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Cheap flights from Pennsylvania to Chicago from $70

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pennsylvania to Chicago departing on 1/10. 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

Frontier Logo
7:04 pm - 8:42 pmPHL-ORD
2h 38mnonstop
Frontier Logo
8:26 am - 11:39 amORD-PHL
2h 13mnonstop
$112Frontier
Find Deal
Fri, Nov 7 - Fri, Nov 14
Frontier Logo
7:10 pm - 8:48 pmPHL-ORD
2h 38mnonstop
Frontier Logo
2:45 pm - 6:00 pmORD-PHL
2h 15mnonstop
$113Frontier
Find Deal
Sat, Oct 11 - Sat, Oct 18
Spirit Airlines Logo
7:59 pm - 9:18 amLGA-ORD
14h 19m1 stop
Spirit Airlines Logo
10:27 am - 11:03 pmORD-LGA
11h 36m1 stop
$126Spirit Airlines
Find Deal
Thu, Oct 2 - Fri, Oct 3
Spirit Airlines Logo
11:59 am - 11:45 pmLGA-ORD
12h 46m1 stop
Spirit Airlines Logo
11:13 am - 2:08 pmORD-LGA
1h 55mnonstop
$127Spirit Airlines
Find Deal
Sat, Oct 18 - Tue, Oct 21
Multiple Airlines Logo
9:59 am - 10:21 amLGA-MDW
25h 22m1 stop
Multiple Airlines Logo
8:05 am - 10:21 pmMDW-LGA
13h 16m1 stop
$130Multiple Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
Multiple Airlines Logo
10:59 am - 5:39 pmLGA-ORD
7h 40m1 stop
Multiple Airlines Logo
8:49 pm - 12:01 pmORD-LGA
14h 12m1 stop
$131Multiple Airlines
Find Deal
Wed, Oct 1 - Sun, Oct 5
United Airlines Logo
10:05 am - 11:27 amPHL-ORD
2h 22mnonstop
United Airlines Logo
2:15 pm - 5:35 pmORD-PHL
2h 20mnonstop
$134United Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 18
United Airlines Logo
8:30 pm - 10:07 pmLGA-ORD
2h 37mnonstop
United Airlines Logo
11:00 am - 2:19 pmORD-LGA
2h 19mnonstop
$137United Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
JetBlue Logo
10:30 am - 12:22 pmJFK-ORD
2h 52mnonstop
JetBlue Logo
7:00 am - 10:15 amORD-JFK
2h 15mnonstop
$137JetBlue
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Tue, Oct 21 - Tue, Oct 28
JetBlue Logo
10:30 am - 12:22 pmJFK-ORD
2h 52mnonstop
JetBlue Logo
6:45 am - 9:59 amORD-JFK
2h 14mnonstop
$138JetBlue
Find Deal
Tue, Oct 21 - Wed, Oct 29

Frontier flights from Pennsylvania to Chicago

Our best Frontier deals on Pennsylvania to Chicago flight tickets
Frontier
Nov 7
PHL7:04 pmPhiladelphia
2h 38m
ORD8:42 pmChicago O'Hare Intl
Nov 14
ORD8:26 amChicago O'Hare Intl
2h 13m
PHL11:39 amPhiladelphia
$112
Find similar
Frontier
Oct 11
PHL7:10 pmPhiladelphia
2h 38m
ORD8:48 pmChicago O'Hare Intl
Oct 18
ORD2:45 pmChicago O'Hare Intl
2h 15m
PHL6:00 pmPhiladelphia
$113
Find similar
Frontier
Oct 11
PHL7:10 pmPhiladelphia
2h 38m
ORD8:48 pmChicago O'Hare Intl
Oct 14
ORD11:00 amChicago O'Hare Intl
6h 44m
1 stop
PHL6:44 pmPhiladelphia
$114
Find similar

American Airlines flights from Pennsylvania to Chicago

Our best American Airlines deals on Pennsylvania to Chicago flight tickets
American Airlines
Oct 26
JFK7:30 amNew York John F Kennedy Intl
2h 43m
ORD9:13 amChicago O'Hare Intl
Oct 29
ORD1:43 pmChicago O'Hare Intl
2h 22m
JFK5:05 pmNew York John F Kennedy Intl
$144
Find similar
American Airlines
Oct 25
LGA7:30 amNew York LaGuardia
2h 41m
ORD9:11 amChicago O'Hare Intl
Oct 27
ORD6:00 amChicago O'Hare Intl
2h 04m
LGA9:04 amNew York LaGuardia
$148
Find similar
American Airlines
Oct 25
LGA6:58 pmNew York LaGuardia
2h 41m
ORD8:39 pmChicago O'Hare Intl
Oct 27
ORD6:00 amChicago O'Hare Intl
2h 04m
LGA9:04 amNew York LaGuardia
$149
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pennsylvania 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 September 18, 2025.
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

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 11/7

7:04 pm-8:42 pm

Nonstop2h 38m

Chicago O'Hare Intl

Fri 11/14

8:26 am-11:39 am

Nonstop2h 13m

$112

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 10/11

7:10 pm-8:48 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 10/18

2:45 pm-6:00 pm

Nonstop2h 15m

$113

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 10/2

7:59 pm-9:18 am

1 stop14h 19m

Chicago O'Hare Intl

Fri 10/3

10:27 am-11:03 pm

1 stop11h 36m

$126

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 10/18

11:59 am-11:45 pm

1 stop12h 46m

Chicago O'Hare Intl

Tue 10/21

11:13 am-2:08 pm

Nonstop1h 55m

$127

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 10/3

9:59 am-10:21 am

1 stop25h 22m

Chicago Midway

Tue 10/7

8:05 am-10:21 pm

1 stop13h 16m

$130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 10/1

10:59 am-5:39 pm

1 stop7h 40m

Chicago O'Hare Intl

Sun 10/5

8:49 pm-12:01 pm

1 stop14h 12m

$131

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 10/18

10:05 am-11:27 am

Nonstop2h 22m

Chicago O'Hare Intl

Sat 10/18

2:15 pm-5:35 pm

Nonstop2h 20m

$134

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 10/14

8:30 pm-10:07 pm

Nonstop2h 37m

Chicago O'Hare Intl

Tue 10/21

11:00 am-2:19 pm

Nonstop2h 19m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 10/21

10:30 am-12:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Tue 10/28

7:00 am-10:15 am

Nonstop2h 15m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 10/21

10:30 am-12:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Wed 10/29

6:45 am-9:59 am

Nonstop2h 14m

$138

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 September is, on average, the cheapest month to fly to Chicago from Pennsylvania, with most prices found around $177. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Pennsylvania to Chicago during October average around $190.

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 $324. 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 $475.

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 Pennsylvania to Chicago during this time can be as low as $249. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $400.

What is the cheapest Pennsylvania to Chicago flight route?

Fly from Pittsburgh to Chicago Midway for the best Pennsylvania - 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 Pennsylvania when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $284 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 $221 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?

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

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

$132

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Pennsylvania in the past 72 hours is $132. The best round-trip flight deal from Pennsylvania to Chicago found on momondo in the last 72 hours is $171.
The fastest flight from Pennsylvania to Chicago takes 2h 05m
Direct flights go from Pennsylvania to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • 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 $61Free CancellationRating
5.8
3,171 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,030 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $93Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $118Free CancellationRating
7.9
7,964 reviews
Search Delta flights
United AirlinesPriceFrom $130Free CancellationRating
7.4
8,926 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
Benton Harbor
Saint Joseph
Lansing
Portage
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 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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Sat 10/18
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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