CHI - PHL

$88 Find Cheap Flights from Chicago 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 Chicago to Philadelphia departing on 8/17. 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

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$208
Typical prices: $359-$207
Frontier
tor. 7/23lør. 7/25
ORD - PHL • 1 stop
Cheapest non-stop
$209
Typical prices: $358-$198
Frontier
man. 7/20man. 7/27
ORD - PHL • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Frontier Premium Bundle adds legroom; United Economy Plus offers up to 6 inches more.
American Main Cabin Extra adds early boarding; Southwest includes free snacks.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $208 (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 American Airlines, Southwest and others. Average duration is 2h 10m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 13% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 79% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 28% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 86% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Philadelphia!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Philadelphia (CHI-PHL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago 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 Chicago to Philadelphia

tor., juli 23 - lør., juli 25
Frontier Logo
1:50 pm - 10:28 pm
ORD
-
PHL
7h 38m
1 stop
Frontier Logo
6:05 pm - 7:47 pm
PHL
-
ORD
2h 42mnonstop
$208Frontier
lør., juli 18 - man., juli 20
Frontier Logo
8:52 pm - 12:15 am
ORD
-
PHL
2h 23mnonstop
Frontier Logo
5:21 am - 11:10 pm
PHL
-
ORD
18h 49m
1 stop
$209Frontier
fre., juli 10 - lør., juli 18
Frontier Logo
8:58 pm - 12:21 am
ORD
-
PHL
2h 23mnonstop
Frontier Logo
6:05 pm - 7:47 pm
PHL
-
ORD
2h 42mnonstop
$211Frontier
lør., juli 25 - tir., juli 28
Frontier Logo
8:52 pm - 12:15 am
ORD
-
PHL
2h 23mnonstop
Frontier Logo
6:00 am - 12:15 pm
PHL
-
ORD
7h 15m
1 stop
$212Frontier
fre., juli 17 - lør., juli 25
Multiple Airlines Logo
10:56 am - 8:00 pm
ORD
-
PHL
8h 04m
1 stop
Multiple Airlines Logo
6:05 pm - 7:47 pm
PHL
-
ORD
2h 42mnonstop
$213Multiple Airlines
lør., juli 25 - lør., aug. 1
Multiple Airlines Logo
1:09 pm - 8:00 pm
ORD
-
PHL
5h 51m
1 stop
Multiple Airlines Logo
6:05 pm - 7:47 pm
PHL
-
ORD
2h 42mnonstop
$214Multiple Airlines
tir., sep. 1 - tir., sep. 8
Southwest Logo
2:00 pm - 9:45 pm
MDW
-
PHL
6h 45m
2 stops
Southwest Logo
7:15 am - 3:50 pm
PHL
-
MDW
9h 35m
2 stops
$215Southwest
lør., aug. 22 - ons., aug. 26
Southwest Logo
8:10 am - 11:15 am
MDW
-
PHL
2h 05mnonstop
Southwest Logo
7:15 am - 3:25 pm
PHL
-
MDW
9h 10m
2 stops
$219Southwest
tor., aug. 20 - tir., sep. 8
Delta Logo
6:42 pm - 11:26 pm
MDW
-
PHL
3h 44m
1 stop
Delta Logo
9:35 am - 12:30 pm
PHL
-
MDW
3h 55m
1 stop
$223Delta
ons., aug. 26 - man., aug. 31
Delta Logo
6:05 am - 2:47 pm
MDW
-
PHL
7h 42m
1 stop
Delta Logo
6:05 am - 9:17 am
PHL
-
MDW
4h 12m
1 stop
$224Delta
Booking Insights

KAYAK's insights & trends for Chicago to Philadelphia flights

Get data-powered insights and trends into flights from Chicago 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 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 to Philadelphia departing in July.

What is the cheapest Chicago to Philadelphia flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Philadelphia costs $198 on the route between Chicago O'Hare Intl Airport (ORD) and Philadelphia (PHL). Over the past month, this route was, on average, 13% cheaper than other Chicago-Philadelphia routes. It is also the most popular route.

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

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

Your flight ticket price will generally be cheaper if you fly to Philadelphia on a Thursday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Friday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago 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 to Philadelphia is December, where tickets cost $50 (return) on average. On the other hand, the most expensive months are July and September, where the average cost of round-trip tickets is $552 and $552 respectively.

Can I save money by flying with a layover from Chicago 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 $365 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Philadelphia, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Philadelphia, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Expert advice

Expert advice for your flight from Chicago 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
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines, ORD 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 American Airlines and 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.

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.

Good to know

Low seasonFebruary
Cheapest flight$88
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Chicago O'Hare Airport to Philadelphia

When to book flights from Chicago to Philadelphia

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

  • What are the means of transportation from Philadelphia Airport to Downtown Philadelphia?

    Travelers arriving at the Philadelphia airport have access to a number of transport options from the airport to the city center. If you prefer public transportation, the SEPTA Airport Regional Rail Line offers transport every 30min. You can also choose to hail a taxi at Zone 5 on the S. Commercial Roadway.

  • Does O’Hare International Airport (ORD) have facilities for the disabled?

    O’Hare International Airport (ORD) caters to disabled travelers to ensure they are comfortable and enjoy their trip. The airport has elevators with braille buttons, wheelchair access for those with physical disabilities or aged travelers, a telephone for the impaired and visual paging.

  • Are there shops available and restaurants available at the Philadelphia Airport?

    In case you are traveling to Philadelphia from Chicago and need a bite or a drink, the airport has shops and restaurants located within the airport to serve you. You can visit Hudson News, Dunkin, Duty-Free by 3Sixty and Chikie’s & Pete’s located at Terminal A. Jack Duggan’s Pub and Restaurant is located at Terminal A – East.

  • Where can I get assistance with flight information at the O’Hare International Airport (ORD)?

    Travelers from Chicago to Philadelphia can access information from the airport’s information desk located within the terminal buildings. The desks will help you access information on flight delays, timings and any other inquiries you may need.

  • What is the cheapest flight from Chicago to Philadelphia?

    In the last 5 days, the lowest price for a flight from Chicago to Philadelphia was $88 for a one-way ticket and $208 for a round-trip.

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

    No, a passport isn't needed to fly from Chicago to Philadelphia. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to Philadelphia?

    On your way to Philadelphia, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Philadelphia.

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

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

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

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

  • Which airline alliances offer flights from Chicago to Philadelphia?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Philadelphia, with Star Alliance being the most commonly used for this route.

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

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

  • Which is the best airline for flights from Chicago to Philadelphia, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Philadelphia are Southwest and United Airlines. With an average price for the route of $333 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $361 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago 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 to Philadelphia.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philadelphia from Chicago 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 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago 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 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 to Philadelphia

  • Looking for a cheap flight? 25% of our users found flights on this route for $155 or less one-way and $317 or less round-trip.
  • Travelers who wish to fly from Chicago can take their flights at the O’Hare International Airport (ORD) or the Chicago Midway International Airport (MWD). The O’Hare International Airport (ORD) is located about 17 miles from the Chicago Loop. It offers a comfortable space and a relaxing environment, especially for military personnel who are still active in service and their families.
  • At the O’Hare International Airport (ORD), you will have access to banking, communications and currency exchange facilities and services. Seaway National Bank has a branch at the airport located at Terminal 2. The airport also has several foreign currency exchange bureaus for increased convenience. ATMs are also available at all the terminal buildings to give an easy way to withdraw cash.
  • The Chicago Midway International Airport (MWD) is located 29 miles from the O’Hare International Airport (ORD) and is convenient for a mother traveling with her baby. Concourse C at the airport offers a mother’s room, which is suitable for breastfeeding and baby care in a private space.
  • The Chicago Midway International Airport (MWD) offers a Yoga Room for travelers to relax before a flight. You can practice, meditate and unwind in this room before you take your flight to reduce anxiety. The airport also has a medical defibrillator in different locations in the airport. You can also get medical treatment or urgent care at the upper level of Terminal 2, courtesy of the University of Illinois at the medical center of Chicago.
  • Travelers arriving at the Philadelphia Airport (PHL) on a business trip or meeting have access to free Wi-Fi. Travelers can access the Airport Marriott from the pedestrian bridge at Terminal B. If you have carried your laptop, the airport offers data ports for public use to all travelers.

Prefer to fly direct from Chicago to Philadelphia?

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

Direct departures

Chicago to Philadelphia

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Philadelphia to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Reviews of the top 4 airlines serving from Chicago 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 Chicago 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 4237 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

10.0 ExcellentAnonymous, Jun 2026
OKC - LAS
Read more Southwest reviews

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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

Other airlines flying from Chicago to Philadelphia

Flights from the other most popular airlines that fly from Chicago to Philadelphia according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

Compare transportation modes for Chicago to Philadelphia

Transportation modeAverage priceAverage duration
Flights$6992h 00m
Trains$52025h 56m