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Cheap flights from Philadelphia to Chicago from $34

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Philadelphia to Chicago departing on 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Philadelphia to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Philadelphia to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Philadelphia to Chicago.

Cheap last minute flights

Planning a quick getaway from Philadelphia to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Philadelphia to Chicago

Find recent round-trip train or bus tickets from Philadelphia to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:00 pm - 9:51 pmPHL-MDW
10h 51m1 stop
2:36 pm - 5:36 pmMDW-PHL
2h 00mnonstop
$94Frontier
Find Deal
Wed, Mar 26 - Tue, Apr 1
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
4:30 pm - 7:28 pmMDW-PHL
1h 58mnonstop
$98Frontier
Find Deal
Tue, Apr 15 - Thu, Apr 17
10:45 am - 12:16 pmPHL-ORD
2h 31mnonstop
8:47 pm - 11:59 pmORD-PHL
2h 12mnonstop
$177American Airlines
Find Deal
Wed, Apr 16 - Wed, Apr 23
5:02 pm - 12:06 amPHL-ORD
8h 04m1 stop
6:00 am - 2:01 pmORD-PHL
7h 01m1 stop
$197Delta
Find Deal
Wed, Apr 16 - Wed, Apr 23
5:02 pm - 9:46 pmPHL-MDW
5h 44m1 stop
3:45 pm - 12:24 amMDW-PHL
7h 39m1 stop
$228Delta
Find Deal
Wed, Apr 16 - Wed, Apr 23
9:25 am - 10:51 amPHL-ORD
2h 26mnonstop
11:53 am - 2:54 pmORD-PHL
2h 01mnonstop
$248American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 12
6:00 am - 7:31 amPHL-ORD
2h 31mnonstop
7:45 am - 10:50 amORD-PHL
2h 05mnonstop
$253United Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 12
6:25 am - 7:55 amPHL-MDW
2h 30mnonstop
7:00 pm - 9:55 pmMDW-PHL
1h 55mnonstop
$253Southwest
Find Deal
Sat, Feb 15 - Tue, Feb 18
5:01 pm - 6:25 pmPHL-ORD
2h 24mnonstop
7:00 am - 2:10 pmORD-PHL
6h 10m1 stop
$257United Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
7:05 pm - 8:25 pmPHL-MDW
2h 20mnonstop
6:50 am - 12:40 pmMDW-PHL
4h 50m1 stop
$263Southwest
Find Deal
Sat, Feb 15 - Tue, Feb 18
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
$34Frontier
Find Deal
Tue, Apr 8
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
$39Frontier
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Tue, Apr 15
9:31 am - 10:55 amPHL-ORD
2h 24mnonstop
$89United Airlines
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Tue, Apr 29
12:28 pm - 6:19 pmPHL-ORD
6h 51m1 stop
$99Delta
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Wed, Apr 9
11:45 am - 6:04 pmPHL-MDW
7h 19m1 stop
$99Delta
Find Deal
Tue, Apr 29
6:41 am - 8:05 amPHL-ORD
2h 24mnonstop
$124United Airlines
Find Deal
Tue, Apr 8
5:05 pm - 6:20 pmPHL-MDW
2h 15mnonstop
$127Southwest
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Sat, Feb 8
7:40 am - 3:20 pmPHL-ORD
8h 40m2 stops
$142Southwest
Find Deal
Sat, Feb 8
10:41 am - 12:14 pmPHL-ORD
2h 33mnonstop
$152American Airlines
Find Deal
Sat, Feb 1
7:20 am - 8:45 amPHL-ORD
2h 25mnonstop
$158American Airlines
Find Deal
Sat, Jan 25
5:19 pm - 11:34 pmPHL-ORD
7h 15m1 stop
10:02 pm - 4:06 pmORD-PHL
17h 04m1 stop
$232Frontier
Find Deal
Sun, Jan 12 - Fri, Jan 31
8:00 pm - 10:55 pmPHL-ORD
27h 55m3 stops
2:02 pm - 10:16 pmORD-PHL
7h 14m1 stop
$255Spirit Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 15
2:46 pm - 7:52 amPHL-ORD
18h 06m2 stops
11:20 am - 2:24 pmORD-PHL
2h 04mnonstop
$394United Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 11
5:10 pm - 6:41 pmPHL-ORD
2h 31mnonstop
9:06 pm - 6:21 pmORD-PHL
20h 15m2 stops
$470United Airlines
Find Deal
Fri, Jan 10 - Fri, Jan 10
6:55 am - 4:52 pmPHL-ORD
10h 57m1 stop
11:53 am - 2:54 pmORD-PHL
2h 01mnonstop
$481American Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:20 pm - 7:35 pmPHL-MDW
2h 15mnonstop
1:00 pm - 3:50 pmMDW-PHL
1h 50mnonstop
$601Southwest
Find Deal
Fri, Jan 10 - Sun, Feb 16
9:45 am - 7:35 pmPHL-MDW
10h 50m1 stop
8:15 pm - 11:10 pmMDW-PHL
1h 55mnonstop
$611Southwest
Find Deal
Fri, Jan 10 - Sun, Feb 16
7:20 am - 8:45 amPHL-ORD
2h 25mnonstop
5:20 pm - 8:19 pmORD-PHL
1h 59mnonstop
$630American Airlines
Find Deal
Sun, Jan 12 - Fri, Jan 31
9:33 am - 1:08 pmPHL-MDW
4h 35m1 stop
5:07 pm - 10:52 pmMDW-PHL
4h 45m1 stop
$744Delta
Find Deal
Tue, Jan 14 - Wed, Jan 15
6:00 am - 8:54 amPHL-MDW
3h 54m1 stop
5:05 pm - 11:20 pmMDW-PHL
5h 15m1 stop
$847Delta
Find Deal
Sat, Jan 11 - Sat, Jan 11
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
4:30 pm - 7:28 pmMDW-PHL
1h 58mnonstop
$98Frontier
Find Deal
Tue, Apr 15 - Thu, Apr 17
12:32 pm - 1:46 pmPHL-MDW
2h 14mnonstop
2:44 pm - 5:55 pmMDW-PHL
2h 11mnonstop
$150Frontier
Find Deal
Fri, May 2 - Mon, May 5
8:23 pm - 9:40 pmPHL-MDW
2h 17mnonstop
2:36 pm - 5:36 pmMDW-PHL
2h 00mnonstop
$156Frontier
Find Deal
Thu, Apr 3 - Tue, Apr 8
8:23 pm - 9:40 pmPHL-MDW
2h 17mnonstop
4:30 pm - 7:28 pmMDW-PHL
1h 58mnonstop
$157Frontier
Find Deal
Sun, Apr 13 - Thu, Apr 17
10:45 am - 12:16 pmPHL-ORD
2h 31mnonstop
8:47 pm - 11:59 pmORD-PHL
2h 12mnonstop
$177American Airlines
Find Deal
Wed, Apr 16 - Wed, Apr 23
9:30 am - 11:01 amPHL-ORD
2h 31mnonstop
11:10 am - 2:18 pmORD-PHL
2h 08mnonstop
$233United Airlines
Find Deal
Wed, Mar 26 - Tue, Apr 1
9:31 am - 10:55 amPHL-ORD
2h 24mnonstop
11:10 am - 2:18 pmORD-PHL
2h 08mnonstop
$247United Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
9:25 am - 10:51 amPHL-ORD
2h 26mnonstop
11:53 am - 2:54 pmORD-PHL
2h 01mnonstop
$248American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 12
6:25 am - 7:55 amPHL-MDW
2h 30mnonstop
7:00 pm - 9:55 pmMDW-PHL
1h 55mnonstop
$253Southwest
Find Deal
Sat, Feb 15 - Tue, Feb 18
7:05 pm - 8:25 pmPHL-MDW
2h 20mnonstop
7:00 pm - 9:55 pmMDW-PHL
1h 55mnonstop
$279Southwest
Find Deal
Tue, Feb 18 - Thu, Feb 20

Frontier flights from Philadelphia to Chicago

Our best Frontier deals on Philadelphia to Chicago flight tickets
Frontier
Mar 26
PHL12:00 pmPhiladelphia
10h 51m
1 stop
MDW9:51 pmChicago Midway
Apr 1
MDW2:36 pmChicago Midway
2h 00m
PHL5:36 pmPhiladelphia
Frontier
Apr 15
PHL6:31 pmPhiladelphia
2h 20m
MDW7:51 pmChicago Midway
Apr 17
MDW4:30 pmChicago Midway
1h 58m
PHL7:28 pmPhiladelphia
Frontier
Feb 22
PHL8:00 amPhiladelphia
10h 15m
1 stop
ORD5:15 pmChicago O'Hare Intl
Mar 1
ORD8:44 pmChicago O'Hare Intl
9h 46m
1 stop
PHL7:30 amPhiladelphia

United Airlines flights from Philadelphia to Chicago

Our best United Airlines deals on Philadelphia to Chicago flight tickets
United Airlines
Feb 11
PHL6:00 amPhiladelphia
2h 31m
ORD7:31 amChicago O'Hare Intl
Feb 12
ORD7:45 amChicago O'Hare Intl
2h 05m
PHL10:50 amPhiladelphia
United Airlines
Apr 23
PHL5:01 pmPhiladelphia
2h 24m
ORD6:25 pmChicago O'Hare Intl
Apr 29
ORD7:00 amChicago O'Hare Intl
6h 10m
1 stop
PHL2:10 pmPhiladelphia
United Airlines
Feb 11
PHL6:15 amPhiladelphia
7h 43m
1 stop
ORD12:58 pmChicago O'Hare Intl
Feb 12
ORD7:45 amChicago O'Hare Intl
2h 05m
PHL10:50 amPhiladelphia

See travel insights to Chicago from

How to get the cheapest flight ticket from Philadelphia to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Philadelphia and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Philadelphia, with most prices found around $118. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Philadelphia to Chicago during July average around $161.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $156. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Philadelphia to Chicago for around $199.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Philadelphia to Chicago during this time can be as low as $148. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $217.

What is the cheapest Philadelphia to Chicago flight route?

Fly from Philadelphia to Chicago O'Hare Intl for the best Philadelphia - Chicago flight prices

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

The best time to book a flight to Chicago from Philadelphia is 41 days out, which is when prices tend to be around $245. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $169.

What cabin class options are available on Philadelphia to Chicago flights?

There are 4 cabin classes available to choose from on Philadelphia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Philadelphia to Chicago flight prices changed over time?

As of January 2025, prices for Philadelphia to Chicago flights are approximately 18% more expensive when compared to flights at the same time last year.

When to book flights from Philadelphia to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Philadelphia to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Philadelphia to Chicago (PHL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Chicago

Best Price Found

$34

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Philadelphia in the past 72 hours is $34. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $94.
The fastest flight from Philadelphia to Chicago takes 2h 10m
Direct flights go from Philadelphia to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from Philadelphia to Chicago?

    We’ve found that taking a flight from Philadelphia to Chicago with Frontier is more time-efficient when based simply on travel duration. A train from Philadelphia to Chicago or a bus from Philadelphia to Chicago can take you longer than a 2h 14m flight.

  • Is flying the cheapest way to get from Philadelphia to Chicago?

    Taking a flight to your destination is the cheapest option we’ve found in the past few days. The cheapest price we’ve found for this option is $94, making it less expensive than a train from Philadelphia to Chicago and cheaper than a bus from Philadelphia to Chicago.

  • How far is Philadelphia to Chicago by plane?

    A flight from Philadelphia to Chicago will travel around 663.6 mi. 2h 14m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Philadelphia Airport to Chicago?

    Prices for flights from Philadelphia Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Philadelphia Airport to Chicago?

  • How old do you have to be to fly from Philadelphia Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Philadelphia Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Philadelphia to Chicago?

  • What is the most popular airline from Philadelphia to Chicago?


Best airlines flying from Philadelphia to Chicago

Compare and see reviews for airlines that fly from Philadelphia to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $48Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
American AirlinesPriceFrom $131Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $140Free CancellationRating
7.4
8,941 reviews
Search United Airlines flights
SouthwestPriceFrom $150Free CancellationRating
8.1
4,649 reviews
Search Southwest flights
DeltaPriceFrom $157Free CancellationRating
8.0
8,501 reviews
Search Delta flights
  • Southwest Flights From Philadelphia to Chicago

    Southwest is one of the most popular airlines flying from Philadelphia to Chicago, operating 15 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago starts from $150 round-trip, up to an average price of $244. Our users have rated Southwest at 8.1/10.

  • United Airlines Flights From Philadelphia to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Philadelphia to Chicago start from as low as $140 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $286. United Airlines operates 12 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 8,941 reviews.


Why use momondo?

Why should I use momondo to find a flight deal from Philadelphia to Chicago?

It is quick and easy to find Philadelphia to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Philadelphia to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Philadelphia with this policy.

How can momondo help me find flights from Philadelphia to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Philadelphia. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Philadelphia to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Philadelphia. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago