Cheap flights from Philadelphia to Chicago from $56

Round-trip
1 adult
Economy
From?
To?
Mon 5/30
Mon 6/6

Deals available from 900+ travel sites.

Flight information for Philadelphia to Chicago
(PHL to CHI)

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

Best Price Found

$56

Fastest flight time

2h 15m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Philadelphia in the past 72 hours is $56. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $121.
The fastest flight from Philadelphia to Chicago takes 2h 15m
Direct flights go from Philadelphia to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

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 cheapest month to fly from Philadelphia to Chicago?

August

The cheapest time of year to fly to Chicago from Philadelphia is August. Most expensive is February

What is the cheapest day to depart Philadelphia for Chicago?

Saturday

The cheapest day of the week is typically Saturday. The most expensive is typically Sunday

When is the cheapest time to fly from Philadelphia to Chicago?

in the evening

Philadelphia to Chicago flights are approximately 10% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from Philadelphia?

Juneyao Airlines

American Airlines, Delta, and Frontier are the most popular carriers operating from Philadelphia to Chicago

What is the cheapest Philadelphia to Chicago flight route?

Philadelphia - Chicago Midway

Fly from Philadelphia to Chicago Midway for the best Philadelphia - Chicago flight prices

How far in advance should you book Philadelphia to Chicago flights?

13 days before

The cheapest time to buy a flight from Philadelphia to Chicago is approximately 13 days to departure

Newark Airport (EWR) to Chicago O'Hare Intl Airport (ORD)$188
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Newark Airport (EWR) to Chicago Midway Airport (MDW)$196
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Philadelphia Airport (PHL) to Chicago O'Hare Intl Airport (ORD)$234
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Philadelphia Airport (PHL) to Chicago Midway Airport (MDW)$121
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Allentown-Bethlehem Airport (ABE) to Chicago O'Hare Intl Airport (ORD)$226
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Allentown-Bethlehem Airport (ABE) to Chicago Midway Airport (MDW)$308
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When you’re planning your trip from Philadelphia to Chicago, the most popular airport-to-airport route is Philadelphia Airport to Chicago O'Hare Intl Airport. When booking your trip to Chicago, it is helpful to have an alternative airport to fly out of. Good options for departure airports when traveling to Chicago, you can try Newark Airport (in Newark), Philadelphia Airport (in Philadelphia), or Allentown-Bethlehem Airport (in Allentown). You may be looking for an airport near Chicago O'Hare Intl Airport to land at when traveling from Philadelphia and luckily, there are options! You can try Chicago O'Hare Intl Airport which is located in Chicago, Chicago Midway Airport which is located in Chicago, or Chicago Greater Rockford Airport which is located in Chicago. In May, $121 is typically the cheapest round trip price you’ll find from Philadelphia to Chicago which you can find when you fly PHL — MDW.


Easily compare round-trip flights from Philadelphia to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Philadelphia to Chicago by changing tabs
Frontier
Jun 18
PHL2:35 amPhiladelphia
2h 15m
MDW4:50 amChicago Midway
Jun 23
MDW5:18 amChicago Midway
1h 55m
PHL7:13 amPhiladelphia
Spirit Airlines
Jun 6
PHL1:25 pmPhiladelphia
23h 37m
1 stop
ORD1:02 pmChicago O'Hare Intl
Jun 8
ORD7:05 amChicago O'Hare Intl
4h 36m
1 stop
PHL11:41 amPhiladelphia
American Airlines
Sep 13
PHL2:54 pmPhiladelphia
15h 15m
1 stop
ORD6:09 amChicago O'Hare Intl
Sep 14
ORD7:30 amChicago O'Hare Intl
1h 55m
PHL9:25 amPhiladelphia
Multiple Airlines
Jun 7
PHL4:55 pmPhiladelphia
13h 31m
1 stop
MDW6:26 amChicago Midway
Jun 9
MDW5:18 amChicago Midway
1h 55m
PHL7:13 amPhiladelphia
Frontier
Jun 21
PHL3:18 amPhiladelphia
2h 15m
MDW5:33 amChicago Midway
Jun 22
MDW4:35 amChicago Midway
1h 55m
PHL6:30 amPhiladelphia
Frontier
Jun 7
PHL3:19 amPhiladelphia
2h 15m
MDW5:34 amChicago Midway
Jun 15
MDW4:35 amChicago Midway
1h 55m
PHL6:30 amPhiladelphia

Find the cheapest one-way flights from Philadelphia to Chicago

If you're looking for one-way flights from Philadelphia to Chicago, view some of our deals below provided by Frontier and Spirit Airlines
Frontier
Jun 7
PHL3:19 amPhiladelphia
2h 15m
MDW5:34 amChicago Midway
Spirit Airlines
Jun 1
PHL2:25 amPhiladelphia
13h 33m
1 stop
ORD3:58 pmChicago O'Hare Intl
Multiple Airlines
Jun 7
PHL4:39 amPhiladelphia
8h 23m
1 stop
ORD1:02 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Philadelphia

Find and compare round-trip flight prices for your last-minute flight from Philadelphia to Chicago
Frontier
May 31
PHL3:19 amPhiladelphia
2h 15m
MDW5:34 amChicago Midway
Jun 2
MDW5:39 amChicago Midway
1h 53m
PHL7:32 amPhiladelphia
Spirit Airlines
Jun 1
PHL2:25 amPhiladelphia
13h 33m
1 stop
ORD3:58 pmChicago O'Hare Intl
Jun 7
ORD12:16 pmChicago O'Hare Intl
16h 34m
1 stop
PHL4:50 amPhiladelphia
Multiple Airlines
Jun 1
PHL5:24 amPhiladelphia
2h 15m
MDW7:39 amChicago Midway
Jun 7
MDW6:16 amChicago Midway
7h 11m
1 stop
PHL1:27 pmPhiladelphia
Frontier
Jun 1
PHL5:24 amPhiladelphia
2h 15m
MDW7:39 amChicago Midway
Jun 3
MDW5:00 amChicago Midway
1h 53m
PHL6:53 amPhiladelphia
Frontier
Jun 1
PHL5:24 amPhiladelphia
2h 15m
MDW7:39 amChicago Midway
Jun 2
MDW5:39 amChicago Midway
1h 53m
PHL7:32 amPhiladelphia
Frontier
Jun 2
PHL3:19 amPhiladelphia
2h 15m
MDW5:34 amChicago Midway
Jun 7
MDW5:39 amChicago Midway
1h 53m
PHL7:32 amPhiladelphia

Best airlines flying from Philadelphia to Chicago

Compare and see reviews for airlines that fly from Philadelphia to Chicago with momondo
AirlineRatingFree CancellationPrice
Juneyao AirlinesPriceFrom $12Free CancellationRating
0.0
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FrontierPriceFrom $38Free CancellationRating
6.1
6.4

Boarding

5.8

Comfort

6.9

Crew

4.7

Entertainment

5.0

Food

Reviews

Coffee ordered and only choice offered was black or with cream and sugar. A sugar substitute should be offered for those who don’t need or want sugar.

1 / 10
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Spirit AirlinesPriceFrom $39Free CancellationRating
6.2
6.4

Boarding

5.8

Comfort

6.9

Crew

4.8

Entertainment

5.1

Food

Reviews

I've never been delayed 6 hours for a flight until flying with Spirit. I'll never fly spirit at night again. I will still fly spirit but if I'm delayed 6 hours again, I'd rather not arrive at 6am when I was originally scheduled for midnight.

1 / 10
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DeltaPriceFrom $76Free CancellationRating
7.9
7.9

Boarding

8.0

Comfort

8.3

Crew

7.7

Entertainment

7.3

Food

Reviews

It was so cold on the flight, otherwise okay.

1 / 10
Search Delta flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
7.6

Boarding

7.2

Comfort

8.0

Crew

6.9

Entertainment

6.7

Food

Reviews

See previous comments. Flights cancelled and replaced with different itinerary resulting in 2 day delay in arriving at destination.

1 / 10
Search United Airlines flights
American AirlinesPriceFrom $113Free CancellationRating
7.3
7.7

Boarding

7.2

Comfort

8.1

Crew

7.0

Entertainment

6.5

Food

Reviews

Good flight, and service. Need more food options.

1 / 10
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  • Southwest Flights From Philadelphia to Chicago

    Southwest is one of the most popular airlines flying from Philadelphia to Chicago, operating 18 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago starts from $262 round-trip, up to an average price of $394. Our users have rated Southwest at 7.6/10.

  • 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 $97 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $261. United Airlines operates 27 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 737 reviews.


Spirit Airlines flights from Philadelphia to Chicago

Our best Spirit Airlines deals on Philadelphia to Chicago flight tickets
Spirit Airlines
Jun 6
PHL1:25 pmPhiladelphia
23h 37m
1 stop
ORD1:02 pmChicago O'Hare Intl
Jun 8
ORD7:05 amChicago O'Hare Intl
4h 36m
1 stop
PHL11:41 amPhiladelphia
Spirit Airlines
Jun 7
PHL1:40 pmPhiladelphia
17h 20m
1 stop
ORD7:00 amChicago O'Hare Intl
Jun 14
ORD7:05 amChicago O'Hare Intl
4h 36m
1 stop
PHL11:41 amPhiladelphia
Spirit Airlines
Jun 1
PHL7:45 amPhiladelphia
12h 51m
1 stop
ORD8:36 pmChicago O'Hare Intl
Jun 8
ORD7:05 amChicago O'Hare Intl
4h 36m
1 stop
PHL11:41 amPhiladelphia

American Airlines flights from Philadelphia to Chicago

Our best American Airlines deals on Philadelphia to Chicago flight tickets
American Airlines
Sep 13
PHL2:54 pmPhiladelphia
15h 15m
1 stop
ORD6:09 amChicago O'Hare Intl
Sep 14
ORD7:30 amChicago O'Hare Intl
1h 55m
PHL9:25 amPhiladelphia
American Airlines
Aug 23
PHL2:04 amPhiladelphia
2h 23m
ORD4:27 amChicago O'Hare Intl
Aug 24
ORD5:58 amChicago O'Hare Intl
1h 56m
PHL7:54 amPhiladelphia
American Airlines
Aug 27
PHL4:15 pmPhiladelphia
4h 37m
1 stop
ORD8:52 pmChicago O'Hare Intl
Aug 30
ORD2:32 amChicago O'Hare Intl
1h 56m
PHL4:28 amPhiladelphia

Choose the best way to get from Philadelphia to Chicago


  • Are airlines flying from Philadelphia to Chicago offering flexible cancellation due to COVID-19?

    Some of our partner airlines flying from Philadelphia to Chicago are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are American Airlines, United Airlines, and Spirit Airlines. You can search for the full list of airlines like American Airlines that are offering this flexibility.

  • 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 06m 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 $120, 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 06m is a normal flight duration for this route.



Alternative routes for Philadelphia to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Pittsburgh to Chicago Flights
Fastest flight time1h 34m
Cheapest price$187
Philadelphia to St. Louis Flights
Fastest flight time2h 24m
Cheapest price$230
Harrisburg to Chicago Flights
Fastest flight time1h 59m
Cheapest price$285
Pittsburgh to St. Louis Flights
Fastest flight time4h 04m
Cheapest price$196
Harrisburg to St. Louis Flights
Fastest flight time4h 28m
Cheapest price$317
Erie to Chicago Flights
Fastest flight time1h 45m
Cheapest price$314

Similar Philadelphia to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your Philadelphia to Chicago route

Why use momondo?

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.

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

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.

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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