$78+ Cheap flights from Pennsylvania to Illinois
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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — ORD
Jun 11 — Jun 181
Round-trip
1 adult, Economy
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Cheapest flights from Pennsylvania to IllinoisExplore the most affordable flight options available from Pennsylvania to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2026.
Explore the most affordable flight options available from Pennsylvania to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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 7/227:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Wed 7/296:27 pm
ORD
- JFK
Nonstop2h 36m
JetBlue
Deal found 5/8![JetBlue logo]()
$172
This SmartFares deal was found by Cheapflights users on 5/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Sun 7/56:00 am
ORD
- JFK
Nonstop2h 20m
JetBlue
Deal found 5/12![JetBlue logo]()
$173
This Super.com deal was found by Cheapflights users on 5/7. 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.
Wed 7/227:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Sat 7/2510:11 am
ORD
- JFK
Nonstop2h 18m
JetBlue
Deal found 5/7![JetBlue logo]()
$175
This SmartFares deal was found by Cheapflights users on 5/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Tue 7/149:39 am
ORD
- JFK
Nonstop2h 16m
JetBlue
Deal found 5/11![JetBlue logo]()
$176
This Delta deal was found by Cheapflights users on 5/12. 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 7/187:35 pm
JFK
- ORD
Nonstop3h 17m
Delta
Wed 7/226:00 am
ORD
- JFK
Nonstop2h 24m
Delta
Deal found 5/12![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/297:00 am
LGA
- ORD
Nonstop2h 30m
United Airlines
Tue 7/143:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/11![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 5/11. 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 6/206:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Tue 6/237:45 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Deal found 5/11![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/176:25 am
LGA
- ORD
Nonstop2h 43m
American Airlines
Tue 6/3010:19 am
ORD
- LGA
Nonstop2h 15m
American Airlines
Deal found 5/12![American Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/7![Frontier logo]()
$179
This Super.com deal was found by Cheapflights users on 5/8. 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 7/17:00 am
JFK
- ORD
Nonstop2h 45m
JetBlue
Tue 8/46:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/8![JetBlue logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/110:29 pm
EWR
- MDW
1 stop13h 43m
Frontier
Wed 6/312:04 pm
MDW
- EWR
1 stop12h 14m
Frontier
Deal found 5/9![Frontier logo]()
$180
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Mon 8/176:00 am
LGA
- ORD
Nonstop2h 44m
American Airlines
Wed 8/1910:05 am
ORD
- LGA
Nonstop2h 11m
American Airlines
Deal found 5/11![American Airlines logo]()
$180
Best flights from Pennsylvania to IllinoisDiscover carefully curated flight deals from Pennsylvania to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2026.
Discover carefully curated flight deals from Pennsylvania to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2026.
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/297:00 am
LGA
- ORD
Nonstop2h 30m
United Airlines
Tue 7/143:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/11![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 5/9. 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.
Mon 6/154:00 pm
LGA
- ORD
Nonstop3h 00m
Delta
Tue 6/236:00 am
ORD
- LGA
Nonstop2h 12m
Delta
Deal found 5/9![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 5/7. 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 7/28:55 am
LGA
- MDW
1 stop5h 50m
Southwest
Tue 7/75:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 5/7![Southwest logo]()
$187
This JetBlue deal was found by Cheapflights users on 5/10. 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 6/69:00 pm
JFK
- ORD
Nonstop2h 56m
JetBlue
Sat 6/135:22 pm
ORD
- JFK
Nonstop2h 38m
JetBlue
Deal found 5/10![JetBlue logo]()
$197
This Delta deal was found by Cheapflights users on 5/8. 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 7/152:45 pm
LGA
- ORD
Nonstop2h 45m
Delta
Mon 7/206:00 am
ORD
- LGA
Nonstop2h 09m
Delta
Deal found 5/8![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Wed 5/279:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Fri 5/299:34 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/7![United Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 5/11. 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 5/2710:55 am
LGA
- MDW
Nonstop2h 25m
Southwest
Tue 6/27:25 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 5/11![Southwest logo]()
$192
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:00 pm
JFK
- ORD
Nonstop2h 55m
JetBlue
Mon 7/136:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/7![JetBlue logo]()
$197
This Delta deal was found by Cheapflights users on 5/8. 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 8/116:00 am
LGA
- ORD
Nonstop2h 32m
Delta
Tue 8/117:05 pm
ORD
- LGA
Nonstop2h 29m
Delta
Deal found 5/8![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/10. 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 7/238:05 am
LGA
- ORD
Nonstop2h 39m
United Airlines
Mon 7/274:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/10![United Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 5/10. 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 7/266:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Mon 7/277:45 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Deal found 5/10![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 5/10. 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 7/43:00 pm
JFK
- ORD
Nonstop3h 11m
Delta
Sun 7/56:05 am
ORD
- JFK
Nonstop2h 21m
Delta
Deal found 5/10![Delta logo]()
$192
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/297:15 am
EWR
- ORD
Nonstop2h 45m
United Airlines
Tue 7/149:30 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/11![United Airlines logo]()
$195
This JetBlue deal was found by Cheapflights users on 5/10. 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.
Sun 7/267:05 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Mon 7/276:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/10![JetBlue logo]()
$224
This Southwest deal was found by Cheapflights users on 5/11. 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 6/86:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Tue 6/95:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 5/11![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 5/11. 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 10/129:40 pm
EWR
- ORD
Nonstop2h 50m
United Airlines
Fri 10/169:30 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/11![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 5/11. 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 8/45:00 pm
LGA
- ORD
Nonstop3h 12m
Delta
Mon 8/105:40 pm
ORD
- LGA
Nonstop2h 27m
Delta
Deal found 5/11![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:29 pm
JFK
- ORD
Nonstop3h 00m
JetBlue
Tue 6/306:27 pm
ORD
- JFK
Nonstop2h 46m
JetBlue
Deal found 5/7![JetBlue logo]()
$231
This Southwest deal was found by Cheapflights users on 5/8. 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 6/36:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sat 6/66:40 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 5/8![Southwest logo]()
$212
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/76:00 am
EWR
- ORD
Nonstop2h 42m
United Airlines
Tue 6/99:34 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/9![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 5/10. 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 7/267:30 am
LGA
- ORD
Nonstop2h 36m
Delta
Mon 7/277:00 am
ORD
- LGA
Nonstop2h 14m
Delta
Deal found 5/10![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 5/8. 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 6/33:25 pm
LGA
- MDW
1 stop5h 45m
Southwest
Fri 6/55:05 pm
MDW
- LGA
1 stop5h 20m
Southwest
Deal found 5/8![Southwest logo]()
$217
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:00 pm
JFK
- ORD
Nonstop2h 55m
JetBlue
Sun 7/126:00 am
ORD
- JFK
Nonstop2h 17m
JetBlue
Deal found 5/7![JetBlue logo]()
$241
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Wed 6/106:00 am
LGA
- ORD
1 stop4h 36m
United Airlines
Wed 6/178:00 am
ORD
- LGA
Nonstop2h 17m
United Airlines
Deal found 5/7![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 5/11. 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 6/277:35 pm
JFK
- ORD
Nonstop3h 13m
Delta
Tue 6/306:00 pm
ORD
- JFK
Nonstop2h 40m
Delta
Deal found 5/11![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 5/9. 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 8/222:29 pm
JFK
- ORD
Nonstop2h 46m
JetBlue
Sun 8/309:39 am
ORD
- JFK
Nonstop2h 19m
JetBlue
Deal found 5/9![JetBlue logo]()
$246
This Southwest deal was found by Cheapflights users on 5/11. 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 5/306:00 am
LGA
- MDW
1 stop10h 15m
Southwest
Tue 6/24:40 pm
MDW
- LGA
1 stop5h 20m
Southwest
Deal found 5/11![Southwest logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/3010:29 am
LGA
- ORD
1 stop5h 11m
United Airlines
Tue 6/26:00 pm
ORD
- LGA
Nonstop2h 25m
United Airlines
Deal found 5/11![United Airlines logo]()
$212
This Delta deal was found by Cheapflights users on 5/7. 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.
Tue 6/166:00 am
EWR
- ORD
1 stop7h 36m
Delta
Tue 6/305:57 pm
ORD
- EWR
1 stop5h 02m
Delta
Deal found 5/7![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 5/10. 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 7/46:50 am
LGA
- MDW
2 stops8h 50m
Southwest
Sun 7/55:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 5/10![Southwest logo]()
$232
Last-minute flights from Pennsylvania to IllinoisDiscover last-minute flight deals from Pennsylvania to Illinois. Data last updated May 12, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Illinois. Data last updated May 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 5/2810:29 pm
EWR
- MDW
1 stop13h 40m
Frontier
Wed 6/312:04 pm
MDW
- EWR
1 stop12h 14m
Frontier
Deal found 5/8![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/110:29 pm
EWR
- MDW
1 stop13h 43m
Frontier
Wed 6/312:04 pm
MDW
- EWR
1 stop12h 14m
Frontier
Deal found 5/9![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:00 pm
JFK
- MDW
1 stop10h 02m
Frontier
Tue 6/96:00 am
MDW
- JFK
1 stop28h 59m
Frontier
Deal found 5/7![Frontier logo]()
$179
This Kissandfly.com deal was found by Cheapflights users on 5/11. 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.
Wed 6/1010:00 pm
LGA
- ORD
1 stop11h 03m
Frontier
Wed 6/176:00 am
ORD
- LGA
Nonstop2h 12m
Frontier
Deal found 5/11![Frontier logo]()
$185
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/106:00 am
EWR
- ORD
Nonstop2h 42m
United Airlines
Tue 6/169:34 pm
ORD
- EWR
Nonstop2h 23m
United Airlines
Deal found 5/11![United Airlines logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/163:25 pm
LGA
- ORD
Nonstop2h 55m
United Airlines
Fri 6/195:00 pm
ORD
- LGA
Nonstop2h 22m
United Airlines
Deal found 5/11![United Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 5/11. 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 6/167:25 am
LGA
- MDW
Nonstop2h 25m
Southwest
Fri 6/197:45 pm
MDW
- LGA
Nonstop2h 10m
Southwest
Deal found 5/11![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/176:25 am
LGA
- ORD
Nonstop2h 43m
American Airlines
Sat 6/276:20 pm
ORD
- LGA
Nonstop2h 16m
American Airlines
Deal found 5/12![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/176:25 am
LGA
- ORD
Nonstop2h 43m
American Airlines
Sat 6/205:59 am
ORD
- LGA
Nonstop2h 16m
American Airlines
Deal found 5/12![American Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/175:11 am
EWR
- ORD
Nonstop2h 48m
American Airlines
Tue 6/306:51 am
ORD
- EWR
Nonstop2h 11m
American Airlines
Deal found 5/12![American Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 5/12. 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 6/246:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Wed 7/15:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 5/12![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 5/11. 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 6/309:00 pm
LGA
- ORD
Nonstop2h 48m
Delta
Thu 7/92:28 pm
ORD
- LGA
Nonstop2h 22m
Delta
Deal found 5/11![Delta logo]()
$177
One-way flights from Pennsylvania to IllinoisSearch for one-way flight options from Pennsylvania to Illinois. Find affordable one-way fares based on user searches. Data last updated May 12, 2026.
Search for one-way flight options from Pennsylvania to Illinois. Find affordable one-way fares based on user searches. Data last updated May 12, 2026.
This Trip.com deal was found by Cheapflights users on 5/9. 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 6/35:55 am
EWR
- MDW
1 stop17h 07m
Frontier
Deal found 5/9![Frontier logo]()
$78
This Super.com deal was found by Cheapflights users on 5/10. 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 6/105:58 am
EWR
- MDW
1 stop6h 11m
Frontier
Deal found 5/10![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/2511:30 am
EWR
- ORD
1 stop12h 44m
Frontier
Deal found 5/11![Frontier logo]()
$88
This Flysmarter deal was found by Cheapflights users on 5/10. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:25 am
JFK
- ORD
Nonstop2h 43m
JetBlue
Deal found 5/10![JetBlue logo]()
$89
This United Airlines deal was found by Cheapflights users on 5/12. 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 7/236:00 am
EWR
- ORD
Nonstop2h 42m
United Airlines
Deal found 5/12![United Airlines logo]()
$89
This Delta deal was found by Cheapflights users on 5/11. 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 7/17:30 am
LGA
- ORD
Nonstop2h 44m
Delta
Deal found 5/11![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 5/10. 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 7/16:00 am
LGA
- MDW
Nonstop2h 20m
Southwest
Deal found 5/10![Southwest logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/261:00 pm
JFK
- ORD
1 stop19h 55m
Frontier
Deal found 5/10![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 5/2610:29 pm
EWR
- MDW
1 stop24h 33m
Frontier
Deal found 5/11![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/261:00 pm
JFK
- MDW
1 stop23h 09m
Frontier
Deal found 5/10![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/110:29 pm
EWR
- ORD
1 stop10h 26m
Frontier
Deal found 5/12![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/110:00 pm
LGA
- ORD
1 stop10h 55m
Frontier
Deal found 5/9![Frontier logo]()
$90
Find flight deals from Pennsylvania to Illinois
Keep the following information in mind while searching for Pennsylvania to Illinois flight deals. Data was last updated May 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Cheapflightsfares) |
One-way from | $78 (Trip.com) |
Popular in | March |
Cheapest in | January |
Average price | $307 |
Good round-trip deal | $294 or less |
Good one-way deal | $149 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania to Illinois 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 May 12, 2026.
Use the filters below to find and compare flights from Pennsylvania to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 6/29
7:00 am-8:30 am
Nonstop2h 30m
Chicago O'Hare Intl
Tue 7/14
3:00 pm-6:22 pm
Nonstop2h 22m
$177
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 6/15
4:00 pm-6:00 pm
Nonstop3h 00m
Chicago O'Hare Intl
Tue 6/23
6:00 am-9:12 am
Nonstop2h 12m
$177
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 7/15
2:45 pm-4:30 pm
Nonstop2h 45m
Chicago O'Hare Intl
Mon 7/20
6:00 am-9:09 am
Nonstop2h 09m
$177
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 7/2
8:55 am-1:45 pm
1 stop5h 50m
Chicago Midway
Tue 7/7
5:15 am-8:15 am
Nonstop2h 00m
$187
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 5/27
9:40 pm-11:30 pm
Nonstop2h 50m
Chicago O'Hare Intl
Fri 5/29
9:34 pm-12:57 am
Nonstop2h 23m
$187
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 8/11
6:00 am-7:32 am
Nonstop2h 32m
Chicago O'Hare Intl
Tue 8/11
7:05 pm-10:34 pm
Nonstop2h 29m
$187
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 5/27
10:55 am-12:20 pm
Nonstop2h 25m
Chicago Midway
Tue 6/2
7:25 pm-10:30 pm
Nonstop2h 05m
$192
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Sat 7/4
3:00 pm-5:11 pm
Nonstop3h 11m
Chicago O'Hare Intl
Sun 7/5
6:05 am-9:26 am
Nonstop2h 21m
$192
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 7/23
8:05 am-9:44 am
Nonstop2h 39m
Chicago O'Hare Intl
Mon 7/27
4:00 pm-7:22 pm
Nonstop2h 22m
$193
NewarkChicago
EWR - ORD
EWRORD
Newark
Mon 6/29
7:15 am-9:00 am
Nonstop2h 45m
Chicago O'Hare Intl
Tue 7/14
9:30 pm-12:53 am
Nonstop2h 23m
$195
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pennsylvania to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Pennsylvania with our price prediction graph.
LGA-ORD
LGA-MDW
JFK-MDW
EWR-MDW
EWR-ORD
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 Pennsylvania to Illinois
USPA-USIL
LGA-ORD
LGA-MDW
JFK-MDW
EWR-MDW
How far ahead should I book a flight from Pennsylvania to Illinois?
To ensure you get the cheapest price possible for a flight from Pennsylvania to Illinois, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Pennsylvania to Illinois?
Currently, April is the cheapest month in which you can book a flight from Pennsylvania to Illinois (average of $263). Flying from Pennsylvania to Illinois in February is currently the most expensive (average of $384). 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 PA to IL?
Find hourly flight availability from Pennsylvania to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 12, 2026.
When flying from Pennsylvania to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 15% versus a flight in the evening.
What is the cheapest day to fly from Pennsylvania to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Illinois. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their Pennsylvania to Illinois flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Pennsylvania to Illinois
Explore weekly flight availability from Pennsylvania to Illinois. 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 May 12, 2026.
The most flights from USPA to USIL are scheduled on a Monday (48 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (33 on average).
How much does it cost to fly round-trip from Pennsylvania to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated May 12, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Pennsylvania to Illinois by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania to Illinois. 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 Pennsylvania to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pennsylvania to Illinois by cabin class
Find flights from Pennsylvania to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pennsylvania and Illinois flights
Browse other Pennsylvania and Illinois flight options. Last updated on May 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Pennsylvania after your stay in Illinois
Pennsylvania to Illinois flights
Consider these flights traveling from Pennsylvania to Illinois.
Top 5 airlines flying from Pennsylvania to Illinois
Discover the top 5 airlines that operate flights from Pennsylvania to Illinois. 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 May 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$83 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$92 | Average$379 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$97 | Average$326 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$137 | Average$363 | FlexibilityNo cancel fee | On-time69% |