage and let me know that I needed to pay extra for it, so I paid twice as much at the gate ($60) after being pulled out of the boarding line. These results should be marked differently so it's not so difficult to figure out which tickets are actually less expensive. Only water on the flight (unless you want to buy a can of soda for $5), only one chance to get water, food is also only for purchase. No entertainment options. An oil slick of grease and grime over my window. Very, very unimpressed.

PHL
ORD
Okay 5.0

Low fare

You have to pay for EVERYTHING

PHL
ORD
Good 7.0

Cheap prices

No snacks or drink aboard.

Wed, Jan 17
PHL
ORD
9h 22m
Wed, Jan 24
ORD
PHL
4h 44m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

PHX
JFK
Good 7.6

The staff is friendlier than most airlines. More room than American.

Screaming child entire flight. Not sure there is a solution. But, for a redeye, trying to get sleep before a days work, not great.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

BOS
PBI
Excellent 8.3

my attendant

SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

Tue, Jan 23
PHL
ORD
8h 08m
Tue, Feb 13
ORD
PHL
4h 55m
Trip: 22 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
PHL
ORD
9h 22m
Wed, Jan 31
ORD
PHL
8h 45m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
BOS
PBI
Excellent 8.3

my attendant

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

SEA
JFK
Excellent 8.0

no power outlets

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

Wed, Jan 31
PHL
ORD
8h 08m
Mon, Feb 5
ORD
PHL
12h 04m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
PHL
ORD
9h 22m
Wed, Jan 31
ORD
PHL
6h 47m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
MCO
PVD
Excellent 10.0

Great flight great experience

Long lines at TSA checkpoint.

JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

BOS
PBI
Excellent 8.3

my attendant

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

Tue, Feb 27
PHL
ORD
7h 16m
Mon, Mar 5
ORD
PHL
24h 36m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 29
PHL
ORD
9h 22m
Wed, Jan 31
ORD
PHL
4h 55m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
SYR
Good 7.0

TV didn't work

MCO
PVD
Excellent 10.0

Great flight great experience

Long lines at TSA checkpoint.

SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

Wed, Jan 24
PHL
ORD
14h 17m
Mon, Jan 29
ORD
PHL
24h 34m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 30
PHL
ORD
9h 22m
Wed, Feb 7
ORD
PHL
4h 44m
Trip: 9 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

JFK
SYR
Good 7.0

TV didn't work

Mon, Jan 8
PHL
ORD
24h 44m
Wed, Jan 10
ORD
PHL
26h 51m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 31
PHL
ORD
9h 22m
Thu, Feb 1
ORD
PHL
4h 44m
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
MCO
PVD
Excellent 10.0

Great flight great experience

Long lines at TSA checkpoint.

PHX
JFK
Good 7.6

The staff is friendlier than most airlines. More room than American.

Screaming child entire flight. Not sure there is a solution. But, for a redeye, trying to get sleep before a days work, not great.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

FLL
LAS
Good 6.3

The flight was delayed by 2 hours

BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

Tue, Jan 9
PHL
ORD
13h 31m
Tue, Jan 16
ORD
PHL
26h 51m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 6
PHL
ORD
7h 55m
Thu, Feb 8
ORD
PHL
8h 20m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
FLL
LAS
Good 6.3

The flight was delayed by 2 hours

BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

PHX
JFK
Good 7.6

The staff is friendlier than most airlines. More room than American.

Screaming child entire flight. Not sure there is a solution. But, for a redeye, trying to get sleep before a days work, not great.

JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

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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.