Find Cheap Flights from Pennsylvania to Chicago

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Pennsylvania to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Pennsylvania
Flight Price $159
Airlines Spirit Airlines, United Airlines, JetBlue, Major Airline, American Airlines, Delta, Sun Country Air

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

Airports
Origin
Scranton
$181
only
$181
Philadelphia
$159
only
$159
Pittsburgh
$196
only
$196
Destination
Chicago
$159
only
$159
$218
only
$218
Wed, May 1
PHL
Philadelphia
ORD
Chicago O'Hare Intl
9h 07m
Sat, May 4
ORD
Chicago O'Hare Intl
PHL
Philadelphia
5h 36m
Trip: 4 days
6.0GoodShow reviews
Overall 6.0 Good
Based on 50 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
LAX
MSP
Good 7.5

Pros: This was our first trip flying on Spirit Airlines. I was surprised at how simple it was to check in, once I figured out their site is built for mobile used more than computer use, and how good the flight was. We had good non-stop flights and the crew was great!

ORD
LGA
Mediocre 3.6

Pros: Very poor airline and all related services were very low standard

Cons: I suggest don’t travel on this cheap airline.

PHL
ORD
Mediocre 2.0

Cons: they were rude. unhelpful about retrieving my lost baggage. and after assuring me that i would be refunded ... they refuse to.

PHL
ORD
Mediocre 2.0

Pros: nothing

Cons: everything was bad

PHL
ORD
Mediocre 2.0

Cons: My 6:00 AM flight was cancelled but didn't find that out until I got to the airport at 4:45AM. The two options Spirit gives you is to put you on the next flight tomorrow at 6AM or refund your money. I was lucky to purchase a flight on an airline with a real schedule for later that morning. That flight was practically empty. It is a shame that Spirit doesn't have the customer service to accommodate it's passengers on to other flights. Low cost fares are appealing but more of a hassle than they are worth when the airline has little to no contingency plans. An I'm sorry and a $15 voucher can't get you back 24 hours of time or the money folks who choose low cost carriers have to waste on getting back and forth to the airport or spend on hotels in the area.

Tue, Apr 9
PHL
Philadelphia
ORD
Chicago O'Hare Intl
10h 49m
Tue, Apr 16
ORD
Chicago O'Hare Intl
PHL
Philadelphia
5h 53m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 9
AVP
Scranton/Wilkes-Barre Wilkes-Barre Scranton
ORD
Chicago O'Hare Intl
2h 25m
Wed, Apr 10
ORD
Chicago O'Hare Intl
AVP
Scranton/Wilkes-Barre Wilkes-Barre Scranton
1h 57m
Trip: 2 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 13 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
AVP
ORD
Mediocre 2.0

Pros: Nothing

LGA
DEN
Good 6.0

Cons: I was in coach. I am 6’2” and my legs were pressed against the seat in front of me for the full 4 hours. Uncomfortable.

SFO
SEA
Good 7.0

Pros: united is united

AVP
ORD
Good 6.0

Cons: My luggage did not make it to my destination.

IAD
IAH
Mediocre 3.0

Pros: Landed on time

Cons: Staff. Boarding. Fellow Passengers.

Mon, Jun 17
PHL
Philadelphia
ORD
Chicago O'Hare Intl
7h 36m
Wed, Jun 19
ORD
Chicago O'Hare Intl
PHL
Philadelphia
8h 43m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,761 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
DCA
MCO
Excellent 8.0

Pros: Flight was on time, extra room seats were very comfortable.

MSY
BOS
Good 6.3

Pros: Crew was really great trying to defuse a challenging delay with really great customer service.

Cons: Both flights between Boston and New Orleans were delayed due to mechanical issues. We waited on the plane for 1 1/2 hours before returning to gate to correct the problem. Then needed to top off the fuel. I appreciate safety precautions but makes me concerned about the quality of the equipment.

BOG
FLL
Excellent 10.0

Cons: Evetying was excelent

JAX
JFK
Okay 5.2

Pros: The crew was attentive and friendly.

Cons: My entertainment screen never worked for more than 30 seconds. I had to watch whatever my neighbor was watching.

LGB
AUS
Good 7.6

Cons: Movies not working. Aircraft kinda worn. Late departure and arrival due to weather

Wed, May 1
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 51m
Sat, May 4
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 29m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 13
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 59m
Sun, Apr 14
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 28m
Trip: 2 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 13 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
CLT
PHX
Okay 4.6

Pros:

Cons: I know this flight was considered local so they get away with no serving food but Phoenix to Honolulu is 7 hours long. they need to consider that other passengers took that flight as connection to a previous flight mine was Charlotte to Phoenix 4:45 duration

ATL
DFW
Okay 4.8

Pros: The flight crew were very good.

Cons: We arrived late in Dallas, due to weather. Our flight to LA had already locked the door, the lady working the desk when we got there, said we had missed the flight and walked off. Two more ladies came to the counter, but would not help us, finally a fourth lady came and helped us.

AUS
JFK
Mediocre 3.0

Pros: That we didn’t crash

Cons: No food offered. Premium seating that I paid for was so narrow there was no way I could sit next to the person next to me and not have their elbows on me.

SFO
MIA
Good 6.0

Cons: Plane was old and dirty, would not recommend.

DAY
CLT
Excellent 10.0

Pros: On time with easy boarding and very helpful staff.

Wed, Apr 17
PIT
Pittsburgh
MDW
Chicago Midway
3h 40m
Sat, Apr 20
MDW
Chicago Midway
PIT
Pittsburgh
4h 16m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,528 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

JFK
MSY
Excellent 9.0

Cons: Snacks

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

YEG
MSP
Excellent 9.0

Pros: WiFi and Entertainment

PWM
ATL
Excellent 9.2

Pros: Flight attendants were very friendly.

Sat, Aug 10
PHL
Philadelphia
ORD
Chicago O'Hare Intl
5h 25m
Tue, Aug 13
ORD
Chicago O'Hare Intl
PHL
Philadelphia
6h 22m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 8,607 reviews
Overall
8.1
Boarding
8.2
Comfort
7.7
Crew
8.5
Entertainment
6.8
Food
7.1
DFW
LAS
Excellent 10.0

Pros: Crew was great!

Cons: I didn’t realize I had to pay for a carry on

MSP
PHX
Excellent 9.0

Pros: Flight attendants worked the plane efficiently and were very attentive.

PVR
MSP
Mediocre 3.6

Pros: Price was good.

Cons: Coffee was bad. Seated in the very last row although there were many seats open. Flight was delayed three times.

MSP
LIR
Excellent 10.0

Pros: Crew was awesome! Clean plane, I’m 6’4” and the 20 dollar seat option was great for leg room. Snacks for purchase.

Cons: Ran a few minutes behind. It was all good, no complaints

PDX
PHX
Excellent 9.5

Cons: Sun country is awesome

Wed, May 8
PHL
Philadelphia
ORD
Chicago O'Hare Intl
16h 13m
Sat, May 11
ORD
Chicago O'Hare Intl
PHL
Philadelphia
5h 36m
Trip: 4 days
6.0GoodShow reviews
Overall 6.0 Good
Based on 50 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
PHL
ORD
Good 6.4

Cons: Could have done without the sales pitch for your credit card. Had a layover so had to listen to it twice. Also, the price for the bags were over the top especially since the weight limit was 40 pounds.

BWI
RSW
Good 7.6

Cons: Airfare price was great but a lot of other charges Luggage charge if you’re luggage was over fourty pound usually fifty pounds Beverage charge of three dollars-free on other airlines

MYR
LGA
Excellent 10.0

Pros: Flight was on time and earlier arrival than scheduled

Cons: Entertainment, more comfortable seats

ORD
LGA
Mediocre 3.6

Pros: Very poor airline and all related services were very low standard

Cons: I suggest don’t travel on this cheap airline.

EWR
SDQ
Mediocre 2.0

Pros: The airline delayed for an hour and checked bags did. Or arrive with flight. Had to wait more than 10 hours for my lost luggage to arrive at airport

Cons: Checked in bag got lost and had to wait mor than 10 hours to pick it up from another flight. Flight was delayed for more than an hour

Wed, May 1
AVP
Scranton/Wilkes-Barre Wilkes-Barre Scranton
ORD
Chicago O'Hare Intl
2h 24m
Sat, May 4
ORD
Chicago O'Hare Intl
AVP
Scranton/Wilkes-Barre Wilkes-Barre Scranton
1h 57m
Trip: 4 days
7.6GoodShow reviews
Overall 7.6 Good
Based on 13 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
IAD
IAH
Mediocre 3.0

Pros: Landed on time

Cons: Staff. Boarding. Fellow Passengers.

AVP
ORD
Good 6.0

Cons: My luggage did not make it to my destination.

SFO
PSP
Excellent 9.3

Pros: On time, rare for a full flight.

Cons: A little quicker on the baggage upon arrival would have been nice.

IAD
LAX
Okay 5.0

Cons: No WiFi functioning so nothing to do for five hours when you counted on having WiFi. Now I will always bring a book

STI
EWR
Good 6.4

Pros: The crew, and boarding process was good.

Cons: The snacks are really bad.

Wed, May 15
PHL
Philadelphia
ORD
Chicago O'Hare Intl
7h 59m
Wed, May 22
ORD
Chicago O'Hare Intl
PHL
Philadelphia
6h 16m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jul 30
PHL
Philadelphia
ORD
Chicago O'Hare Intl
7h 25m
Tue, Aug 6
ORD
Chicago O'Hare Intl
PHL
Philadelphia
6h 22m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,761 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
PSE
MCO
Excellent 9.6

Pros: Smooth landing

Cons: It was all around a good flight.

BOS
MSP
Excellent 10.0

Pros: More leg room than I've ever had on any other airline before!

Cons: Would have been nice, given the length of the flight, to have had the beverage cart come through a second time. But it's not something that would turn me away from JetBlue. I was very pleased overall.

RSW
BOS
Excellent 9.3

Pros: Free Wi-Fi

Cons: Outlets on plane for charging phone

MCO
CUN
Mediocre 2.0

Pros: delayed, old airplane, bad snack, etc.

Cons: customer services

ATL
MCO
Excellent 10.0

Pros: Crew was friendly and helpful. Efficient in boarding and disembarking. On time and reliable gate assignments. Comfortable seats with ample leg room. Option to check bag at the gate made for more room for overhead items. Desirable options for snacks and drinks. Complementary TV/ WiFi.

Cons: Quality of TV/WiFi could be of higher quality. Can’t think of anything else.

Mon, May 27
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 47m
Tue, May 28
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 27m
Trip: 2 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 13 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
PHX
SEA
Good 6.6

Pros: comfortable seats

Cons: food

CLT
PHX
Okay 4.6

Pros:

Cons: I know this flight was considered local so they get away with no serving food but Phoenix to Honolulu is 7 hours long. they need to consider that other passengers took that flight as connection to a previous flight mine was Charlotte to Phoenix 4:45 duration

PIT
PHX
Excellent 8.0

Cons: Flight delayed 2hrs - but no fault of the airline.

JFK
EGE
Excellent 8.0

Cons: Could be more caring staff

DAY
CLT
Excellent 10.0

Pros: On time with easy boarding and very helpful staff.

Sat, Jul 13
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 42m
Wed, Jul 17
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 30m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 1
PIT
Pittsburgh
MDW
Chicago Midway
4h 59m
Wed, May 8
MDW
Chicago Midway
PIT
Pittsburgh
4h 07m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,528 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LWS
SLC
Excellent 10.0

Pros: Seats were narrow and we were shoulder to shoulder. Plane was clean and all was on tkmr

Cons: Roomier cabin

ATL
STR
Excellent 8.6

Pros: The crew was very polite and accommodating.

Cons: Seats are uncomfortable and tight.

BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

YEG
MSP
Excellent 9.0

Pros: WiFi and Entertainment

JFK
MAD
Excellent 8.3

Pros: The crew was very good. So was the food.

Cons: The flight was 1 hour delayed

Tue, Apr 9
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 48m
Tue, Apr 16
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 27m
Trip: 8 days
7.5GoodShow reviews
Overall 7.5 Good
Based on 73 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
PIT
ORD
Excellent 10.0

Pros: Flight boarded quickly with enough room for my luggage in overhead bin. Seat by the window had enough leg room with a bag underneath the seat. Flight landed safely.

Cons: No assistance with placing and removing luggage from the overhead bin by the flight attendants.

PIT
ORD
Excellent 10.0

Pros: Short, smooth flight Efficient boarding of crowded flight

PIT
ORD
Excellent 10.0

Pros: Clean, New airplane, roomy seats. No complaints!

ORD
MSP
Good 6.5

Cons: Transfer from international (T5) to T1 at O'Hare is very unpleasant..Generally O'Hare is a terrible airport.

DEN
PHL
Excellent 10.0

Pros: Attendants were wonderful!

Cons: Baggage claim time - but that's a Philly issue.

Sun, Aug 11
PIT
Pittsburgh
ORD
Chicago O'Hare Intl
1h 42m
Wed, Aug 21
ORD
Chicago O'Hare Intl
PIT
Pittsburgh
1h 28m
Trip: 11 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 13 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LHR
DFW
Good 7.3

Pros: Crew was very nice.

Cons: More room.

JFK
EGE
Excellent 8.0

Cons: Could be more caring staff

JAC
DFW
Mediocre 3.6

Cons: Flight delayed three hours.

AUS
JFK
Mediocre 3.0

Pros: That we didn’t crash

Cons: No food offered. Premium seating that I paid for was so narrow there was no way I could sit next to the person next to me and not have their elbows on me.

BWI
MIA
Excellent 8.3

Pros: Very helpful crew.

Cons: Too often the video screen I’m given doesn’t charge up and it has to be replaced mid flight. This happened again during this flight when 2 screens didn’t charge and had to be replaced before the movie ended. The crew was helpful, but this problem is annoying.

Wed, Mar 27
PHL
Philadelphia
ORD
Chicago O'Hare Intl
15h 41m
Tue, Apr 16
ORD
Chicago O'Hare Intl
PHL
Philadelphia
5h 53m
Trip: 21 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,761 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
BOS
RDU
Excellent 9.6

Pros: Seats ok. Crew was great!

BOS
MSP
Excellent 10.0

Pros: More leg room than I've ever had on any other airline before!

Cons: Would have been nice, given the length of the flight, to have had the beverage cart come through a second time. But it's not something that would turn me away from JetBlue. I was very pleased overall.

FLL
BOG
Excellent 9.6

Pros: Nice room

Cons: Food service

PSE
MCO
Excellent 9.6

Pros: Smooth landing

Cons: It was all around a good flight.

JAX
JFK
Okay 5.2

Pros: The crew was attentive and friendly.

Cons: My entertainment screen never worked for more than 30 seconds. I had to watch whatever my neighbor was watching.

Tue, Apr 2
PHL
Philadelphia
ORD
Chicago O'Hare Intl
15h 04m
Fri, Apr 5
ORD
Chicago O'Hare Intl
PHL
Philadelphia
8h 42m
Trip: 4 days
6.0GoodShow reviews
Overall 6.0 Good
Based on 50 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
FLL
DEN
Good 7.0

Cons: Better gate position at Denver airport. At midnight it was a long walk and the people movers were broken which made the walk even longer.

PHL
ORD
Mediocre 2.0

Cons: My 6:00 AM flight was cancelled but didn't find that out until I got to the airport at 4:45AM. The two options Spirit gives you is to put you on the next flight tomorrow at 6AM or refund your money. I was lucky to purchase a flight on an airline with a real schedule for later that morning. That flight was practically empty. It is a shame that Spirit doesn't have the customer service to accommodate it's passengers on to other flights. Low cost fares are appealing but more of a hassle than they are worth when the airline has little to no contingency plans. An I'm sorry and a $15 voucher can't get you back 24 hours of time or the money folks who choose low cost carriers have to waste on getting back and forth to the airport or spend on hotels in the area.

BWI
IAH
Good 6.0

Pros: The seats are comfortable.

Cons: At the very least you can offer free water. After paying so much for a flight, I do not appreciate being charged $3 for water. A little customer service goes a long way. I am not too sure I will fly with spirit again. It’s the principle of matter. It was a huge turn off.

DTW
RSW
Good 7.0

Pros: Crew was good

Cons: Too little overhead space for the number of seats on the flight

PHL
ORD
Mediocre 2.0

Pros: Nothing!

Cons: The seats were too cramped together. They over priced the carry on luggage. The return trip from Houston to Philadelphia, I was in the airport from 5am until 11pm in the airport. In Houston, we spent 1.5 hours on the hot airplane with no AC then they deplaned and put us back on another plane for 1 hour and then those trying to get to Philadelphia were asked to deplane again. When about 10 of us got off this flight, they told us unfortunately there were only three seats available to Atlanta and then Philadelphia. I had to beg for one of the seats because I would have been fired from my job and I had patients already scheduled to see the following day. In Atlanta, I had to spend more money to eat dinner and wait from 4pm until 8:45pm when we finally boarded the air craft because it was constantly delayed every hour. Lastly, when I got to Philadelphia at 10:30pm I spent another 30 minutes filling paper work out because they lost my luggage and the other passage that flew with me as well. Spirits never even offered a food voucher or explained to us why everything was delayed or even apologized. It was a terrible experience.

Sun, Apr 14
PIT
Pittsburgh
MDW
Chicago Midway
5h 04m
Wed, Apr 17
MDW
Chicago Midway
PIT
Pittsburgh
6h 26m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,528 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
MEX
Excellent 10.0

Pros: The flight was on time at departure and 30 minutes on arrival.

Cons: Since I got a good deal on the ticket, my boarding zone was “Basic”. That kind of sucked, but I still could fit bag in the airplane so it all worked out

ATL
STR
Excellent 8.6

Pros: The crew was very polite and accommodating.

Cons: Seats are uncomfortable and tight.

AUS
LAX
Excellent 10.0

Pros: Snacks and drinks and movies on point.

Cons: No cheese its.

SLC
SAN
Excellent 8.8

Pros: Crew provided first class service and were in good spirits for a very full flight. Full first class beverage service

Cons: No food except cookies and salty crisps in first clsss. There was ample time for a full breakfast.

ATL
SFO
Excellent 10.0

Pros: Yes

Cons: Took off late. Other than that very comfortable and great experience

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