CHI - PHL

$55 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 5/30. 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

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
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Flights Deals

Cheap Flights from Chicago to Philadelphia

 
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.

Recent round-trip flight deals from Chicago to Philadelphia

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Philadelphia.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:40 pm - 9:45 pmMDW-PHL
2h 05mnonstop
Frontier Logo
10:38 pm - 11:51 pmPHL-MDW
2h 13mnonstop
$100Frontier
Find Deal
Fri, Jul 11 - Mon, Jul 14
Frontier Logo
6:40 pm - 9:43 pmMDW-PHL
2h 03mnonstop
Frontier Logo
10:38 pm - 11:51 pmPHL-MDW
2h 13mnonstop
$110Frontier
Find Deal
Fri, Jun 20 - Mon, Jun 30
 Logo
8:17 pm - 11:44 pmORD-PHL
2h 27mnonstop
 Logo
6:15 am - 6:44 pmPHL-ORD
13h 29m1 stop
Fri, Jun 13 - Mon, Jun 16
 Logo
10:00 am - 5:27 pmORD-PHL
6h 27m1 stop
 Logo
3:39 pm - 5:01 pmPHL-ORD
2h 22mnonstop
Thu, May 29 - Fri, May 30
American Airlines Logo
7:00 am - 10:02 amORD-PHL
2h 02mnonstop
American Airlines Logo
3:23 pm - 4:53 pmPHL-ORD
2h 30mnonstop
$177American Airlines
Find Deal
Tue, Jul 22 - Tue, Jul 29
American Airlines Logo
7:00 am - 10:04 amORD-PHL
2h 04mnonstop
American Airlines Logo
12:23 pm - 1:52 pmPHL-ORD
2h 29mnonstop
$180American Airlines
Find Deal
Wed, May 21 - Sun, May 25
Southwest Logo
8:25 am - 11:25 amMDW-PHL
2h 00mnonstop
Southwest Logo
6:55 pm - 8:10 pmPHL-MDW
2h 15mnonstop
$180Southwest
Find Deal
Wed, May 21 - Sun, May 25
United Airlines Logo
11:20 am - 2:29 pmORD-PHL
2h 09mnonstop
United Airlines Logo
5:11 pm - 6:35 pmPHL-ORD
2h 24mnonstop
$189United Airlines
Find Deal
Mon, Jun 30 - Tue, Jul 1
Southwest Logo
6:30 am - 9:25 amMDW-PHL
1h 55mnonstop
Southwest Logo
5:55 am - 7:00 amPHL-MDW
2h 05mnonstop
$189Southwest
Find Deal
Thu, Jul 3 - Mon, Jul 7
United Airlines Logo
6:13 pm - 9:28 pmORD-PHL
2h 15mnonstop
United Airlines Logo
12:25 pm - 1:49 pmPHL-ORD
2h 24mnonstop
$199United Airlines
Find Deal
Sat, May 24 - Mon, May 26
Expert advice

Expert advice for your flight from Chicago to Philadelphia

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Frontier's Premium Bundle includes priority boarding and extra legroom seats for a small additional cost.


Avoid Airport Agent Assistance fees by checking in online or at a kiosk.

Read more about Frontierby Stefanie Waldek
American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.


Download the American Airlines app for access to inflight entertainment on domestic flights.

United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


Purchase Priority Boarding to ensure overhead bin space for your carry-on bag.

Airports
ORD

ORD offers a 24-hour CTA Blue Line train to downtown Chicago, taking about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
MDW

MDW's compact terminal makes navigation easy, with all concourses accessible from a central check-in area.

Read more about MDWby Stefanie Waldek
PHL

SEPTA's Airport Regional Rail Line offers a 30-minute ride to downtown Philadelphia, with stops at multiple terminals.

Read more about PHLby Harriet Baskas
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines, ORD and MDW

Stefanie Waldek

Stefanie Waldek

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.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines and PHL

Harriet Baskas

Harriet Baskas

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.

Read more
Useful Info

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.

Find cheap flights to Philadelphia
Find cheap flights to Philadelphia

Planning a trip from Chicago to Philadelphia? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

What is the cheapest Chicago to Philadelphia flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Philadelphia.

Our data shows that the cheapest route for a return flight from Chicago to Philadelphia cost $138 and was between Chicago Midway Airport (MDW) and Philadelphia (PHL). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $138.

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 Sunday. 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 August, where tickets cost $117 (return) on average. On the other hand, the most expensive months are March and February, where the average cost of round-trip tickets is $355 and $337 respectively.

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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$55
Best time to beat the crowds but there is an average 46% increase in price.
Most popular time to fly and prices are also 26% lower on average.
Flight from Chicago Midway 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 3 days, the lowest price for a flight from Chicago to Philadelphia was $55 for a one-way ticket and $100 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 Finnair 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?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Philadelphia, with oneworld 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 $297 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $279 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 $98 or less one-way and $190 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?

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, Southwest, United Airlines, +1 more

American Airlines, Southwest, +2 more

Friday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 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, Southwest, United Airlines, +1 more

American Airlines, Southwest, +2 more

Friday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

See more direct flights
See more direct flights

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.
8.0
SouthwestOverall score based on 4293 reviews
8.0Comfort
7.6Entertainment
7.1Food
8.6Crew
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

Timely boarding process, made up for lost time even after a lengthy wait for de-icing

My seat was wonky...hard and not much padding. I sat next to the Jumpseat for the flight attendant. Thoroughly enjoyed not have a third seat in that row! Flight attendants were amazing. I couldn't answer the "food quality" question as there is no food served on my short flight. I commend the pilot as I know it was super gusty when we landed. Thanks

I think I paid for an extra legroom seat and to be honest, there was not a lot of space available for my not very long legs. The flight was totally full and the staff did everything possible to meet the needs of all passengers. My only concern was for the size and spacing of my seat.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

Overall flight was as expected. It would have been better with a couple options for snack instead of only one item and if there was a TV or music as option. But overall satisfied.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

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

Information on your arrival and departure airports

Compare transportation modes for Chicago to Philadelphia

Average priceAverage duration
Flights$3661h 55m
Trains$29625h 56m
Buses$17724h 10m

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