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Cheap flights from Philadelphia to Chicago from $68

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 2/9. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:36 pm - 8:06 pmPHL-ORD
2h 30mnonstop
Frontier Logo
8:09 pm - 8:37 amORD-PHL
11h 28m1 stop
$101Frontier
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Wed, Dec 31 - Sun, Jan 4
Frontier Logo
1:46 pm - 10:24 pmPHL-ORD
9h 38m1 stop
Frontier Logo
3:23 pm - 6:38 pmORD-PHL
2h 15mnonstop
$102Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
1:46 pm - 10:24 pmPHL-ORD
9h 38m1 stop
Frontier Logo
3:23 pm - 6:38 pmORD-PHL
2h 15mnonstop
$103Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
11:10 am - 12:40 pmPHL-ORD
2h 30mnonstop
Frontier Logo
2:26 pm - 12:40 amORD-PHL
9h 14m1 stop
$104Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
4:50 pm - 6:06 pmPHL-MDW
2h 16mnonstop
Frontier Logo
8:41 pm - 11:38 pmMDW-PHL
1h 57mnonstop
$104Frontier
Find Deal
Mon, Nov 24 - Fri, Nov 28
Frontier Logo
9:37 am - 11:11 amPHL-ORD
2h 34mnonstop
Frontier Logo
6:30 am - 5:12 pmORD-PHL
9h 42m1 stop
$105Frontier
Find Deal
Mon, Nov 24 - Tue, Nov 25
Frontier Logo
5:34 pm - 6:54 pmPHL-MDW
2h 20mnonstop
Frontier Logo
8:04 pm - 11:01 pmMDW-PHL
1h 57mnonstop
$105Frontier
Find Deal
Sun, Nov 23 - Tue, Nov 25
Frontier Logo
9:37 am - 11:11 amPHL-ORD
2h 34mnonstop
Frontier Logo
6:15 pm - 12:40 amORD-PHL
29h 25m1 stop
$106Frontier
Find Deal
Mon, Nov 24 - Mon, Dec 1
Multiple Airlines Logo
6:22 pm - 9:27 amPHL-RFD
16h 05m1 stop
Multiple Airlines Logo
12:37 pm - 11:24 pmRFD-PHL
9h 47m1 stop
$344Multiple Airlines
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Tue, Nov 25 - Fri, Nov 28
Multiple Airlines Logo
5:15 am - 12:30 pmPHL-RFD
32h 15m3 stops
Multiple Airlines Logo
9:32 am - 3:39 pmRFD-PHL
29h 07m3 stops
$529Multiple Airlines
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Wed, Dec 10 - Fri, Dec 12

Frontier flights from Philadelphia to Chicago

Our best Frontier deals on Philadelphia to Chicago flight tickets
Frontier
Dec 31
PHL6:36 pmPhiladelphia
2h 30m
ORD8:06 pmChicago O'Hare Intl
Jan 2
ORD5:45 amChicago O'Hare Intl
17h 41m
1 stop
PHL12:26 amPhiladelphia
$101
Find similar
Frontier
Dec 12
PHL11:10 amPhiladelphia
2h 30m
ORD12:40 pmChicago O'Hare Intl
Dec 14
ORD9:47 amChicago O'Hare Intl
13h 47m
1 stop
PHL12:34 amPhiladelphia
$102
Find similar
Frontier
Dec 12
PHL1:46 pmPhiladelphia
9h 38m
1 stop
ORD10:24 pmChicago O'Hare Intl
Dec 15
ORD3:23 pmChicago O'Hare Intl
2h 15m
PHL6:38 pmPhiladelphia
$103
Find similar

Delta flights from Philadelphia to Chicago

Our best Delta deals on Philadelphia to Chicago flight tickets
Delta
Nov 24
PHL6:00 amPhiladelphia
3h 54m
1 stop
MDW8:54 amChicago Midway
Nov 27
MDW10:47 amChicago Midway
5h 09m
1 stop
PHL4:56 pmPhiladelphia
$177
Find similar
Delta
Nov 27
PHL10:25 amPhiladelphia
6h 38m
1 stop
ORD4:03 pmChicago O'Hare Intl
Dec 2
ORD6:10 pmChicago O'Hare Intl
5h 41m
1 stop
PHL12:51 amPhiladelphia
$178
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Philadelphia to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 13, 2025.
Use the filters below to find and compare flights from Philadelphia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 12/31

6:36 pm-8:06 pm

Nonstop2h 30m

Chicago O'Hare Intl

Sun 1/4

8:09 pm-8:37 am

1 stop11h 28m

$101

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/12

1:46 pm-10:24 pm

1 stop9h 38m

Chicago O'Hare Intl

Mon 12/15

3:23 pm-6:38 pm

Nonstop2h 15m

$102

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/12

1:46 pm-10:24 pm

1 stop9h 38m

Chicago O'Hare Intl

Mon 12/15

3:23 pm-6:38 pm

Nonstop2h 15m

$103

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/12

11:10 am-12:40 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/15

2:26 pm-12:40 am

1 stop9h 14m

$104

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Mon 11/24

4:50 pm-6:06 pm

Nonstop2h 16m

Chicago Midway

Fri 11/28

8:41 pm-11:38 pm

Nonstop1h 57m

$104

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/24

9:37 am-11:11 am

Nonstop2h 34m

Chicago O'Hare Intl

Tue 11/25

6:30 am-5:12 pm

1 stop9h 42m

$105

PhiladelphiaChicago

PHL - MDW

PHLMDW

Philadelphia

Sun 11/23

5:34 pm-6:54 pm

Nonstop2h 20m

Chicago Midway

Tue 11/25

8:04 pm-11:01 pm

Nonstop1h 57m

$105

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/24

9:37 am-11:11 am

Nonstop2h 34m

Chicago O'Hare Intl

Mon 12/1

6:15 pm-12:40 am

1 stop29h 25m

$106

PhiladelphiaChicago

PHL - RFD

PHLRFD

Philadelphia

Tue 11/25

6:22 pm-9:27 am

1 stop16h 05m

Chicago Greater Rockford

Fri 11/28

12:37 pm-11:24 pm

1 stop9h 47m

$344

PhiladelphiaChicago

PHL - RFD

PHLRFD

Philadelphia

Wed 12/10

5:15 am-12:30 pm

3 stops32h 15m

Chicago Greater Rockford

Fri 12/12

9:32 am-3:39 pm

3 stops29h 07m

$529

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 August is your next best option. Flight prices from Philadelphia to Chicago during August average around $217.

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 $331. 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 $483.

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 $261. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $407.

What is the cheapest Philadelphia to Chicago flight route?

Fly from Philadelphia to Chicago Midway 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 $288 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 $215 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 November 2025, prices for Philadelphia to Chicago flights are approximately 3% 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

$142

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Philadelphia in the past 72 hours is $142. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $149.
The fastest flight from Philadelphia to Chicago takes 2h 05m
Direct flights go from Philadelphia to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), 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 10m 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 $61Free CancellationRating
5.8
3,114 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,139 reviews
Search Spirit Airlines flights
DeltaPriceFrom $118Free CancellationRating
7.9
8,007 reviews
Search Delta flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
9,015 reviews
Search United Airlines flights
SouthwestPriceFrom $167Free CancellationRating
8.0
4,236 reviews
Search Southwest flights
American AirlinesPriceFrom $168Free CancellationRating
7.2
11,050 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 24 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago starts from $167 round-trip, up to an average price of $322. 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 $158 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $323. United Airlines operates 22 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 9,015 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport