$46+ Cheap flights from Chicago (CHI) to Pennsylvania
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Mar 29 — Apr 51
1 adult, Economy
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Find cheap flights from Chicago to Pennsylvania with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Pennsylvania
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Cheapest flights from Chicago to PennsylvaniaExplore the most affordable flight options available from Chicago to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
Explore the most affordable flight options available from Chicago to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:58 am
ORD
- LGA
Nonstop2h 06m
Spirit Airlines
Mon 4/2712:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$79
This Cheapflightsfares deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Wed 3/188:42 am
LGA
- ORD
Nonstop2h 38m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$81
This Super.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/174:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/23![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Wed 4/1512:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$82
This Frontier deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Thu 3/194:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/23![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Wed 4/1512:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$83
This Kissandfly.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Tue 3/316:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/174:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/24![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:09 pm
ORD
- LGA
Nonstop2h 11m
Spirit Airlines
Tue 6/212:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$85
This Super.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1012:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Wed 3/184:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/26![Frontier logo]()
$86
This Super.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Wed 3/117:40 am
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$87
This Super.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/104:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/24![Frontier logo]()
$87
Best flights from Chicago to PennsylvaniaDiscover carefully curated flight deals from Chicago to Pennsylvania that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
Discover carefully curated flight deals from Chicago to Pennsylvania that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
This Spirit deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Tue 4/76:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$91
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:00 am
ORD
- EWR
Nonstop2h 20m
United Airlines
Mon 4/279:50 pm
EWR
- ORD
Nonstop2h 47m
United Airlines
Deal found 2/26![United Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:40 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 4/78:55 pm
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/23![Southwest logo]()
$146
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/57:00 am
ORD
- JFK
Nonstop2h 25m
Delta
Sat 4/117:00 pm
JFK
- ORD
Nonstop2h 52m
Delta
Deal found 2/25![Delta logo]()
$146
This Spirit deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Mon 4/66:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$111
This JetBlue deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:31 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Sun 5/176:00 am
JFK
- ORD
Nonstop2h 41m
JetBlue
Deal found 2/23![JetBlue logo]()
$225
This Spirit deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/286:01 pm
ORD
- EWR
Nonstop2h 08m
Spirit Airlines
Sat 4/410:54 pm
EWR
- ORD
Nonstop2h 28m
Spirit Airlines
Deal found 2/26![Spirit Airlines logo]()
$128
This United Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:40 am
ORD
- EWR
Nonstop2h 20m
United Airlines
Tue 4/147:45 pm
EWR
- ORD
Nonstop2h 48m
United Airlines
Deal found 2/24![United Airlines logo]()
$151
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:40 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Tue 3/319:30 pm
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 2/23![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:23 am
MDW
- EWR
1 stop7h 00m
Delta
Tue 5/121:05 pm
EWR
- MDW
1 stop6h 28m
Delta
Deal found 2/23![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
ORD
- EWR
Nonstop2h 12m
United Airlines
Sun 6/76:00 am
EWR
- ORD
Nonstop2h 42m
United Airlines
Deal found 2/24![United Airlines logo]()
$162
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:59 pm
ORD
- DCA
1 stop4h 42m
Delta
Mon 4/275:34 pm
DCA
- ORD
1 stop4h 06m
Delta
Deal found 2/26![Delta logo]()
$181
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 pm
ORD
- LGA
Nonstop2h 18m
United Airlines
Wed 1/204:15 pm
LGA
- ORD
Nonstop2h 34m
United Airlines
Deal found 2/23![United Airlines logo]()
$170
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
MDW
- IAD
1 stop4h 42m
Delta
Wed 4/225:27 pm
IAD
- MDW
1 stop6h 01m
Delta
Deal found 2/23![Delta logo]()
$181
This United Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:19 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Tue 5/269:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Deal found 2/24![United Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 5/49:45 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/26![Southwest logo]()
$212
This JetBlue deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
ORD
- JFK
1 stop5h 57m
JetBlue
Sun 4/266:00 am
JFK
- ORD
Nonstop2h 41m
JetBlue
Deal found 2/26![JetBlue logo]()
$235
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:52 pm
MDW
- IAD
1 stop4h 27m
Delta
Tue 4/286:00 am
IAD
- MDW
1 stop3h 47m
Delta
Deal found 2/26![Delta logo]()
$181
This United Airlines deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/112:00 pm
ORD
- LGA
Nonstop2h 13m
United Airlines
Thu 3/1910:15 am
LGA
- ORD
Nonstop2h 45m
United Airlines
Deal found 2/25![United Airlines logo]()
$172
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 4/208:55 am
LGA
- MDW
1 stop7h 00m
Southwest
Deal found 2/24![Southwest logo]()
$213
This Spirit deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:00 am
ORD
- EWR
1 stop6h 54m
Spirit Airlines
Sun 3/87:58 am
EWR
- ORD
1 stop14h 15m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/68:15 am
ORD
- IAD
1 stop4h 49m
Delta
Mon 5/113:08 pm
IAD
- ORD
1 stop7h 45m
Delta
Deal found 2/23![Delta logo]()
$181
This JetBlue deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:00 am
ORD
- PHL
1 stop7h 24m
JetBlue
Thu 3/269:54 am
PHL
- ORD
1 stop8h 30m
JetBlue
Deal found 2/25![JetBlue logo]()
$245
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:05 am
ORD
- PHL
Nonstop2h 11m
United Airlines
Mon 5/45:00 pm
PHL
- ORD
Nonstop2h 29m
United Airlines
Deal found 2/23![United Airlines logo]()
$175
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Mon 4/138:55 am
LGA
- MDW
1 stop7h 00m
Southwest
Deal found 2/24![Southwest logo]()
$213
This JetBlue deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:00 am
ORD
- JFK
1 stop5h 55m
JetBlue
Tue 5/194:45 pm
JFK
- ORD
1 stop5h 51m
JetBlue
Deal found 2/23![JetBlue logo]()
$245
This Delta deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
ORD
- LGA
Nonstop2h 15m
Delta
Sat 3/217:30 am
LGA
- ORD
Nonstop2h 48m
Delta
Deal found 2/24![Delta logo]()
$191
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:05 am
ORD
- PHL
Nonstop2h 11m
United Airlines
Sat 5/95:05 pm
PHL
- ORD
Nonstop2h 29m
United Airlines
Deal found 2/26![United Airlines logo]()
$175
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/92:15 pm
MDW
- LGA
1 stop6h 55m
Southwest
Sun 5/106:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/23![Southwest logo]()
$218
This United Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/89:04 am
ORD
- PHL
Nonstop2h 13m
United Airlines
Sat 4/184:55 pm
PHL
- ORD
Nonstop2h 28m
United Airlines
Deal found 2/24![United Airlines logo]()
$175
Last-minute flights from Chicago to PennsylvaniaDiscover last-minute flight deals from Chicago to Pennsylvania. Data last updated February 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pennsylvania. Data last updated February 27, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/104:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/23![Frontier logo]()
$88
This Booking.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Mon 3/94:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/23![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/174:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/24![Frontier logo]()
$84
This Super.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Tue 3/104:29 pm
JFK
- ORD
Nonstop3h 00m
Frontier
Deal found 2/24![Frontier logo]()
$87
This Super.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Wed 3/117:40 am
LGA
- ORD
Nonstop2h 42m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$87
This Cheapflightsfares deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Wed 3/188:42 am
LGA
- ORD
Nonstop2h 38m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Wed 4/1512:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Fri 4/1712:59 pm
LGA
- ORD
Nonstop2h 37m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$83
This Cheapflightsfares deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Mon 3/238:42 am
LGA
- ORD
Nonstop2h 38m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Tue 3/316:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$79
This Super.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Wed 4/16:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$90
This Kissandfly.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Tue 3/316:30 am
LGA
- ORD
Nonstop2h 31m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$84
One-way flights from Chicago to PennsylvaniaSearch for one-way flight options from Chicago to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
Search for one-way flight options from Chicago to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
This Trip.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$46
This Priceline deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 2/24![Frontier logo]()
$48
This Trip.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:05 pm
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 2/26![Frontier logo]()
$50
This Travelocity deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$52
This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:31 pm
ORD
- LGA
Nonstop2h 05m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$53
This CheapOair deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:58 am
ORD
- LGA
Nonstop2h 06m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$54
This Priceline deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:06 am
ORD
- JFK
Nonstop2h 24m
Frontier
Deal found 2/27![Frontier logo]()
$54
This Trip.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:58 pm
ORD
- LGA
Nonstop2h 01m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$57
This Super.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/299:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/23![Frontier logo]()
$57
This Trip.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:51 pm
ORD
- EWR
Nonstop2h 09m
Spirit Airlines
Deal found 2/27![Spirit Airlines logo]()
$57
This Super.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:44 pm
ORD
- LGA
1 stop6h 16m
Spirit Airlines
Deal found 2/25![Spirit Airlines logo]()
$58
This Trip.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/25![Frontier logo]()
$58
Find flight deals from Chicago to Pennsylvania
Keep the following information in mind while searching for Chicago to Pennsylvania flight deals. Data was last updated February 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $81 (Cheapflightsfares) |
One-way from | $46 (Trip.com) |
Popular in | March |
Cheapest in | October |
Average price | $350 |
Good round-trip deal | $208 or less |
Good one-way deal | $117 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Pennsylvania 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, Cheapflights users made 2,558,603 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Chicago to Pennsylvania that are best for you.
Fly from
Fly to
Route
Depart
Return
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 4/4
7:31 pm-10:36 pm
Nonstop2h 05m
New York LaGuardia
Tue 4/7
6:30 am-8:01 am
Nonstop2h 31m
$91
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 4/4
7:31 pm-10:36 pm
Nonstop2h 05m
New York LaGuardia
Mon 4/6
6:30 am-8:01 am
Nonstop2h 31m
$111
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 3/28
6:01 pm-9:09 pm
Nonstop2h 08m
Newark
Sat 4/4
10:54 pm-12:22 am
Nonstop2h 28m
$128
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Thu 4/23
7:00 am-10:20 am
Nonstop2h 20m
Newark
Mon 4/27
9:50 pm-11:37 pm
Nonstop2h 47m
$145
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 3/30
6:40 pm-9:45 pm
Nonstop2h 05m
New York LaGuardia
Tue 4/7
8:55 pm-10:30 pm
Nonstop2h 35m
$146
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sun 4/5
7:00 am-10:25 am
Nonstop2h 25m
New York John F Kennedy Intl
Sat 4/11
7:00 pm-8:52 pm
Nonstop2h 52m
$146
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Tue 3/31
10:40 am-2:00 pm
Nonstop2h 20m
Newark
Tue 4/14
7:45 pm-9:33 pm
Nonstop2h 48m
$151
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 3/30
6:40 pm-9:45 pm
Nonstop2h 05m
New York LaGuardia
Tue 3/31
9:30 pm-11:00 pm
Nonstop2h 30m
$157
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Wed 5/20
6:00 am-9:12 am
Nonstop2h 12m
Newark
Sun 6/7
6:00 am-7:42 am
Nonstop2h 42m
$162
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 5/9
6:00 pm-9:18 pm
Nonstop2h 18m
New York LaGuardia
Wed 1/20
4:15 pm-5:49 pm
Nonstop2h 34m
$170
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Pennsylvania
Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Chicago with our price prediction graph.
ORD-LGA
ORD-EWR
MDW-LGA
ORD-JFK
MDW-EWR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Pennsylvania
CHI-USPA
ORD-LGA
ORD-EWR
MDW-LGA
ORD-JFK
What is the cheapest month to book a flight from Chicago to Pennsylvania?
Currently, January is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $59). Flying from Chicago to Pennsylvania in July is currently the most expensive (average of $139). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to PA?
Find hourly flight availability from Chicago to Pennsylvania. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 27, 2026.
One of the essential ways to save on airfare from Chicago to Pennsylvania is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 13% on airfare.
What is the cheapest day to fly from Chicago to Pennsylvania?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Pennsylvania. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Chicago to Pennsylvania flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Pennsylvania
Explore weekly flight availability from Chicago to Pennsylvania. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 27, 2026.
The most flights from CHI to USPA are scheduled on a Friday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).
How much does it cost to fly round-trip from Chicago to Pennsylvania?
Reviews of airlines servicing Pennsylvania
Get insights into the airlines that provide service to Pennsylvania. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pennsylvania. Reviews last updated February 27, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Pennsylvania have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Pennsylvania. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Pennsylvania
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Pennsylvania by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Pennsylvania by cabin class
Find flights from Chicago to Pennsylvania, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Pennsylvania flights
Browse other Chicago and Pennsylvania flight options. Last updated on February 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Pennsylvania flights
Consider these flights traveling from Chicago to Pennsylvania.
Top 6 airlines flying from Chicago to Pennsylvania
Discover the top 6 airlines that operate flights from Chicago to Pennsylvania. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$162 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$67 | Average$165 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$97 | Average$344 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$98 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$102 | Average$366 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$103 | Average$315 | FlexibilityNo cancel fee | On-time63% |