Cheap flights from Pennsylvania to Chicago from $93

1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Pennsylvania to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:31 pm - 10:00 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
6h 29m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:30 am - 5:26 pmORD  Chicago O'Hare Intl-PHL Philadelphia
7h 56m1 stop Atlanta Hartsfield-Jackson
$173Frontier
Tue, Dec 8 - Wed, Dec 16
Frontier Logo
4:31 pm - 10:00 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
6h 29m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:30 am - 5:26 pmORD  Chicago O'Hare Intl-PHL Philadelphia
7h 56m1 stop Atlanta Hartsfield-Jackson
$173Frontier
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
10:46 am - 12:23 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
2h 37mnonstop
American Airlines Logo
3:21 pm - 6:32 pmORD  Chicago O'Hare Intl-PHL Philadelphia
2h 11mnonstop
$204American Airlines
Sat, Jan 16 - Sat, Jan 16
American Airlines Logo
3:59 pm - 5:39 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
2h 40mnonstop
American Airlines Logo
7:20 pm - 10:34 pmORD  Chicago O'Hare Intl-PHL Philadelphia
2h 14mnonstop
$204American Airlines
Wed, Dec 9 - Wed, Dec 9
United Airlines Logo
1:19 pm - 2:55 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
2h 36mnonstop
United Airlines Logo
11:06 am - 2:19 pmORD  Chicago O'Hare Intl-PHL Philadelphia
2h 13mnonstop
$209United Airlines
Wed, Jan 6 - Sat, Jan 9
United Airlines Logo
9:55 am - 11:31 amPHL  Philadelphia-ORD Chicago O'Hare Intl
2h 36mnonstop
United Airlines Logo
8:50 am - 12:04 pmORD  Chicago O'Hare Intl-PHL Philadelphia
2h 14mnonstop
$209United Airlines
Sat, Jan 23 - Tue, Jan 26
Southwest Logo
7:50 am - 9:00 amPHL  Philadelphia-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
8:10 am - 11:15 amMDW  Chicago Midway-PHL Philadelphia
2h 05mnonstop
$209Southwest
Wed, Jan 27 - Wed, Feb 3
Southwest Logo
7:30 am - 8:50 amPHL  Philadelphia-MDW Chicago Midway
2h 20mnonstop
Southwest Logo
6:25 pm - 9:25 pmMDW  Chicago Midway-PHL Philadelphia
2h 00mnonstop
$209Southwest
Wed, Dec 9 - Wed, Dec 9
Delta Logo
6:01 am - 9:15 amPHL  Philadelphia-ORD Chicago O'Hare Intl
4h 14m1 stop Detroit Metropolitan Wayne County
Delta Logo
3:00 pm - 8:51 pmORD  Chicago O'Hare Intl-PHL Philadelphia
4h 51m1 stop Atlanta Hartsfield-Jackson
$229Delta
Sat, Feb 13 - Sat, Feb 13
Delta Logo
9:49 am - 1:15 pmPHL  Philadelphia-ORD Chicago O'Hare Intl
4h 26m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:28 pm - 11:14 pmORD  Chicago O'Hare Intl-PHL Philadelphia
4h 46m1 stop Detroit Metropolitan Wayne County
$229Delta
Sat, Feb 6 - Sat, Feb 6

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American Airlines flights from Pennsylvania to Chicago

Our best American Airlines deals on Pennsylvania to Chicago flight tickets
American Airlines
Dec 9
PHL12:35 pmPhiladelphia
2h 45m
ORD2:20 pmChicago O'Hare Intl
Dec 12
ORD5:47 pmChicago O'Hare Intl
2h 13m
PHL9:00 pmPhiladelphia
$209
American Airlines
Dec 23
PIT8:00 amPittsburgh
2h 08m
ORD9:08 amChicago O'Hare Intl
Dec 30
ORD6:13 pmChicago O'Hare Intl
1h 47m
PIT9:00 pmPittsburgh
$297
American Airlines
Dec 22
AVP6:00 amWilkes-Barre Scranton
2h 44m
ORD7:44 amChicago O'Hare Intl
Dec 29
ORD7:44 pmChicago O'Hare Intl
2h 08m
AVP10:52 pmWilkes-Barre Scranton
$306

Frontier flights from Pennsylvania to Chicago

Our best Frontier deals on Pennsylvania to Chicago flight tickets
Frontier
Dec 8
PHL4:31 pmPhiladelphia
6h 29m
1 stop
ORD10:00 pmChicago O'Hare Intl
Dec 16
ORD8:30 amChicago O'Hare Intl
7h 56m
1 stop
PHL5:26 pmPhiladelphia
$173
Frontier
Dec 11
PHL6:45 pmPhiladelphia
2h 39m
ORD8:24 pmChicago O'Hare Intl
Dec 13
ORD9:29 pmChicago O'Hare Intl
2h 15m
PHL12:44 amPhiladelphia
$174
Frontier
Dec 3
PHL6:45 pmPhiladelphia
2h 44m
ORD8:29 pmChicago O'Hare Intl
Dec 5
ORD4:00 pmChicago O'Hare Intl
6h 11m
1 stop
PHL11:11 pmPhiladelphia
$175

momondo Fare Finder

 
Use the filters below to find and compare flights from Pennsylvania to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Tue 12/8

4:31 pm-10:00 pm

1 stop6h 29m

Chicago O'Hare Intl

Wed 12/16

8:30 am-5:26 pm

1 stop7h 56m

$173

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Wed 12/9

4:31 pm-10:00 pm

1 stop6h 29m

Chicago O'Hare Intl

Wed 12/16

8:30 am-5:26 pm

1 stop7h 56m

$173

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Sat 1/16

10:46 am-12:23 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sat 1/16

3:21 pm-6:32 pm

Nonstop2h 11m

$204

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Wed 12/9

3:59 pm-5:39 pm

Nonstop2h 40m

Chicago O'Hare Intl

Wed 12/9

7:20 pm-10:34 pm

Nonstop2h 14m

$204

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Wed 1/6

1:19 pm-2:55 pm

Nonstop2h 36m

Chicago O'Hare Intl

Sat 1/9

11:06 am-2:19 pm

Nonstop2h 13m

$209

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Sat 1/23

9:55 am-11:31 am

Nonstop2h 36m

Chicago O'Hare Intl

Tue 1/26

8:50 am-12:04 pm

Nonstop2h 14m

$209
Quickest round-trip

PhiladelphiaChicago

PHL Philadelphia - MDW Chicago Midway

PHLMDW

Philadelphia

Wed 1/27

7:50 am-9:00 am

Nonstop2h 10m

Chicago Midway

Wed 2/3

8:10 am-11:15 am

Nonstop2h 05m

$209

PhiladelphiaChicago

PHL Philadelphia - MDW Chicago Midway

PHLMDW

Philadelphia

Wed 12/9

7:30 am-8:50 am

Nonstop2h 20m

Chicago Midway

Wed 12/9

6:25 pm-9:25 pm

Nonstop2h 00m

$209

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Sat 2/13

6:01 am-9:15 am

1 stop4h 14m

Chicago O'Hare Intl

Sat 2/13

3:00 pm-8:51 pm

1 stop4h 51m

$229

PhiladelphiaChicago

PHL Philadelphia - ORD Chicago O'Hare Intl

PHLORD

Philadelphia

Sat 2/6

9:49 am-1:15 pm

1 stop4h 26m

Chicago O'Hare Intl

Sat 2/6

5:28 pm-11:14 pm

1 stop4h 46m

$229

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 Pennsylvania 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 January is, on average, the cheapest month to fly to Chicago from Pennsylvania, with most prices found around $291. If you’re not able to fly to Chicago in January, then December is your next best option. Flight prices from Pennsylvania to Chicago during December average around $312.

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 $378. 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 Pennsylvania to Chicago for around $519.

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 afternoon. Flights from Pennsylvania to Chicago during this time can be as low as $360. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $442.

What is the cheapest Pennsylvania to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Pennsylvania when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $328 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Pennsylvania for as low as $279 on momondo.

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

There are 4 cabin classes available to choose from on Pennsylvania 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 Pennsylvania to Chicago flights?

You could potentially save up to 5% on your flight if you consider stops on a Pennsylvania to Chicago flight.

Cheap Pennsylvania to Chicago flight deals and tips

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

Best Price Found

$93

Fastest flight time

1h 30m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Pennsylvania in the past 72 hours is $93. The best round-trip flight deal from Pennsylvania to Chicago found on momondo in the last 72 hours is $173.
The fastest flight from Pennsylvania to Chicago takes 1h 30m
Direct flights go from Pennsylvania to Chicago every day.
There are 3 airports in Chicago. From Pennsylvania there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Frequently asked questions about flying from Pennsylvania to Chicago

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

    Prices for flights from Pennsylvania to Chicago were last updated today.

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

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

Best airlines flying from Pennsylvania to Chicago

Compare and see reviews for airlines that fly from Pennsylvania to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $69Free CancellationRating
5.5
2,503 reviews
Search Frontier flights
DeltaPriceFrom $83Free CancellationRating
7.8
8,706 reviews
Search Delta flights
SouthwestPriceFrom $137Free CancellationRating
8.0
4,218 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.0
12,224 reviews
Search American Airlines flights
United AirlinesPriceFrom $178Free CancellationRating
7.3
10,481 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

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

It is quick and easy to find Pennsylvania 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 Pennsylvania to Chicago with flexible booking policies on momondo?

All flight searches from Pennsylvania to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Pennsylvania.

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

Price alerts on flights to Chicago from Pennsylvania are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Sat 12/12
Sat 12/19

Find better results for your trip to the United States

Fly into one of these airports located in Chicago