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Cheap flights from Pennsylvania to Chicago from $33

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 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Pennsylvania to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Pennsylvania to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Pennsylvania to Chicago.

Cheap last minute flights

Planning a quick getaway from Pennsylvania to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Pennsylvania to Chicago

Find recent round-trip train or bus tickets from Pennsylvania to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
5:15 am - 8:24 amORD-EWR
2h 09mnonstop
$62Spirit Airlines
Find Deal
Wed, Feb 12 - Tue, Feb 25
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
8:33 am - 3:00 pmORD-LGA
5h 27m1 stop
Tue, Feb 4 - Wed, Feb 12
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
8:33 am - 3:00 pmORD-LGA
5h 27m1 stop
Tue, Feb 11 - Wed, Feb 12
3:04 pm - 10:25 pmIAD-ORD
8h 21m1 stop
8:23 am - 8:13 pmORD-IAD
10h 50m1 stop
$98Frontier
Find Deal
Sat, Mar 1 - Mon, Mar 3
10:59 am - 4:16 pmLGA-MDW
6h 17m1 stop
8:12 am - 3:00 pmMDW-LGA
5h 48m1 stop
$98Frontier
Find Deal
Tue, Feb 11 - Wed, Feb 12
1:50 pm - 3:44 pmJFK-ORD
2h 54mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$116JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
1:50 pm - 3:44 pmJFK-ORD
2h 54mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$117JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
4:14 pm - 6:02 pmLGA-ORD
2h 48mnonstop
1:00 pm - 4:13 pmORD-LGA
2h 13mnonstop
$117United Airlines
Find Deal
Sat, Mar 8 - Mon, Apr 7
4:14 pm - 6:02 pmLGA-ORD
2h 48mnonstop
8:00 am - 11:11 amORD-LGA
2h 11mnonstop
$132United Airlines
Find Deal
Thu, Mar 6 - Sun, Mar 9
9:15 pm - 10:52 pmEWR-ORD
2h 37mnonstop
$33Spirit Airlines
Find Deal
Wed, May 14
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
$33Frontier
Find Deal
Tue, Apr 8
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
$58American Airlines
Find Deal
Tue, Jan 14
1:50 pm - 3:44 pmJFK-ORD
2h 54mnonstop
$59JetBlue
Find Deal
Thu, Jan 16
6:00 am - 7:42 amLGA-ORD
2h 42mnonstop
$59United Airlines
Find Deal
Mon, Jan 20
3:55 pm - 5:50 pmJFK-ORD
2h 55mnonstop
$68Delta
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Wed, Jan 15
6:00 am - 7:50 amLGA-ORD
2h 50mnonstop
$68Delta
Find Deal
Thu, Jan 16
9:50 pm - 11:40 pmEWR-ORD
2h 50mnonstop
$69United Airlines
Find Deal
Wed, Apr 9
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
$73American Airlines
Find Deal
Sun, Feb 9
1:50 pm - 3:43 pmJFK-ORD
2h 53mnonstop
$74JetBlue
Find Deal
Fri, Feb 7
10:59 am - 12:39 pmLGA-ORD
2h 40mnonstop
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
$75Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
9:15 pm - 10:55 pmLGA-ORD
2h 40mnonstop
7:00 am - 10:04 amORD-LGA
2h 04mnonstop
$76Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22
5:00 pm - 9:27 amLGA-ORD
17h 27m1 stop
5:06 pm - 8:10 pmORD-LGA
2h 04mnonstop
Wed, Jan 15 - Tue, Jan 21
10:59 am - 4:14 pmLGA-MDW
6h 15m1 stop
7:25 am - 5:00 pmMDW-LGA
8h 35m1 stop
$105Frontier
Find Deal
Tue, Jan 14 - Thu, Jan 23
5:00 pm - 9:27 amLGA-ORD
17h 27m1 stop
7:00 am - 10:04 amORD-LGA
2h 04mnonstop
Wed, Jan 15 - Mon, Jan 20
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$117American Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 15
7:25 pm - 9:14 pmLGA-ORD
2h 49mnonstop
8:00 am - 11:12 amORD-LGA
2h 12mnonstop
$117United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$118American Airlines
Find Deal
Tue, Jan 14 - Thu, Jan 16
10:20 am - 11:59 amLGA-ORD
2h 39mnonstop
4:00 pm - 11:30 pmORD-LGA
6h 30m1 stop
$157United Airlines
Find Deal
Wed, Jan 15 - Wed, Jan 15
11:02 am - 1:50 pmJFK-ORD
27h 48m1 stop
9:40 pm - 10:05 amORD-JFK
11h 25m1 stop
$195Frontier
Find Deal
Wed, Jan 15 - Fri, Jan 17
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
5:15 am - 8:23 amORD-EWR
2h 08mnonstop
$60Spirit Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
9:18 am - 11:05 amEWR-ORD
2h 47mnonstop
5:15 am - 8:24 amORD-EWR
2h 09mnonstop
$62Spirit Airlines
Find Deal
Wed, Feb 12 - Tue, Feb 25
1:50 pm - 3:44 pmJFK-ORD
2h 54mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$116JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
1:50 pm - 3:44 pmJFK-ORD
2h 54mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$117JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
4:14 pm - 6:02 pmLGA-ORD
2h 48mnonstop
1:00 pm - 4:13 pmORD-LGA
2h 13mnonstop
$117United Airlines
Find Deal
Sat, Mar 8 - Mon, Apr 7
9:35 pm - 11:05 pmLGA-MDW
2h 30mnonstop
6:00 am - 9:10 amMDW-LGA
2h 10mnonstop
$117Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
9:29 am - 11:10 amLGA-ORD
2h 41mnonstop
12:20 pm - 3:27 pmORD-LGA
2h 07mnonstop
$118American Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
11:40 am - 2:55 pmORD-JFK
2h 15mnonstop
$120American Airlines
Find Deal
Sat, Jan 25 - Mon, Jan 27
6:00 am - 7:35 amLGA-MDW
2h 35mnonstop
10:35 am - 1:40 pmMDW-LGA
2h 05mnonstop
$131Southwest
Find Deal
Thu, Feb 6 - Thu, Feb 6
4:14 pm - 6:02 pmLGA-ORD
2h 48mnonstop
8:00 am - 11:11 amORD-LGA
2h 11mnonstop
$132United Airlines
Find Deal
Thu, Mar 6 - Sun, Mar 9

Spirit Airlines flights from Pennsylvania to Chicago

Our best Spirit Airlines deals on Pennsylvania to Chicago flight tickets
Spirit Airlines
Feb 12
EWR9:18 amNewark
2h 47m
ORD11:05 amChicago O'Hare Intl
Feb 19
ORD5:15 amChicago O'Hare Intl
2h 08m
EWR8:23 amNewark
Spirit Airlines
Feb 12
EWR9:18 amNewark
2h 47m
ORD11:05 amChicago O'Hare Intl
Feb 25
ORD5:15 amChicago O'Hare Intl
2h 09m
EWR8:24 amNewark
Spirit Airlines
Feb 4
EWR10:03 amNewark
14h 29m
1 stop
ORD11:32 pmChicago O'Hare Intl
Feb 12
ORD5:15 amChicago O'Hare Intl
2h 08m
EWR8:23 amNewark

United Airlines flights from Pennsylvania to Chicago

Our best United Airlines deals on Pennsylvania to Chicago flight tickets
United Airlines
Mar 8
LGA4:14 pmNew York LaGuardia
2h 48m
ORD6:02 pmChicago O'Hare Intl
Apr 7
ORD1:00 pmChicago O'Hare Intl
2h 13m
LGA4:13 pmNew York LaGuardia
United Airlines
Mar 6
LGA4:14 pmNew York LaGuardia
2h 48m
ORD6:02 pmChicago O'Hare Intl
Mar 9
ORD8:00 amChicago O'Hare Intl
2h 11m
LGA11:11 amNew York LaGuardia
United Airlines
Jan 29
EWR8:00 amNewark
2h 40m
ORD9:40 amChicago O'Hare Intl
Feb 1
ORD12:50 pmChicago O'Hare Intl
2h 16m
EWR4:06 pmNewark

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 $118. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Pennsylvania to Chicago during July average around $161.

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 Tuesday when prices can be found for as low as $156. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Pennsylvania to Chicago for around $199.

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 $148. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $217.

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 to Chicago?

The best time to book a flight to Chicago from Pennsylvania is 41 days out, which is when prices tend to be around $245. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $169.

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.

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

$33

Fastest flight time

2h 03m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Pennsylvania in the past 72 hours is $33. The best round-trip flight deal from Pennsylvania to Chicago found on momondo in the last 72 hours is $60.
The fastest flight from Pennsylvania to Chicago takes 2h 03m
Direct flights go from Pennsylvania to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 $48Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
American AirlinesPriceFrom $122Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $135Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
SouthwestPriceFrom $150Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
DeltaPriceFrom $155Free CancellationRating
8.0
8,501 reviews
Search Delta flights

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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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