$62+ Cheap flights from Midway (MDW) 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
May 2 — May 91
Round-trip
1 adult, Economy
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Cheapest flights from Midway to PennsylvaniaExplore the most affordable flight options available from Midway to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.
Explore the most affordable flight options available from Midway to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.
This Trip.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Sat 4/2511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/27![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2010:29 pm
EWR
- MDW
1 stop22h 02m
Frontier
Deal found 3/31![Frontier logo]()
$110
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Wed 4/221:45 pm
EWR
- MDW
1 stop18h 41m
Frontier
Deal found 3/27![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Sun 4/1910:29 pm
EWR
- MDW
1 stop24h 50m
Frontier
Deal found 3/30![Frontier logo]()
$116
This Trip.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Tue 4/2111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 4/1![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/277:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Thu 4/3010:29 pm
EWR
- MDW
1 stop24h 57m
Frontier
Deal found 3/31![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Tue 4/286:10 am
MDW
- LGA
1 stop10h 35m
Frontier
Sat 5/28:25 pm
LGA
- MDW
1 stop12h 16m
Frontier
Deal found 3/31![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- LGA
1 stop7h 59m
Frontier
Wed 4/226:20 am
LGA
- MDW
1 stop14h 11m
Frontier
Deal found 4/1![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Sat 4/256:00 am
LGA
- MDW
1 stop13h 37m
Frontier
Deal found 4/1![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Fri 4/2410:00 pm
LGA
- MDW
1 stop21h 37m
Frontier
Deal found 3/31![Frontier logo]()
$159
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Sat 4/186:00 am
MDW
- LGA
1 stop10h 52m
Frontier
Wed 4/228:25 pm
LGA
- MDW
1 stop12h 01m
Frontier
Deal found 3/31![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/202:15 pm
MDW
- JFK
1 stop20h 35m
Frontier
Wed 4/291:00 pm
JFK
- MDW
1 stop7h 31m
Frontier
Deal found 3/31![Frontier logo]()
$160
Best flights from Midway to PennsylvaniaDiscover carefully curated flight deals from Midway to Pennsylvania that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
Discover carefully curated flight deals from Midway to Pennsylvania that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:30 am
MDW
- LGA
Nonstop2h 05m
Southwest
Wed 5/66:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/27![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:21 pm
MDW
- EWR
1 stop5h 22m
Delta
Mon 4/279:39 am
EWR
- MDW
1 stop4h 04m
Delta
Deal found 3/27![Delta logo]()
$197
This Trip.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Thu 4/162:15 pm
MDW
- IAD
1 stop9h 21m
Frontier
Sun 4/2611:17 am
IAD
- MDW
1 stop21h 47m
Frontier
Deal found 4/1![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Thu 5/76:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/30![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:21 pm
MDW
- EWR
1 stop5h 22m
Delta
Sun 4/196:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 3/27![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:50 pm
MDW
- PIT
Nonstop1h 25m
Southwest
Mon 4/278:10 pm
PIT
- MDW
1 stop4h 20m
Southwest
Deal found 3/31![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/246:38 pm
MDW
- EWR
1 stop3h 25m
Delta
Sun 4/266:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 3/29![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/189:15 am
MDW
- PIT
2 stops10h 50m
Southwest
Mon 4/208:00 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Deal found 3/28![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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 5/113:50 pm
MDW
- PIT
2 stops6h 20m
Southwest
Thu 5/148:00 pm
PIT
- MDW
Nonstop1h 30m
Southwest
Deal found 4/1![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
MDW
- EWR
1 stop5h 22m
Delta
Sun 4/196:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 3/30![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/297:45 am
MDW
- LGA
1 stop6h 05m
Southwest
Wed 5/68:55 pm
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 3/30![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:10 pm
MDW
- EWR
1 stop5h 54m
Delta
Sat 5/166:00 am
EWR
- MDW
1 stop3h 43m
Delta
Deal found 3/27![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/256:00 am
MDW
- LGA
1 stop9h 15m
Southwest
Tue 4/286:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/28![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:36 pm
MDW
- EWR
1 stop3h 42m
Delta
Sat 5/306:00 am
EWR
- MDW
1 stop3h 43m
Delta
Deal found 3/29![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/232:25 pm
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 5/266:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/28![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Wed 5/276:00 am
IAD
- MDW
1 stop3h 43m
Delta
Deal found 3/31![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/149:30 am
MDW
- LGA
Nonstop2h 05m
Southwest
Fri 4/179:45 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/29![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/16:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Wed 6/33:08 pm
IAD
- MDW
1 stop7h 01m
Delta
Deal found 3/30![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/1810:00 am
MDW
- LGA
2 stops8h 15m
Southwest
Wed 4/226:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/28![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 6/175:11 pm
MDW
- DCA
1 stop5h 33m
Delta
Mon 6/226:00 am
DCA
- MDW
1 stop4h 14m
Delta
Deal found 3/30![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/15:15 am
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 5/512:35 pm
LGA
- MDW
2 stops8h 35m
Southwest
Deal found 3/30![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/16:00 am
MDW
- PHL
1 stop7h 36m
Delta
Mon 5/46:29 pm
PHL
- MDW
1 stop4h 59m
Delta
Deal found 3/29![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:50 am
MDW
- LGA
1 stop5h 30m
Southwest
Sun 5/109:05 am
LGA
- MDW
1 stop7h 15m
Southwest
Deal found 3/27![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/510:41 am
MDW
- IAD
1 stop4h 50m
Delta
Thu 5/76:00 am
IAD
- MDW
1 stop3h 43m
Delta
Deal found 3/28![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 6/15:40 pm
MDW
- LGA
1 stop4h 45m
Southwest
Thu 6/46:30 pm
LGA
- MDW
1 stop5h 30m
Southwest
Deal found 3/31![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/276:38 pm
MDW
- IAD
1 stop3h 25m
Delta
Mon 5/45:27 pm
IAD
- MDW
1 stop6h 01m
Delta
Deal found 3/30![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Mon 4/206:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/29![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/306:00 am
MDW
- IAD
1 stop4h 42m
Delta
Sat 5/26:00 am
IAD
- MDW
1 stop3h 47m
Delta
Deal found 3/31![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:30 am
MDW
- LGA
2 stops10h 45m
Southwest
Tue 5/196:55 am
LGA
- MDW
1 stop7h 35m
Southwest
Deal found 3/27![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/186:36 pm
MDW
- IAD
1 stop3h 20m
Delta
Sat 5/236:00 am
IAD
- MDW
1 stop8h 19m
Delta
Deal found 3/30![Delta logo]()
$259
Last-minute flights from Midway to PennsylvaniaDiscover last-minute flight deals from Midway to Pennsylvania. Data last updated April 2, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pennsylvania. Data last updated April 2, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
Wed 4/156:30 am
MDW
- LGA
1 stop10h 15m
Frontier
Wed 4/228:25 pm
LGA
- MDW
1 stop12h 01m
Frontier
Deal found 4/1![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2010:29 pm
EWR
- MDW
1 stop22h 02m
Frontier
Deal found 3/31![Frontier logo]()
$110
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Wed 4/221:45 pm
EWR
- MDW
1 stop18h 41m
Frontier
Deal found 3/27![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Sun 4/1910:29 pm
EWR
- MDW
1 stop24h 50m
Frontier
Deal found 3/30![Frontier logo]()
$116
This Trip.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Tue 4/2111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 4/1![Frontier logo]()
$120
This Trip.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
MDW
- LGA
1 stop10h 52m
Frontier
Sat 5/28:25 pm
LGA
- MDW
1 stop12h 16m
Frontier
Deal found 3/27![Frontier logo]()
$157
This Trip.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Sat 4/2511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/27![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- LGA
1 stop7h 59m
Frontier
Wed 4/226:20 am
LGA
- MDW
1 stop14h 11m
Frontier
Deal found 4/1![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Fri 4/2410:00 pm
LGA
- MDW
1 stop21h 37m
Frontier
Deal found 3/31![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Sat 4/256:00 am
LGA
- MDW
1 stop13h 37m
Frontier
Deal found 4/1![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/277:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Thu 4/3010:29 pm
EWR
- MDW
1 stop24h 57m
Frontier
Deal found 3/31![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Tue 4/286:10 am
MDW
- LGA
1 stop10h 35m
Frontier
Sat 5/28:25 pm
LGA
- MDW
1 stop12h 16m
Frontier
Deal found 3/31![Frontier logo]()
$140
One-way flights from Midway to PennsylvaniaSearch for one-way flight options from Midway to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
Search for one-way flight options from Midway to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/30![Frontier logo]()
$62
This Super.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/31![Frontier logo]()
$63
This eDestinos deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/27![Frontier logo]()
$64
This Super.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/222:15 pm
MDW
- LGA
1 stop7h 59m
Frontier
Deal found 3/31![Frontier logo]()
$69
This Super.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/282:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Deal found 3/30![Frontier logo]()
$69
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/207:50 am
MDW
- PIT
Nonstop1h 25m
Southwest
Deal found 3/31![Southwest logo]()
$69
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Wed 4/292:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Deal found 3/31![Frontier logo]()
$70
This Expedia deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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.
Wed 4/222:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Deal found 3/30![Frontier logo]()
$70
This Booking.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:15 pm
MDW
- LGA
1 stop7h 59m
Frontier
Deal found 3/29![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- LGA
1 stop7h 59m
Frontier
Deal found 3/31![Frontier logo]()
$72
This Trip.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Thu 4/302:15 pm
MDW
- LGA
1 stop5h 44m
Frontier
Deal found 3/31![Frontier logo]()
$73
This Trip.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Deal found 3/31![Frontier logo]()
$73
Find flight deals from Midway to Pennsylvania
Keep the following information in mind while searching for Midway to Pennsylvania flight deals. Data was last updated April 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $108 (Trip.com) |
One-way from | $62 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $282 |
Good round-trip deal | $262 or less |
Good one-way deal | $155 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Pennsylvania that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 5/5
9:30 am-12:35 pm
Nonstop2h 05m
New York LaGuardia
Wed 5/6
6:00 am-7:25 am
Nonstop2h 25m
$177
Quickest round-trip
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Thu 4/30
5:15 am-8:15 am
Nonstop2h 00m
New York LaGuardia
Thu 5/7
6:00 am-7:25 am
Nonstop2h 25m
$177
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Thu 4/23
12:50 pm-3:15 pm
Nonstop1h 25m
Pittsburgh
Mon 4/27
8:10 pm-11:30 pm
1 stop4h 20m
$187
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Sat 4/18
9:15 am-9:05 pm
2 stops10h 50m
Pittsburgh
Mon 4/20
8:00 pm-8:30 pm
Nonstop1h 30m
$192
ChicagoPittsburgh
MDW - PIT
MDWPIT
Chicago Midway
Mon 5/11
3:50 pm-11:10 pm
2 stops6h 20m
Pittsburgh
Thu 5/14
8:00 pm-8:30 pm
Nonstop1h 30m
$192
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Fri 4/24
5:21 pm-11:43 pm
1 stop5h 22m
Newark
Mon 4/27
9:39 am-12:43 pm
1 stop4h 04m
$197
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Sat 4/18
5:21 pm-11:43 pm
1 stop5h 22m
Newark
Sun 4/19
6:00 am-8:47 am
1 stop3h 47m
$197
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Fri 4/24
6:38 pm-11:03 pm
1 stop3h 25m
Newark
Sun 4/26
6:00 am-8:47 am
1 stop3h 47m
$197
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 4/29
7:45 am-2:50 pm
1 stop6h 05m
New York LaGuardia
Wed 5/6
8:55 pm-10:30 pm
Nonstop2h 35m
$197
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 4/25
6:00 am-4:15 pm
1 stop9h 15m
New York LaGuardia
Tue 4/28
6:00 am-7:25 am
Nonstop2h 25m
$197
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to Pennsylvania
Have a flexible travel schedule? Discover the best time to fly to Pennsylvania from Midway with our price prediction graph.
MDW-EWR
MDW-LGA
MDW-PIT
MDW-IAD
MDW-DCA
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 Midway Airport to Pennsylvania
MDW-USPA
MDW-EWR
MDW-LGA
MDW-PIT
MDW-IAD
What is the cheapest month to book a flight from Chicago Midway Airport to Pennsylvania?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $67). Flying from Chicago Midway Airport to Pennsylvania in February is currently the most expensive (average of $321). 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 MDW to PA?
Find hourly flight availability from Midway 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 April 2, 2026.
It’s typically best to fly out from Chicago Midway Airport to Pennsylvania in the afternoon. Doing so could potentially save you 22% on the flight price compared to flying in the evening, which is usually more expensive.
What is the cheapest day to fly from Chicago Midway Airport to Pennsylvania?
Use this chart to determine the cheapest time to fly round-trip from Midway to Pennsylvania. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Pennsylvania flight should consider departing on Thursday afternoons 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.
How much does it cost to fly round-trip from Chicago Midway Airport to Pennsylvania?
Reviews of airlines servicing Pennsylvania
Get insights into the airlines that provide service to Pennsylvania. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pennsylvania. Reviews last updated April 2, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Pennsylvania, such as Southwest and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Midway 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 Midway 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 Midway to Pennsylvania by cabin class
Find flights from Midway to Pennsylvania, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Pennsylvania flights
Browse other Midway and Pennsylvania flight options. Last updated on April 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Pennsylvania flights
Consider these flights traveling from Midway to Pennsylvania.
Top 2 airlines flying from Midway to Pennsylvania
Discover the top 2 airlines that operate flights from Midway to Pennsylvania. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$161 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$116 | Average$377 | FlexibilityNo cancel fee | On-time63% |