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Cheap flights from Pennsylvania to Chicago from $45

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 1/28. 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

Enter your travel dates to find the best prices.
Frontier Logo
1:00 pm - 2:57 pm
JFK
-
ORD
2h 57mnonstop
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
$85Frontier
Wed, Jan 7 - Mon, Mar 9
Spirit Airlines Logo
12:59 pm - 2:41 pm
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
9:04 am - 12:04 pm
ORD
-
LGA
2h 00mnonstop
$85Spirit Airlines
Mon, May 11 - Tue, May 12
Multiple Airlines Logo
10:02 am - 6:16 pm
JFK
-
ORD
9h 14m1 stop
Multiple Airlines Logo
11:55 am - 3:19 pm
ORD
-
JFK
2h 24mnonstop
$96Multiple Airlines
Thu, Feb 5 - Sun, Feb 8
Multiple Airlines Logo
4:24 pm - 6:24 pm
JFK
-
ORD
3h 00mnonstop
Multiple Airlines Logo
9:15 am - 12:32 pm
ORD
-
JFK
2h 17mnonstop
$99Multiple Airlines
Wed, Jan 14 - Sun, Jan 18
American Airlines Logo
5:40 pm - 6:41 pm
PIT
-
ORD
2h 01mnonstop
American Airlines Logo
8:37 am - 11:13 am
ORD
-
PIT
1h 36mnonstop
$171American Airlines
Mon, Jan 12 - Thu, Jan 15
American Airlines Logo
11:30 am - 12:27 pm
PIT
-
ORD
1h 57mnonstop
American Airlines Logo
8:37 am - 11:13 am
ORD
-
PIT
1h 36mnonstop
$172American Airlines
Sat, Jan 24 - Mon, Jan 26
Delta Logo
11:15 am - 5:45 pm
PIT
-
ORD
7h 30m1 stop
Delta Logo
12:00 pm - 7:51 pm
ORD
-
PIT
6h 51m1 stop
$174Delta
Mon, Jan 12 - Wed, Jan 14
JetBlue Logo
9:00 am - 5:43 pm
PIT
-
ORD
9h 43m1 stop
JetBlue Logo
7:45 am - 2:41 pm
ORD
-
PIT
5h 56m1 stop
$175JetBlue
Sat, Jan 17 - Wed, Jan 21
JetBlue Logo
9:00 am - 5:43 pm
PIT
-
ORD
9h 43m1 stop
JetBlue Logo
7:45 am - 2:41 pm
ORD
-
PIT
5h 56m1 stop
$176JetBlue
Sat, Jan 24 - Mon, Jan 26
Delta Logo
2:25 pm - 7:19 pm
MDT
-
ORD
5h 54m1 stop
Delta Logo
5:37 pm - 11:00 pm
ORD
-
MDT
4h 23m1 stop
$229Delta
Sat, Feb 14 - Mon, Feb 16

Delta flights from Pennsylvania to Chicago O'Hare Intl Airport

Our best Delta deals on Pennsylvania to Chicago O'Hare Intl Airport flight tickets
Delta
Feb 2
JFK3:52 pmNew York John F Kennedy Intl
2h 53m
ORD5:45 pmChicago O'Hare Intl
Feb 10
ORD10:29 amChicago O'Hare Intl
2h 25m
JFK1:54 pmNew York John F Kennedy Intl
$139
Find similar
Delta
Jan 12
PIT11:15 amPittsburgh
7h 30m
1 stop
ORD5:45 pmChicago O'Hare Intl
Jan 14
ORD12:00 pmChicago O'Hare Intl
6h 51m
1 stop
PIT7:51 pmPittsburgh
$174
Find similar
Delta
Jan 6
PHL5:40 amPhiladelphia
6h 12m
1 stop
ORD10:52 amChicago O'Hare Intl
Jan 14
ORD6:15 pmChicago O'Hare Intl
3h 58m
1 stop
PHL11:13 pmPhiladelphia
$214
Find similar

United Airlines flights from Pennsylvania to Chicago O'Hare Intl Airport

Our best United Airlines deals on Pennsylvania to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jan 18
EWR9:00 amNewark
2h 53m
ORD10:53 amChicago O'Hare Intl
Jan 18
ORD7:42 pmChicago O'Hare Intl
2h 16m
EWR10:58 pmNewark
$139
Find similar
United Airlines
Jan 15
EWR10:15 amNewark
2h 50m
ORD12:05 pmChicago O'Hare Intl
Jan 18
ORD6:05 amChicago O'Hare Intl
2h 10m
EWR9:15 amNewark
$148
Find similar
United Airlines
Jan 21
EWR2:20 pmNewark
2h 46m
ORD4:06 pmChicago O'Hare Intl
Jan 22
ORD6:05 amChicago O'Hare Intl
2h 10m
EWR9:15 amNewark
$157
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pennsylvania to Chicago O'Hare Intl Airport 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 December 23, 2025.
Use the filters below to find and compare flights from Pennsylvania to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 1/7

1:00 pm-2:57 pm

Nonstop2h 57m

Chicago O'Hare Intl

Mon 3/9

12:05 pm-3:29 pm

Nonstop2h 24m

$85

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 5/11

12:59 pm-2:41 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 5/12

9:04 am-12:04 pm

Nonstop2h 00m

$85

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 2/5

10:02 am-6:16 pm

1 stop9h 14m

Chicago O'Hare Intl

Sun 2/8

11:55 am-3:19 pm

Nonstop2h 24m

$96

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 1/14

4:24 pm-6:24 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 1/18

9:15 am-12:32 pm

Nonstop2h 17m

$99

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 1/12

5:40 pm-6:41 pm

Nonstop2h 01m

Chicago O'Hare Intl

Thu 1/15

8:37 am-11:13 am

Nonstop1h 36m

$171

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/24

11:30 am-12:27 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 1/26

8:37 am-11:13 am

Nonstop1h 36m

$172

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 1/12

11:15 am-5:45 pm

1 stop7h 30m

Chicago O'Hare Intl

Wed 1/14

12:00 pm-7:51 pm

1 stop6h 51m

$174

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/17

9:00 am-5:43 pm

1 stop9h 43m

Chicago O'Hare Intl

Wed 1/21

7:45 am-2:41 pm

1 stop5h 56m

$175

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 1/24

9:00 am-5:43 pm

1 stop9h 43m

Chicago O'Hare Intl

Mon 1/26

7:45 am-2:41 pm

1 stop5h 56m

$176

HarrisburgChicago

MDT - ORD

MDTORD

Harrisburg

Sat 2/14

2:25 pm-7:19 pm

1 stop5h 54m

Chicago O'Hare Intl

Mon 2/16

5:37 pm-11:00 pm

1 stop4h 23m

$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 O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Pennsylvania averaging around $247.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $346. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Pennsylvania because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $526.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Pennsylvania in the evening is the least expensive time of day to depart. momondo users have found prices as low as $272 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $452. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Pennsylvania to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Pennsylvania when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $283 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Pennsylvania for as low as $220 on momondo.

What cabin class options are available on Pennsylvania to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Pennsylvania to Chicago O'Hare Intl 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Pennsylvania to Chicago O'Hare Intl Airport.

Cheap Pennsylvania to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pennsylvania to Chicago O'Hare Intl Airport

Best Price Found

$178

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Pennsylvania in the past 72 hours is $178. The best round-trip flight deal from Pennsylvania to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $285.
The fastest flight from Pennsylvania to Chicago O'Hare Intl Airport takes 1h 40m
Direct flights go from Pennsylvania to Chicago O'Hare Intl Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Pennsylvania to Chicago O'Hare Intl Airport?

    Prices for flights from Pennsylvania to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Pennsylvania to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Pennsylvania to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pennsylvania to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Pennsylvania to Chicago O'Hare Intl Airport?

Best airlines flying from Pennsylvania to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Pennsylvania to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $77Free CancellationRating
5.8
3,075 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,196 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $91Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
United AirlinesPriceFrom $104Free CancellationRating
7.4
9,105 reviews
Search United Airlines flights
DeltaPriceFrom $118Free CancellationRating
7.9
8,014 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Pennsylvania to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Pennsylvania which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Pennsylvania to Chicago.

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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