$97+ Cheap flights from Chicago (CHI) to Pennsylvania
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Nov 6 — Nov 131
Round-trip
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 October 7, 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 October 7, 2026.
This Frontier deal was found by Cheapflights users on 10/4. 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 10/234:41 pm -
Nonstop2h 23m
Thu 10/299:09 pm -
Nonstop2h 34m
Deal found 10/4![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 10/297:50 pm -
1 stop26h 26m
Mon 11/29:09 pm -
Nonstop2h 34m
Deal found 10/2![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 10/4. 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.
Fri 10/234:41 pm -
Nonstop2h 23m
Sat 10/249:09 pm -
Nonstop2h 30m
Deal found 10/4![Frontier logo]()
$175
This CheapOair deal was found by Cheapflights users on 10/6. 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.
Wed 11/116:42 pm -
1 stop11h 29m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/6![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 10/3. 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.
Fri 11/67:49 pm -
1 stop10h 32m
Mon 11/99:09 pm -
Nonstop2h 34m
Deal found 10/3![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 10/7. 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 11/66:42 pm -
1 stop11h 39m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/7![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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.
Sat 10/317:15 am -
1 stop10h 04m
Sun 11/19:09 pm -
Nonstop2h 34m
Deal found 10/5![Frontier logo]()
$177
This Expedia deal was found by Cheapflights users on 10/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:42 pm -
1 stop11h 39m
Mon 11/95:14 pm -
1 stop7h 33m
Deal found 10/5![Frontier logo]()
$178
This CheapOair deal was found by Cheapflights users on 10/6. 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 11/136:42 pm -
1 stop11h 39m
Mon 11/1612:36 pm -
1 stop6h 11m
Deal found 10/6![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Sat 11/77:15 am -
1 stop10h 04m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/7![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Fri 11/67:49 pm -
2 stops17h 24m
Sun 11/89:09 pm -
Nonstop2h 34m
Deal found 10/6![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 10/266:15 am -
1 stop24h 06m
Thu 10/2912:36 pm -
1 stop6h 11m
Deal found 10/6![Frontier logo]()
$181
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 October 7, 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 October 7, 2026.
This United Airlines deal was found by Cheapflights users on 10/6. 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 2/186:20 pm -
Nonstop1h 46m
Mon 2/223:07 pm -
Nonstop1h 57m
Deal found 10/6![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 10/7. 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 11/128:04 am -
1 stop5h 31m
Mon 11/162:12 pm -
1 stop5h 53m
Deal found 10/7![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 10/5. 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 11/56:30 am -
1 stop5h 20m
Mon 11/97:55 pm -
Nonstop1h 30m
Deal found 10/5![Southwest logo]()
$258
This American Airlines deal was found by Cheapflights users on 10/4. 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 11/59:15 pm -
Nonstop1h 38m
Sun 11/86:00 am -
1 stop6h 02m
Deal found 10/4![American Airlines logo]()
$298
This JetBlue deal was found by Cheapflights users on 10/2. 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 10/301:00 pm -
1 stop5h 54m
Mon 11/212:47 pm -
1 stop7h 30m
Deal found 10/2![JetBlue logo]()
$301
This United Airlines deal was found by Cheapflights users on 10/6. 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 11/710:25 am -
Nonstop1h 36m
Mon 11/94:06 pm -
Nonstop1h 54m
Deal found 10/6![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 10/6. 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 11/77:00 am -
1 stop3h 35m
Mon 11/93:59 pm -
1 stop7h 19m
Deal found 10/6![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 10/6. 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 10/282:45 pm -
2 stops5h 30m
Sat 10/311:45 pm -
1 stop4h 00m
Deal found 10/6![Southwest logo]()
$272
This JetBlue deal was found by Cheapflights users on 10/2. 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 10/301:00 pm -
1 stop5h 54m
Fri 11/612:47 pm -
1 stop7h 30m
Deal found 10/2![JetBlue logo]()
$301
This Southwest deal was found by Cheapflights users on 10/7. 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 11/123:50 pm -
Nonstop1h 55m
Mon 11/166:20 pm -
Nonstop2h 15m
Deal found 10/7![Southwest logo]()
$274
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 11/156:35 am -
Nonstop2h 10m
Tue 11/179:45 am -
Nonstop2h 35m
Deal found 10/6![United Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 10/2. 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 10/209:10 pm -
Nonstop1h 45m
Sat 10/248:07 am -
Nonstop2h 03m
Deal found 10/2![American Airlines logo]()
$304
This JetBlue deal was found by Cheapflights users on 10/6. 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 10/301:00 pm -
1 stop5h 54m
Tue 11/36:00 am -
1 stop8h 44m
Deal found 10/6![JetBlue logo]()
$301
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Sun 11/86:35 am -
Nonstop2h 10m
Wed 11/111:16 pm -
Nonstop2h 34m
Deal found 10/7![United Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 10/4. 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 11/2110:34 am -
1 stop4h 28m
Sun 11/2211:14 am -
1 stop6h 25m
Deal found 10/4![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/5. 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 12/266:55 pm -
Nonstop1h 55m
Wed 12/307:05 pm -
Nonstop2h 20m
Deal found 10/5![Southwest logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/6. 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 10/229:10 pm -
Nonstop1h 45m
Mon 10/265:08 pm -
1 stop6h 52m
Deal found 10/6![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 10/5. 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 11/56:10 pm -
Nonstop1h 39m
Fri 11/67:33 pm -
Nonstop1h 56m
Deal found 10/5![United Airlines logo]()
$283
This JetBlue deal was found by Cheapflights users on 10/2. 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 11/161:00 pm -
1 stop5h 53m
Mon 11/2310:45 am -
1 stop6h 55m
Deal found 10/2![JetBlue logo]()
$315
This Delta deal was found by Cheapflights users on 10/6. 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.
Fri 12/187:00 am -
1 stop7h 35m
Sun 12/2010:31 am -
1 stop3h 15m
Deal found 10/6![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/6. 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 10/277:45 am -
Nonstop1h 55m
Tue 10/275:30 pm -
Nonstop2h 05m
Deal found 10/6![Southwest logo]()
$290
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 11/181:37 pm -
1 stop8h 09m
Fri 11/277:55 pm -
Nonstop2h 40m
Deal found 10/6![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Sun 12/69:20 pm -
Nonstop2h 06m
Mon 1/42:36 pm -
Nonstop2h 23m
Deal found 10/6![United Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 10/6. 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 12/187:10 pm -
Nonstop1h 30m
Sun 12/207:40 pm -
Nonstop1h 30m
Deal found 10/6![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 10/5. 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 10/297:00 am -
1 stop3h 47m
Sun 11/16:10 am -
1 stop5h 20m
Deal found 10/5![Delta logo]()
$331
This American Airlines deal was found by Cheapflights users on 10/6. 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 11/199:15 pm -
Nonstop1h 41m
Sun 11/297:55 am -
Nonstop2h 18m
Deal found 10/6![American Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 10/6. 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 10/2912:59 pm -
Nonstop2h 06m
Sun 11/16:05 am -
Nonstop2h 23m
Deal found 10/6![United Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 10/4. 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 11/227:50 pm -
Nonstop1h 30m
Mon 11/238:00 pm -
Nonstop1h 30m
Deal found 10/4![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/249:15 pm -
Nonstop1h 41m
Sun 11/297:55 am -
Nonstop2h 18m
Deal found 10/5![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 10/3. 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 11/15:27 am -
1 stop5h 38m
Sat 11/76:03 pm -
1 stop6h 54m
Deal found 10/3![Delta logo]()
$339
Last-minute flights from Chicago to PennsylvaniaDiscover last-minute flight deals from Chicago to Pennsylvania. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pennsylvania. Data last updated October 7, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 10/4. 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 10/234:41 pm -
Nonstop2h 23m
Thu 10/299:09 pm -
Nonstop2h 34m
Deal found 10/4![Frontier logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 10/4. 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.
Fri 10/234:41 pm -
Nonstop2h 23m
Sat 10/249:09 pm -
Nonstop2h 30m
Deal found 10/4![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 10/266:15 am -
1 stop24h 06m
Thu 10/2912:36 pm -
1 stop6h 11m
Deal found 10/6![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 10/297:50 pm -
1 stop26h 26m
Mon 11/29:09 pm -
Nonstop2h 34m
Deal found 10/2![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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.
Sat 10/317:15 am -
1 stop10h 04m
Sun 11/19:09 pm -
Nonstop2h 34m
Deal found 10/5![Frontier logo]()
$177
This Expedia deal was found by Cheapflights users on 10/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:42 pm -
1 stop11h 39m
Mon 11/95:14 pm -
1 stop7h 33m
Deal found 10/5![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 10/3. 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.
Fri 11/67:49 pm -
1 stop10h 32m
Mon 11/99:09 pm -
Nonstop2h 34m
Deal found 10/3![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 10/7. 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 11/66:42 pm -
1 stop11h 39m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/7![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Fri 11/67:49 pm -
2 stops17h 24m
Sun 11/89:09 pm -
Nonstop2h 34m
Deal found 10/6![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Sat 11/77:15 am -
1 stop10h 04m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/7![Frontier logo]()
$180
This CheapOair deal was found by Cheapflights users on 10/6. 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.
Wed 11/116:42 pm -
1 stop11h 29m
Sat 11/145:14 pm -
1 stop7h 33m
Deal found 10/6![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 10/6. 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 11/136:42 pm -
1 stop11h 39m
Mon 11/1612:36 pm -
1 stop6h 11m
Deal found 10/6![Frontier logo]()
$179
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 October 7, 2026.
Search for one-way flight options from Chicago to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This Super.com deal was found by Cheapflights users on 10/7. 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 10/104:41 pm -
Nonstop2h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 10/6. 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 11/56:42 pm -
1 stop11h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 10/5. 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 11/67:49 pm -
1 stop10h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 10/7. 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.
Sat 12/512:28 pm -
1 stop7h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Fri 11/134:42 pm -
Nonstop2h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 10/6. 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 11/66:42 pm -
1 stop11h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 10/6. 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.
Sun 12/68:53 pm -
1 stop13h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 10/5. 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 11/126:42 pm -
1 stop11h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/39:51 am -
2 stops12h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 12/168:15 am -
1 stop13h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$102
This Delta deal was found by Cheapflights users on 10/7. 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 11/76:44 pm -
1 stop3h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Delta logo]()
$103
This United Airlines deal was found by Cheapflights users on 10/7. 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 11/76:07 pm -
1 stop4h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![United Airlines logo]()
$103
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 October 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Frontier) |
One-way from | $97 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $265 |
Good round-trip deal | $282 or less |
Good one-way deal | $161 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 October 7, 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
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 12/12
6:41 pm-11:27 pm
1 stop3h 46m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$103
ChicagoPhiladelphia
ORD Chicago O'Hare Intl - PHL Philadelphia
ORDPHL
Chicago O'Hare Intl
Sat 11/7
11:19 am-4:44 pm
1 stop4h 25m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$103
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Mon 12/14
11:25 am-2:15 pm
Nonstop1h 50m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$115
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Thu 11/5
7:25 pm-10:20 pm
Nonstop1h 55m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$115
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Thu 11/5
10:30 am-1:06 pm
Nonstop1h 36m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
ChicagoPittsburgh
ORD Chicago O'Hare Intl - PIT Pittsburgh
ORDPIT
Chicago O'Hare Intl
Mon 12/21
9:20 pm-11:59 pm
Nonstop1h 39m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Wed 11/4
6:10 pm-8:45 pm
Nonstop1h 35m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Tue 11/17
6:10 pm-8:45 pm
Nonstop1h 35m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Tue 1/5
6:10 pm-8:40 pm
Nonstop1h 30m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
Quickest round-trip
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Mon 11/2
6:50 pm-9:15 pm
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
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
MDW-PHL
ORD-PIT
MDW-PIT
ORD-ERI
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
MDW-PHL
ORD-PIT
MDW-PIT
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 $267). Flying from Chicago to Pennsylvania in July is currently the most expensive (average of $393). 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 October 7, 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 24% 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 October 7, 2026.
The most flights from CHI to USPA are scheduled on a Monday (49 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (39 on average).
How much does it cost to fly round-trip from Chicago to Pennsylvania?
Airfare is typical for this route at the moment.
Chicago to Pennsylvania flights typically cost between $164 and $335 in October.The cheapest round-trip price found within the last 5 days was $172 on Frontier (Oct 23-Oct 29).
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 October 3, 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. Sunday at noon 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 October 7, 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.
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
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 October 7, 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 October 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$186 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$375 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$363 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$418 | FlexibilityNo cancel fee | On-time69% |