$57+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Apr 2 — Apr 91
1 adult, Economy
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Find cheap flights from Midway to Pennsylvania with Cheapflights
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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 March 3, 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 March 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 5/57:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Tue 5/510:29 pm
EWR
- MDW
1 stop22h 02m
Frontier
Deal found 3/1![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 4/152:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Wed 4/2211:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Tue 4/2811:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Thu 3/1911:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/27![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 3/1. 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.
Mon 5/117:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 5/1811:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Wed 4/2911:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- EWR
1 stop9h 20m
Frontier
Wed 4/1511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/28![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 3/319:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Wed 4/85:59 am
EWR
- MDW
1 stop17h 20m
Frontier
Deal found 3/1![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 3/319:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Tue 4/75:39 pm
EWR
- MDW
1 stop5h 40m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$104
This Super.com deal was found by Cheapflights users on 3/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/311:30 pm
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 3/1![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 3/1. 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.
Mon 5/187:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Tue 5/1911:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$106
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 March 3, 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 March 3, 2026.
This Southwest deal was found by Cheapflights users on 2/28. 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 4/257:50 am
MDW
- LGA
Nonstop2h 05m
Southwest
Mon 4/276:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/28![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 2/28. 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.
Fri 5/11:24 pm
MDW
- EWR
1 stop5h 07m
Delta
Sat 5/29:39 am
EWR
- MDW
1 stop4h 04m
Delta
Deal found 2/28![Delta logo]()
$177
This Mytrip deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:41 pm
MDW
- JFK
1 stop9h 32m
Frontier
Sun 3/2211:02 am
JFK
- MDW
1 stop27h 39m
Frontier
Deal found 2/25![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:20 pm
MDW
- LGA
Nonstop2h 00m
Southwest
Wed 3/259:00 am
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/27![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
MDW
- EWR
1 stop5h 22m
Delta
Sat 4/2512:00 pm
EWR
- MDW
1 stop5h 29m
Delta
Deal found 3/1![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:05 am
MDW
- AVP
2 stops26h 38m
Multiple Airlines
Mon 3/2310:23 am
AVP
- MDW
1 stop30h 10m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 3/1. 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.
Fri 5/87:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Mon 5/116:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 3/1![Southwest logo]()
$176
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
MDW
- IAD
1 stop4h 53m
Delta
Mon 4/275:27 pm
IAD
- MDW
1 stop6h 01m
Delta
Deal found 2/26![Delta logo]()
$181
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:00 am
MDW
- LGA
1 stop4h 20m
Southwest
Wed 4/228:55 pm
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/26![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:27 am
MDW
- PHL
1 stop6h 10m
Delta
Thu 4/236:00 am
PHL
- MDW
1 stop3h 47m
Delta
Deal found 2/25![Delta logo]()
$195
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:21 pm
MDW
- PHL
1 stop6h 38m
Delta
Wed 4/295:19 pm
PHL
- MDW
1 stop6h 09m
Delta
Deal found 2/25![Delta logo]()
$195
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:20 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Wed 4/89:35 pm
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 2/25![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2410:45 am
MDW
- EWR
1 stop4h 45m
Delta
Fri 4/174:29 pm
EWR
- MDW
1 stop6h 59m
Delta
Deal found 2/25![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:25 pm
MDW
- PHL
Nonstop2h 00m
Southwest
Wed 5/65:45 pm
PHL
- MDW
Nonstop2h 10m
Southwest
Deal found 2/25![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:36 pm
MDW
- EWR
1 stop3h 42m
Delta
Sat 6/61:05 pm
EWR
- MDW
1 stop6h 28m
Delta
Deal found 2/27![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 2/27![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/1. 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.
Tue 4/2110:15 am
MDW
- PHL
1 stop5h 35m
Southwest
Wed 4/222:00 pm
PHL
- MDW
Nonstop2h 10m
Southwest
Deal found 3/1![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:35 am
MDW
- DCA
1 stop6h 30m
Southwest
Tue 4/77:00 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Deal found 3/2![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/171:00 pm
MDW
- EWR
1 stop5h 27m
Delta
Sat 6/206:00 am
EWR
- MDW
1 stop3h 42m
Delta
Deal found 2/25![Delta logo]()
$220
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Wed 4/157:25 am
DCA
- MDW
1 stop7h 40m
Southwest
Deal found 2/25![Southwest logo]()
$220
This Southwest deal was found by Cheapflights users on 2/28. 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 3/286:50 pm
MDW
- PIT
Nonstop1h 20m
Southwest
Sat 4/46:00 pm
PIT
- MDW
1 stop6h 05m
Southwest
Deal found 2/28![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 2/28. 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 4/215:21 pm
MDW
- EWR
1 stop5h 38m
Delta
Fri 4/246:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 2/28![Delta logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:10 am
MDW
- AVP
1 stop23h 33m
Multiple Airlines
Mon 3/1610:23 am
AVP
- MDW
1 stop11h 30m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
MDW
- EWR
1 stop5h 22m
Delta
Mon 4/279:39 am
EWR
- MDW
1 stop4h 04m
Delta
Deal found 3/1![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 3/1. 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.
Thu 4/28:20 pm
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 4/73:05 pm
LGA
- MDW
1 stop7h 45m
Southwest
Deal found 3/1![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:41 am
MDW
- EWR
1 stop5h 57m
Delta
Mon 4/209:39 am
EWR
- MDW
1 stop4h 04m
Delta
Deal found 2/25![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 2/28. 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.
Wed 4/1511:30 am
MDW
- DCA
Nonstop1h 50m
Southwest
Wed 4/2211:45 am
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 2/28![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:34 pm
MDW
- MDT
1 stop3h 15m
Delta
Tue 4/146:19 pm
MDT
- MDW
1 stop5h 09m
Delta
Deal found 2/27![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/112:15 pm
MDW
- LGA
1 stop4h 35m
Southwest
Sat 4/257:35 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/27![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 3/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:34 pm
MDW
- MDT
1 stop3h 16m
Delta
Sat 4/116:10 am
MDT
- MDW
1 stop3h 43m
Delta
Deal found 3/2![Delta logo]()
$229
Last-minute flights from Midway to PennsylvaniaDiscover last-minute flight deals from Midway to Pennsylvania. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pennsylvania. Data last updated March 3, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/177:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/1711:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/27![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 3/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Tue 3/311:30 pm
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 3/1![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 3/319:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Wed 4/85:59 am
EWR
- MDW
1 stop17h 20m
Frontier
Deal found 3/1![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/2. 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.
Tue 3/319:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Tue 4/75:39 pm
EWR
- MDW
1 stop5h 40m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- EWR
1 stop9h 20m
Frontier
Wed 4/1511:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/28![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Tue 4/2811:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$102
This Flightnetwork deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Tue 4/2111:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 4/152:15 pm
MDW
- EWR
1 stop6h 14m
Frontier
Wed 4/2211:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$96
This Trip.com deal was found by Cheapflights users on 2/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2711:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/28![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Sun 4/267:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Wed 4/2911:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 3/1![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:15 pm
MDW
- EWR
1 stop10h 01m
Frontier
Sat 5/211:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/27![Frontier logo]()
$108
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 March 3, 2026.
Search for one-way flight options from Midway to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This Trip.com deal was found by Cheapflights users on 2/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/28![Frontier logo]()
$57
This Trip.com deal was found by Cheapflights users on 3/1. 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.
Tue 5/52:20 pm
MDW
- LGA
1 stop7h 55m
Frontier
Deal found 3/1![Frontier logo]()
$58
This Frontier deal was found by Cheapflights users on 3/1. 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.
Sat 5/27:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/1![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
MDW
- LGA
1 stop10h 30m
Frontier
Deal found 2/27![Frontier logo]()
$60
This Trip.com deal was found by Cheapflights users on 3/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:20 pm
MDW
- EWR
1 stop9h 56m
Frontier
Deal found 3/2![Frontier logo]()
$60
This Trip.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
MDW
- LGA
1 stop10h 45m
Frontier
Deal found 2/27![Frontier logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/26![Frontier logo]()
$61
This Expedia deal was found by Cheapflights users on 3/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 3/2![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/27![Frontier logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 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
Deal found 2/28![Frontier logo]()
$64
This Flightnetwork deal was found by Cheapflights users on 3/2. 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 Flightnetwork 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
Deal found 3/2![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
MDW
- JFK
1 stop28h 40m
Frontier
Deal found 2/28![Frontier logo]()
$64
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 March 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $95 (Kiwi.com) |
One-way from | $57 (Trip.com) |
Popular in | February |
Cheapest in | October |
Average price | $356 |
Good round-trip deal | $239 or less |
Good one-way deal | $160 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 March 3, 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
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 4/25
7:50 am-10:55 am
Nonstop2h 05m
New York LaGuardia
Mon 4/27
6:00 am-7:25 am
Nonstop2h 25m
$157
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 3/23
8:20 pm-11:20 pm
Nonstop2h 00m
New York LaGuardia
Wed 3/25
9:00 am-10:35 am
Nonstop2h 35m
$172
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 5/8
7:50 pm-10:55 pm
Nonstop2h 05m
New York LaGuardia
Mon 5/11
6:00 am-7:25 am
Nonstop2h 25m
$176
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Fri 5/1
1:24 pm-7:31 pm
1 stop5h 07m
Newark
Sat 5/2
9:39 am-12:43 pm
1 stop4h 04m
$177
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Tue 4/21
6:00 am-12:22 pm
1 stop5h 22m
Newark
Sat 4/25
12:00 pm-4:29 pm
1 stop5h 29m
$177
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Sat 4/25
6:00 am-11:53 am
1 stop4h 53m
Washington, D.C. Dulles Intl
Mon 4/27
5:27 pm-10:28 pm
1 stop6h 01m
$181
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 4/20
9:00 am-2:20 pm
1 stop4h 20m
New York LaGuardia
Wed 4/22
8:55 pm-10:30 pm
Nonstop2h 35m
$192
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Mon 4/20
9:27 am-4:37 pm
1 stop6h 10m
Philadelphia
Thu 4/23
6:00 am-8:47 am
1 stop3h 47m
$195
ChicagoPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Mon 4/27
5:21 pm-12:59 am
1 stop6h 38m
Philadelphia
Wed 4/29
5:19 pm-10:28 pm
1 stop6h 09m
$195
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Tue 3/24
10:45 am-4:30 pm
1 stop4h 45m
Newark
Fri 4/17
4:29 pm-10:28 pm
1 stop6h 59m
$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-LGA
MDW-EWR
MDW-JFK
MDW-AVP
MDW-IAD
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-LGA
MDW-EWR
MDW-JFK
MDW-AVP
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 $270). 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 March 3, 2026.
It’s typically best to fly out from Chicago Midway Airport to Pennsylvania in the afternoon. Doing so could potentially save you 21% 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 February 21, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Pennsylvania flight should consider departing on Tuesday at noon 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.
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 March 3, 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.
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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
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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 March 3, 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 March 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$97 | Average$339 | FlexibilityNo cancel fee | On-time63% |