What airlines fly to Chicago?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from Philadelphia according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

United Airlines, Southwest, and Delta are the most popular carriers operating from Philadelphia to Chicago

How often are flights from Philadelphia to Chicago delayed?

Historically, on average around 17% of flights between Philadelphia and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

What is the most punctual flight time for Philadelphia to Chicago flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How many flights depart from Philadelphia to Chicago on average per week?

As of February 2026, 185 flights take off from Philadelphia and land in Chicago each week. The most common flight departure day for this route is Fri, with 22% of weekly flights taking off on this day.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Philadelphia to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

How many flights depart from Philadelphia to Chicago on average per day?

As of February 2026, 26 flights take off from Philadelphia and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 48% of daily flights taking off in the afternoon.

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?

There are 5 operators available for flights from Philadelphia Airport to Chicago as of February 2026.

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.

$69 Cheap Flights from Philadelphia to Chicago in 2026

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5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

10:15 am - 1:24 pm

ORD

PHL

2h 09mnonstop

$122Frontier

Fri, Feb 20 - Mon, Feb 23

5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

10:15 am - 1:24 pm

ORD

PHL

2h 09mnonstop

$123Frontier

Fri, Feb 20 - Mon, Feb 23

6:34 pm - 8:08 pm

PHL

ORD

2h 34mnonstop

2:20 pm - 5:34 pm

ORD

PHL

2h 14mnonstop

$124Frontier

Thu, Apr 23 - Mon, Apr 27

5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

8:16 pm - 8:44 am

ORD

PHL

11h 28m

1 stop

$126Multiple Airlines

Fri, Feb 20 - Tue, Mar 10

5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

8:16 pm - 8:44 am

ORD

PHL

11h 28m

1 stop

$127Multiple Airlines

Fri, Feb 20 - Fri, Feb 27

7:35 am - 9:11 am

PHL

ORD

2h 36mnonstop

10:15 am - 1:24 pm

ORD

PHL

2h 09mnonstop

$128Frontier

Mon, Feb 23 - Mon, Mar 2

11:40 am - 7:07 pm

PHL

MDW

8h 27m

1 stop

7:15 am - 5:12 pm

MDW

PHL

8h 57m

1 stop

$128Frontier

Tue, Mar 3 - Wed, Mar 4

5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

11:46 am - 11:28 pm

ORD

PHL

10h 42m

1 stop

$129Frontier

Fri, Feb 20 - Mon, Feb 23

5:30 am - 7:06 am

PHL

ORD

2h 36mnonstop

2:13 pm - 12:08 pm

ORD

PHL

20h 55m

1 stop

$130Frontier

Fri, Feb 20 - Mon, Feb 23

6:00 am - 7:11 pm

PHL

ORD

14h 11m

1 stop

7:00 am - 7:52 pm

ORD

PHL

11h 52m

1 stop

$132Spirit Airlines

Tue, Mar 3 - Tue, Mar 10

Frontier flights from Philadelphia to Chicago

Our best Frontier deals on Philadelphia to Chicago flight tickets

Frontier

Feb 20

PHL5:30 amPhiladelphia

2h 36m

ORD7:06 amChicago O'Hare Intl

Feb 23

ORD10:15 amChicago O'Hare Intl

2h 09m

PHL1:24 pmPhiladelphia

$122

Frontier

Feb 20

PHL5:30 amPhiladelphia

2h 36m

ORD7:06 amChicago O'Hare Intl

Feb 23

ORD10:15 amChicago O'Hare Intl

2h 09m

PHL1:24 pmPhiladelphia

$123

Frontier

Apr 23

PHL6:34 pmPhiladelphia

2h 34m

ORD8:08 pmChicago O'Hare Intl

Apr 27

ORD2:20 pmChicago O'Hare Intl

2h 14m

PHL5:34 pmPhiladelphia

$124

Spirit Airlines flights from Philadelphia to Chicago

Our best Spirit Airlines deals on Philadelphia to Chicago flight tickets

Spirit Airlines

Mar 3

PHL6:00 amPhiladelphia

14h 11m

1 stop

ORD7:11 pmChicago O'Hare Intl

Mar 10

ORD7:00 amChicago O'Hare Intl

11h 52m

1 stop

PHL7:52 pmPhiladelphia

$132

Spirit Airlines

Mar 7

PHL5:26 pmPhiladelphia

7h 21m

1 stop

ORD11:47 pmChicago O'Hare Intl

Mar 9

ORD4:43 pmChicago O'Hare Intl

15h 01m

1 stop

PHL8:44 amPhiladelphia

$147

Spirit Airlines

Mar 14

PHL6:48 amPhiladelphia

14h 03m

1 stop

ORD7:51 pmChicago O'Hare Intl

Mar 17

ORD7:17 amChicago O'Hare Intl

11h 40m

1 stop

PHL7:57 pmPhiladelphia

$151

Fly from

Fly to

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 2/23

10:15 am-1:24 pm

Nonstop2h 09m

$122

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 2/23

10:15 am-1:24 pm

Nonstop2h 09m

$123

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Thu 4/23

6:34 pm-8:08 pm

Nonstop2h 34m

Chicago O'Hare Intl

Mon 4/27

2:20 pm-5:34 pm

Nonstop2h 14m

$124

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Tue 3/10

8:16 pm-8:44 am

1 stop11h 28m

$126

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Fri 2/27

8:16 pm-8:44 am

1 stop11h 28m

$127

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 2/23

7:35 am-9:11 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 3/2

10:15 am-1:24 pm

Nonstop2h 09m

$128

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Tue 3/3

11:40 am-7:07 pm

1 stop8h 27m

Chicago Midway

Wed 3/4

7:15 am-5:12 pm

1 stop8h 57m

$128

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 2/23

11:46 am-11:28 pm

1 stop10h 42m

$129

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 2/20

5:30 am-7:06 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 2/23

2:13 pm-12:08 pm

1 stop20h 55m

$130

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Tue 3/3

6:00 am-7:11 pm

1 stop14h 11m

Chicago O'Hare Intl

Tue 3/10

7:00 am-7:52 pm

1 stop11h 52m

$132

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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

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Airlines

Delays

Other information

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 $193. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Philadelphia to Chicago during November average around $207.

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 Friday when prices can be found for as low as $315. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Philadelphia to Chicago for around $493.

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 $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $417.

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?

You are more likely to see cheaper flights to Chicago from Philadelphia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $286 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Philadelphia for as low as $222 on momondo.

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.

Can stopping save me money on Philadelphia to Chicago flights?

No. A direct flight is the cheapest option for a flight between Philadelphia to Chicago.

How have Philadelphia to Chicago flight prices changed over time?

As of February 2026, prices for Philadelphia to Chicago flights are approximately 8% cheaper 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	$173
Fastest flight time	2h 00m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Philadelphia in the past 72 hours is $173. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $334.

The fastest flight from Philadelphia to Chicago takes 2h 00m

Direct flights go from Philadelphia to Chicago every day.

There are 3 airports in Chicago. From Philadelphia there are direct flights to Chicago Midway (MDW).

Search flight deals

How far is Philadelphia to Chicago by plane?
A flight from Philadelphia to Chicago will travel around 663.6 mi. 2h 00m 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?
There are 5 operators available for flights from Philadelphia Airport to Chicago as of February 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Philadelphia to Chicago is Boeing 737-800 (25.01% of total bookings). The next most popular plane models are Airbus A320-100/200 (11.86%), Boeing 737 MAX 8 (11.53%), and Airbus A319 (11.35%).
What is the most popular airline from Philadelphia to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Philadelphia to Chicago is Frontier (34% of total bookings). The next most popular airlines are American Airlines (28%), Southwest (19%), and United Airlines (18%).

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
Frontier	PriceFrom $74	Free Cancellation	Rating 5.7 3,052 reviews	Search Frontier flights
Delta	PriceFrom $98	Free Cancellation	Rating 7.9 8,172 reviews	Search Delta flights
United Airlines	PriceFrom $155	Free Cancellation	Rating 7.4 9,254 reviews	Search United Airlines flights
Southwest	PriceFrom $159	Free Cancellation	Rating 8.0 4,280 reviews	Search Southwest flights
American Airlines	PriceFrom $164	Free Cancellation	Rating 7.2 11,249 reviews	Search American Airlines 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 $159 round-trip, up to an average price of $319. Our users have rated Southwest at 8.0/10.
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 $155 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $400. United Airlines operates 17 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 9,257 reviews.

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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Philadelphia to Chicago from $69

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 3/17. 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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Frontier flights from Philadelphia to Chicago

Our best Frontier deals on Philadelphia to Chicago flight tickets

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Our best Spirit Airlines deals on Philadelphia to Chicago flight tickets

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How to get the cheapest flight ticket from Philadelphia to Chicago

What is the cheapest month to fly to Chicago?

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

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 $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $417.

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?

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.

Can stopping save me money on Philadelphia to Chicago flights?

No. A direct flight is the cheapest option for a flight between Philadelphia to Chicago.

How have Philadelphia to Chicago flight prices changed over time?

As of February 2026, prices for Philadelphia to Chicago flights are approximately 8% cheaper when compared to flights at the same time last year.

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

United Airlines, Southwest, and Delta are the most popular carriers operating from Philadelphia to Chicago

What airlines fly to Chicago?

How often are flights from Philadelphia to Chicago delayed?

Historically, on average around 17% of flights between Philadelphia and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

What is the most punctual flight time for Philadelphia to Chicago flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Philadelphia to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

How many flights depart from Philadelphia to Chicago on average per day?

As of February 2026, 26 flights take off from Philadelphia and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 48% of daily flights taking off in the afternoon.

How many flights depart from Philadelphia to Chicago on average per week?

As of February 2026, 185 flights take off from Philadelphia and land in Chicago each week. The most common flight departure day for this route is Fri, with 22% of weekly flights taking off on this day.

When to book flights from Philadelphia to Chicago

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

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Fastest flight time

Direct flights

Airports in Chicago

How far is Philadelphia to Chicago by plane?

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

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?

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

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

Southwest Flights From Philadelphia to Chicago

United Airlines Flights From Philadelphia to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States