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Cheap flights from Philadelphia to Chicago from $48

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 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Frontier Logo
5:48 pm - 7:27 pmPHL-ORD
2h 39mnonstop
Frontier Logo
6:35 am - 9:52 amORD-PHL
2h 17mnonstop
$97Frontier
Find Deal
Mon, Aug 18 - Thu, Aug 21
Frontier Logo
6:05 am - 7:16 amPHL-MDW
2h 11mnonstop
Frontier Logo
8:15 am - 11:16 amMDW-PHL
2h 01mnonstop
$97Frontier
Find Deal
Mon, Sep 8 - Thu, Sep 11
Frontier Logo
9:14 pm - 10:49 pmPHL-ORD
2h 35mnonstop
Frontier Logo
6:35 am - 9:52 amORD-PHL
2h 17mnonstop
$98Frontier
Find Deal
Thu, Aug 14 - Thu, Aug 21
Frontier Logo
6:05 am - 7:16 amPHL-MDW
2h 11mnonstop
Frontier Logo
8:15 am - 11:16 amMDW-PHL
2h 01mnonstop
$98Frontier
Find Deal
Thu, Sep 4 - Mon, Sep 8
 Logo
9:12 pm - 7:04 amPHL-ORD
10h 52m1 stop
 Logo
5:00 pm - 8:24 pmORD-PHL
2h 24mnonstop
Mon, Aug 11 - Thu, Aug 14
Southwest Logo
5:55 am - 7:00 amPHL-MDW
2h 05mnonstop
Southwest Logo
7:05 pm - 10:00 pmMDW-PHL
1h 55mnonstop
$141Southwest
Find Deal
Wed, Jul 30 - Sat, Aug 2
United Airlines Logo
6:52 pm - 8:17 pmPHL-ORD
2h 25mnonstop
United Airlines Logo
11:05 am - 2:17 pmORD-PHL
2h 12mnonstop
$141United Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
 Logo
10:21 am - 11:52 amPHL-ORD
2h 31mnonstop
 Logo
6:00 am - 8:05 amORD-PHL
25h 05m1 stop
Thu, Oct 23 - Sun, Oct 26
American Airlines Logo
9:15 pm - 10:49 pmPHL-ORD
2h 34mnonstop
American Airlines Logo
5:00 am - 8:03 amORD-PHL
2h 03mnonstop
$149American Airlines
Find Deal
Sat, Aug 30 - Mon, Sep 1
Southwest Logo
5:55 am - 7:00 amPHL-MDW
2h 05mnonstop
Southwest Logo
9:50 am - 12:50 pmMDW-PHL
2h 00mnonstop
$149Southwest
Find Deal
Thu, Sep 18 - Sat, Sep 20

Frontier flights from Philadelphia to Chicago

Our best Frontier deals on Philadelphia to Chicago flight tickets
Frontier
Aug 18
PHL5:48 pmPhiladelphia
2h 39m
ORD7:27 pmChicago O'Hare Intl
Aug 21
ORD6:35 amChicago O'Hare Intl
2h 17m
PHL9:52 amPhiladelphia
Frontier
Aug 14
PHL9:14 pmPhiladelphia
2h 35m
ORD10:49 pmChicago O'Hare Intl
Aug 21
ORD6:35 amChicago O'Hare Intl
2h 17m
PHL9:52 amPhiladelphia
Frontier
Aug 14
PHL9:14 pmPhiladelphia
2h 35m
ORD10:49 pmChicago O'Hare Intl
Aug 21
ORD6:35 amChicago O'Hare Intl
2h 17m
PHL9:52 amPhiladelphia

Southwest flights from Philadelphia to Chicago

Our best Southwest deals on Philadelphia to Chicago flight tickets
Southwest
Jul 30
PHL5:55 amPhiladelphia
2h 05m
MDW7:00 amChicago Midway
Aug 2
MDW7:05 pmChicago Midway
1h 55m
PHL10:00 pmPhiladelphia
Southwest
Sep 18
PHL5:55 amPhiladelphia
2h 05m
MDW7:00 amChicago Midway
Sep 20
MDW9:50 amChicago Midway
2h 00m
PHL12:50 pmPhiladelphia
Southwest
Nov 6
PHL7:35 pmPhiladelphia
2h 15m
MDW8:50 pmChicago Midway
Nov 10
MDW11:45 amChicago Midway
1h 55m
PHL2:40 pmPhiladelphia

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 $122. 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 $177.

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 $304. 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 $441.

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 $226. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $372.

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 $268 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 $210 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 July 2025, prices for Philadelphia to Chicago flights are approximately 53% 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

$48

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Philadelphia in the past 72 hours is $48. The best round-trip flight deal from Philadelphia to Chicago found on momondo in the last 72 hours is $97.
The fastest flight from Philadelphia to Chicago takes 2h 00m
Direct flights go from Philadelphia to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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 $50Free CancellationRating
5.9
3,291 reviews
Search Frontier flights
DeltaPriceFrom $118Free CancellationRating
8.0
7,975 reviews
Search Delta flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
8,858 reviews
Search United Airlines flights
American AirlinesPriceFrom $156Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $170Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
  • Southwest Flights From Philadelphia to Chicago

    Southwest is one of the most popular airlines flying from Philadelphia to Chicago, operating 20 flights/week on average for this route. A good Southwest flight deal for Philadelphia to Chicago starts from $170 round-trip, up to an average price of $302. 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 $146 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $303. United Airlines operates 19 flights to Chicago from Philadelphia in an average week. Users have rated it 7.4/10 across 8,858 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
Portage
Saint Joseph
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
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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1 adult
Mon 7/7
Mon 7/14

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