$89+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Pennsylvania with Cheapflights
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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 August 23, 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 August 23, 2026.
This CheapOair deal was found by Cheapflights users on 8/19. 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 10/84:41 pm -
Nonstop2h 23m
Sun 10/119:09 pm -
Nonstop2h 30m
Deal found 8/19![Frontier logo]()
$157
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 am -
Nonstop2h 10m
Mon 11/911:05 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$158
This Trip.com deal was found by Cheapflights users on 8/19. 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 9/287:25 am -
Nonstop2h 24m
Fri 10/211:54 am -
Nonstop2h 36m
Deal found 8/19![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/287:25 am -
Nonstop2h 24m
Tue 10/65:32 pm -
1 stop19h 19m
Deal found 8/18![Frontier logo]()
$160
This Super.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:25 am -
Nonstop2h 24m
Sun 9/2011:54 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/177:25 am -
Nonstop2h 24m
Thu 9/2411:54 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$163
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Fri 11/66:50 am -
Nonstop2h 10m
Sun 11/811:05 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/177:25 am -
Nonstop2h 24m
Sun 9/2011:54 am -
Nonstop2h 36m
Deal found 8/21![Frontier logo]()
$165
This Super.com deal was found by Cheapflights users on 8/21. 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 9/65:55 am -
Nonstop2h 09m
Sun 9/65:30 pm -
Nonstop2h 42m
Deal found 8/21![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:25 am -
Nonstop2h 24m
Fri 9/181:50 pm -
2 stops11h 55m
Deal found 8/18![Frontier logo]()
$167
This Priceline deal was found by Cheapflights users on 8/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:25 am -
Nonstop2h 24m
Thu 9/1011:54 am -
Nonstop2h 36m
Deal found 8/22![Frontier logo]()
$168
This American Airlines deal was found by Cheapflights users on 8/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:52 pm -
Nonstop2h 11m
Tue 10/138:41 am -
Nonstop2h 26m
Deal found 8/22![American Airlines logo]()
$179
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 August 23, 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 August 23, 2026.
This Delta deal was found by Cheapflights users on 8/18. 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 9/1011:17 am -
1 stop6h 20m
Sat 9/1911:00 am -
1 stop6h 30m
Deal found 8/18![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/259:52 pm -
Nonstop2h 06m
Mon 9/286:10 am -
Nonstop2h 15m
Deal found 8/18![United Airlines logo]()
$216
This Southwest deal was found by Cheapflights users on 8/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:20 pm -
Nonstop2h 05m
Sun 10/186:00 am -
Nonstop2h 30m
Deal found 8/22![Southwest logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/19. 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.
Sat 10/310:59 am -
Nonstop2h 21m
Wed 10/78:10 am -
Nonstop2h 49m
Deal found 8/19![JetBlue logo]()
$247
This Orbitz deal was found by Cheapflights users on 8/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop14h 35m
Sun 11/112:36 pm -
1 stop7h 09m
Deal found 8/22![Frontier logo]()
$256
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:23 pm -
1 stop5h 10m
Mon 11/212:27 pm -
1 stop5h 05m
Deal found 8/22![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 8/21. 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 10/31:51 pm -
1 stop4h 41m
Wed 10/79:32 am -
1 stop4h 27m
Deal found 8/21![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:42 pm -
1 stop4h 25m
Tue 10/205:35 pm -
1 stop3h 55m
Deal found 8/22![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:00 am -
Nonstop2h 23m
Tue 10/138:10 am -
Nonstop2h 37m
Deal found 8/22![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 8/20. 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.
Sun 9/135:25 am -
Nonstop2h 00m
Thu 9/176:00 am -
Nonstop2h 15m
Deal found 8/20![Southwest logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/20. 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 9/2910:59 am -
Nonstop2h 21m
Sat 10/34:30 pm -
1 stop7h 38m
Deal found 8/20![JetBlue logo]()
$250
This Delta deal was found by Cheapflights users on 8/21. 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 11/187:00 am -
1 stop4h 40m
Thu 11/262:00 pm -
1 stop6h 02m
Deal found 8/21![Delta logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Thu 11/1210:26 am -
1 stop6h 53m
Mon 11/1612:35 pm -
1 stop7h 10m
Deal found 8/22![Frontier logo]()
$263
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/12:00 pm -
Nonstop2h 25m
Sat 10/36:29 pm -
Nonstop2h 44m
Deal found 8/18![United Airlines logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/18. 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.
Wed 9/163:00 pm -
1 stop7h 51m
Sun 9/204:30 pm -
1 stop7h 38m
Deal found 8/18![JetBlue logo]()
$253
This Southwest deal was found by Cheapflights users on 8/21. 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 10/292:25 pm -
1 stop6h 00m
Sun 11/18:30 am -
Nonstop2h 35m
Deal found 8/21![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:55 pm -
1 stop3h 42m
Tue 10/275:35 pm -
1 stop3h 55m
Deal found 8/22![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Mon 10/199:35 pm -
Nonstop2h 22m
Wed 10/217:45 pm -
Nonstop2h 47m
Deal found 8/21![United Airlines logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:00 pm -
1 stop7h 09m
Fri 9/184:00 pm -
1 stop8h 08m
Deal found 8/22![JetBlue logo]()
$254
This Southwest deal was found by Cheapflights users on 8/21. 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.
Tue 11/38:05 am -
Nonstop2h 10m
Wed 11/41:05 pm -
1 stop5h 40m
Deal found 8/21![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/18. 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 10/296:04 am -
1 stop4h 28m
Sat 10/3111:10 am -
1 stop5h 07m
Deal found 8/18![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:30 pm -
Nonstop2h 24m
Sun 9/207:30 am -
Nonstop2h 42m
Deal found 8/22![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 8/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:50 pm -
Nonstop2h 05m
Wed 9/236:55 am -
1 stop7h 35m
Deal found 8/22![Southwest logo]()
$257
This JetBlue deal was found by Cheapflights users on 8/21. 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.
Mon 9/147:00 am -
Nonstop2h 27m
Mon 9/144:29 pm -
1 stop7h 39m
Deal found 8/21![JetBlue logo]()
$260
This Delta deal was found by Cheapflights users on 8/18. 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 9/95:37 pm -
1 stop4h 37m
Tue 9/1512:26 pm -
1 stop4h 49m
Deal found 8/18![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Mon 9/2810:00 am -
Nonstop2h 08m
Mon 9/288:10 pm -
Nonstop2h 19m
Deal found 8/19![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 8/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:44 pm -
1 stop3h 32m
Thu 10/226:05 am -
1 stop4h 12m
Deal found 8/22![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 8/19. 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.
Sat 10/33:00 pm -
1 stop7h 51m
Sat 10/108:05 pm -
Nonstop2h 51m
Deal found 8/19![JetBlue logo]()
$265
This Southwest deal was found by Cheapflights users on 8/18. 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.
Wed 9/25:10 am -
Nonstop2h 00m
Sat 9/511:40 am -
1 stop7h 05m
Deal found 8/18![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 8/18. 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 11/1210:05 am -
Nonstop2h 18m
Sun 11/156:00 am -
1 stop4h 45m
Deal found 8/18![United Airlines logo]()
$257
Last-minute flights from Chicago to PennsylvaniaDiscover last-minute flight deals from Chicago to Pennsylvania. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pennsylvania. Data last updated August 23, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/21. 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 9/65:55 am -
Nonstop2h 09m
Sun 9/65:30 pm -
Nonstop2h 42m
Deal found 8/21![Frontier logo]()
$166
This Priceline deal was found by Cheapflights users on 8/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:25 am -
Nonstop2h 24m
Thu 9/1011:54 am -
Nonstop2h 36m
Deal found 8/22![Frontier logo]()
$168
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:35 am -
Nonstop2h 03m
Sat 9/197:42 am -
Nonstop2h 28m
Deal found 8/18![American Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/177:25 am -
Nonstop2h 24m
Thu 9/2411:54 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/177:25 am -
Nonstop2h 24m
Mon 9/2111:54 am -
Nonstop2h 36m
Deal found 8/21![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/177:25 am -
Nonstop2h 24m
Sun 9/2011:54 am -
Nonstop2h 36m
Deal found 8/21![Frontier logo]()
$165
This Super.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:25 am -
Nonstop2h 24m
Sun 9/2011:54 am -
Nonstop2h 36m
Deal found 8/18![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 8/18. 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.
Fri 9/187:25 am -
Nonstop2h 24m
Fri 9/181:50 pm -
2 stops11h 55m
Deal found 8/18![Frontier logo]()
$167
This iWofly deal was found by Cheapflights users on 8/21. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:25 am -
Nonstop2h 24m
Thu 9/2411:54 am -
Nonstop2h 36m
Deal found 8/21![Frontier logo]()
$158
This CheapOair deal was found by Cheapflights users on 8/20. 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.
Fri 9/257:25 am -
Nonstop2h 24m
Mon 9/2811:54 am -
Nonstop2h 36m
Deal found 8/20![Frontier logo]()
$157
This Trip.com deal was found by Cheapflights users on 8/19. 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 9/287:25 am -
Nonstop2h 24m
Fri 10/211:54 am -
Nonstop2h 36m
Deal found 8/19![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/287:25 am -
Nonstop2h 24m
Tue 10/65:32 pm -
1 stop19h 19m
Deal found 8/18![Frontier logo]()
$160
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 August 23, 2026.
Search for one-way flight options from Chicago to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Mon 9/146:00 am -
Nonstop1h 55m
Deal found 8/18![United Airlines logo]()
$89
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Mon 11/22:21 pm -
Nonstop2h 03m
Deal found 8/18![United Airlines logo]()
$89
This Super.com deal was found by Cheapflights users on 8/20. 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 11/32:15 pm -
1 stop5h 28m
Deal found 8/20![JetBlue logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Tue 10/206:30 am -
1 stop9h 26m
Deal found 8/22![Frontier logo]()
$91
This Super.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/183:50 pm -
1 stop17h 27m
Deal found 8/19![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/256:25 am -
1 stop9h 53m
Deal found 8/18![Frontier logo]()
$93
This Jetabroad deal was found by Cheapflights users on 8/21. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/22:15 pm -
1 stop5h 28m
Deal found 8/21![JetBlue logo]()
$94
This Frontier deal was found by Cheapflights users on 8/18. 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.
Fri 9/116:25 am -
1 stop9h 53m
Deal found 8/18![Frontier logo]()
$94
This iWofly deal was found by Cheapflights users on 8/18. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:55 pm -
1 stop32h 25m
Deal found 8/18![Frontier logo]()
$94
This Jetabroad deal was found by Cheapflights users on 8/19. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:38 am -
1 stop6h 46m
Deal found 8/19![JetBlue logo]()
$95
This CheapOair deal was found by Cheapflights users on 8/19. 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.
Fri 9/186:25 am -
1 stop9h 53m
Deal found 8/19![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Tue 9/226:30 am -
1 stop14h 29m
Deal found 8/22![Frontier logo]()
$97
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 August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (CheapOair) |
One-way from | $89 (United Airlines) |
Popular in | June |
Cheapest in | October |
Average price | $278 |
Good round-trip deal | $224 or less |
Good one-way deal | $111 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 7,457,451 searches. Data last updated August 23, 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
Cheapest round-trip
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Thu 9/10
11:17 am-6:37 pm
1 stop6h 20m
Washington, D.C. Reagan-National
Sat 9/19
11:00 am-4:30 pm
1 stop6h 30m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Thu 10/29
1:23 pm-7:33 pm
1 stop5h 10m
Washington, D.C. Reagan-National
Mon 11/2
12:27 pm-4:32 pm
1 stop5h 05m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Sat 10/3
1:51 pm-7:32 pm
1 stop4h 41m
Washington, D.C. Reagan-National
Wed 10/7
9:32 am-12:59 pm
1 stop4h 27m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Sat 10/17
5:42 pm-11:07 pm
1 stop4h 25m
Washington, D.C. Reagan-National
Tue 10/20
5:35 pm-8:30 pm
1 stop3h 55m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Wed 11/18
7:00 am-12:40 pm
1 stop4h 40m
Washington, D.C. Reagan-National
Thu 11/26
2:00 pm-7:02 pm
1 stop6h 02m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - DCA Washington, D.C. Reagan-National
ORDDCA
Chicago O'Hare Intl
Tue 10/20
1:55 pm-6:37 pm
1 stop3h 42m
Washington, D.C. Reagan-National
Tue 10/27
5:35 pm-8:30 pm
1 stop3h 55m
$197
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Thu 10/29
6:04 am-11:32 am
1 stop4h 28m
Washington, D.C. Dulles Intl
Sat 10/31
11:10 am-3:17 pm
1 stop5h 07m
$197
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Wed 9/9
5:37 pm-11:14 pm
1 stop4h 37m
Washington, D.C. Dulles Intl
Tue 9/15
12:26 pm-4:15 pm
1 stop4h 49m
$197
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Sat 10/17
6:44 pm-11:16 pm
1 stop3h 32m
Washington, D.C. Dulles Intl
Thu 10/22
6:05 am-9:17 am
1 stop4h 12m
$197
ChicagoWashington, D.C.
ORD Chicago O'Hare Intl - IAD Washington, D.C. Dulles Intl
ORDIAD
Chicago O'Hare Intl
Fri 9/25
9:52 pm-12:58 am
Nonstop2h 06m
Washington, D.C. Dulles Intl
Mon 9/28
6:10 am-7:25 am
Nonstop2h 15m
$216
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-PHL
ORD-DCA
ORD-IAD
MDW-LGA
ORD-JFK
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-PHL
ORD-DCA
ORD-IAD
MDW-LGA
What is the cheapest month to book a flight from Chicago to Pennsylvania?
Currently, October is the cheapest month in which you can book a flight from Chicago to Pennsylvania (average of $229). Flying from Chicago to Pennsylvania in July is currently the most expensive (average of $389). 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 August 23, 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 20% on airfare.
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 August 23, 2026.
The most flights from CHI to USPA are scheduled on a Friday (53 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
How much does it cost to fly round-trip from Chicago to Pennsylvania?
Airfare is below average for this route at the moment.
Chicago to Pennsylvania flights typically cost between $200 and $348 in October.The cheapest round-trip price found within the last 5 days was $157 on Frontier (Oct 8-Oct 11).
How far ahead should I book a flight from Chicago to Pennsylvania?
Booking 35 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Pennsylvania. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 August 22, 2026.
Travelers seeking maximum savings on their Chicago to Pennsylvania flight should consider departing on Thursday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 August 23, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican 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.
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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.
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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 August 23, 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 4 airlines flying from Chicago to Pennsylvania
Discover the top 4 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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$160 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$101 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$137 | Average$362 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$401 | FlexibilityNo cancel fee | On-time69% |