$56+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Mar 11 — Mar 181
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 February 9, 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 February 9, 2026.
This Priceline deal was found by Cheapflights users on 2/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/9![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Wed 4/227:30 am
MDW
- EWR
Nonstop2h 08m
Multiple Airlines
Sat 4/255:10 am
EWR
- MDW
1 stop12h 03m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$103
This Frontier deal was found by Cheapflights users on 2/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 5/1811:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/8![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
- EWR
1 stop5h 49m
Frontier
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/6![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 4/2011:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/6![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 3/92:41 pm
MDW
- EWR
1 stop7h 48m
Multiple Airlines
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$111
This Frontier deal was found by Cheapflights users on 2/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Mon 5/1811:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/8![Frontier logo]()
$112
This Priceline deal was found by Cheapflights users on 2/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Sun 4/1911:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Deal found 2/7![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:19 pm
MDW
- EWR
1 stop9h 49m
Frontier
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/9![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Tue 3/37:30 am
MDW
- EWR
2 stops12h 39m
Multiple Airlines
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Thu 3/127:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Wed 3/255:39 pm
EWR
- MDW
1 stop5h 40m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$116
This Southwest deal was found by Cheapflights users on 2/8. 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.
Sat 4/115:30 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 4/126:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/8![Southwest logo]()
$126
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 February 9, 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 February 9, 2026.
This Southwest deal was found by Cheapflights users on 2/8. 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.
Sat 4/185:30 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sun 4/196:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/8![Southwest logo]()
$137
This Orbitz deal was found by Cheapflights users on 2/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:14 am
MDW
- IAD
1 stop21h 13m
Frontier
Sun 5/178:09 am
IAD
- MDW
1 stop24h 55m
Frontier
Deal found 2/8![Frontier logo]()
$160
This Delta deal was found by Cheapflights users on 2/9. 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.
Sat 3/146:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Thu 3/1912:59 pm
EWR
- MDW
1 stop5h 55m
Delta
Deal found 2/9![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:25 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 4/136:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/6![Southwest logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
- MDT
2 stops16h 39m
Multiple Airlines
Sun 3/810:16 pm
MDT
- MDW
1 stop15h 52m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 2/7. 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.
Tue 4/145:25 am
MDW
- LGA
Nonstop2h 00m
Southwest
Wed 4/156:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/7![Southwest logo]()
$137
This Frontier deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- JFK
1 stop9h 24m
Frontier
Wed 4/1511:30 am
JFK
- MDW
1 stop9h 01m
Frontier
Deal found 2/7![Frontier logo]()
$161
This Delta deal was found by Cheapflights users on 2/8. 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.
Sat 3/146:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Sat 3/2112:59 pm
EWR
- MDW
1 stop5h 55m
Delta
Deal found 2/8![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/8. 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.
Sun 3/15:55 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Thu 3/57:15 am
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/8![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Tue 3/179:43 am
EWR
- MDW
1 stop3h 46m
Delta
Deal found 2/6![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/7. 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.
Tue 3/245:10 am
MDW
- LGA
Nonstop2h 00m
Southwest
Tue 3/318:55 am
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/7![Southwest logo]()
$147
This Orbitz deal was found by Cheapflights users on 2/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:20 pm
MDW
- IAD
1 stop9h 16m
Frontier
Sun 5/39:51 am
IAD
- MDW
1 stop10h 40m
Frontier
Deal found 2/8![Frontier logo]()
$181
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2811:45 am
MDW
- EWR
1 stop6h 15m
Delta
Mon 3/21:00 pm
EWR
- MDW
1 stop5h 37m
Delta
Deal found 2/6![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/8. 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 3/258:00 am
MDW
- LGA
Nonstop2h 10m
Southwest
Wed 4/16:50 am
LGA
- MDW
Nonstop2h 30m
Southwest
Deal found 2/8![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 2/9. 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.
Tue 3/176:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Sat 3/219:43 am
EWR
- MDW
1 stop3h 46m
Delta
Deal found 2/9![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/8. 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.
Sat 4/115:30 am
MDW
- LGA
Nonstop2h 00m
Southwest
Sat 4/116:05 pm
LGA
- MDW
Nonstop2h 25m
Southwest
Deal found 2/8![Southwest logo]()
$148
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:30 am
MDW
- PHL
1 stop9h 41m
Frontier
Mon 3/92:41 pm
PHL
- MDW
1 stop9h 39m
Frontier
Deal found 2/9![Frontier logo]()
$198
This Delta deal was found by Cheapflights users on 2/8. 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.
Fri 4/175:21 pm
MDW
- EWR
1 stop5h 22m
Delta
Sat 4/186:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 2/8![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 2/7. 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 4/145:21 pm
MDW
- EWR
1 stop5h 38m
Delta
Sat 4/186:00 am
EWR
- MDW
1 stop3h 47m
Delta
Deal found 2/7![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Mon 3/99:00 am
LGA
- MDW
Nonstop2h 35m
Southwest
Deal found 2/9![Southwest logo]()
$162
This Delta deal was found by Cheapflights users on 2/9. 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 3/169:35 am
MDW
- EWR
1 stop5h 36m
Delta
Thu 3/199:43 am
EWR
- MDW
1 stop3h 46m
Delta
Deal found 2/9![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:05 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Mon 3/29:00 am
LGA
- MDW
Nonstop2h 40m
Southwest
Deal found 2/6![Southwest logo]()
$162
This CheapOair deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
MDW
- JFK
1 stop6h 29m
Frontier
Sun 3/14:29 pm
JFK
- MDW
1 stop28h 58m
Frontier
Deal found 2/6![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
MDW
- ABE
2 stops13h 10m
Multiple Airlines
Sun 5/37:56 pm
ABE
- MDW
1 stop13h 08m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:49 am
MDW
- EWR
1 stop5h 04m
Delta
Thu 3/59:47 am
EWR
- MDW
1 stop3h 59m
Delta
Deal found 2/5![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:05 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Sat 3/77:20 am
LGA
- MDW
Nonstop2h 40m
Southwest
Deal found 2/6![Southwest logo]()
$162
This Travelocity deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:30 pm
MDW
- MDT
1 stop19h 17m
Frontier
Sun 4/1210:06 pm
MDT
- MDW
1 stop23h 03m
Frontier
Deal found 2/6![Frontier logo]()
$250
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/189:35 am
MDW
- EWR
1 stop5h 36m
Delta
Sat 3/219:43 am
EWR
- MDW
1 stop3h 46m
Delta
Deal found 2/6![Delta logo]()
$177
This Expedia deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:19 am
MDW
- JFK
1 stop23h 57m
Frontier
Fri 3/131:00 pm
JFK
- MDW
1 stop11h 51m
Frontier
Deal found 2/6![Frontier logo]()
$259
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:43 am
MDW
- PHL
1 stop5h 40m
Delta
Sun 5/36:00 am
PHL
- MDW
1 stop3h 47m
Delta
Deal found 2/7![Delta logo]()
$197
Last-minute flights from Midway to PennsylvaniaDiscover last-minute flight deals from Midway to Pennsylvania. Data last updated February 9, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pennsylvania. Data last updated February 9, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:25 am
MDW
- LGA
1 stop8h 34m
Frontier
Wed 3/412:30 pm
LGA
- MDW
1 stop26h 56m
Frontier
Deal found 2/7![Frontier logo]()
$128
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:19 pm
MDW
- EWR
1 stop9h 49m
Frontier
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/9![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 3/37:30 am
MDW
- EWR
2 stops12h 39m
Multiple Airlines
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 3/57:30 am
MDW
- EWR
2 stops12h 39m
Multiple Airlines
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Thu 3/55:16 pm
MDW
- JFK
1 stop6h 47m
Frontier
Mon 3/96:00 am
JFK
- MDW
1 stop17h 19m
Frontier
Deal found 2/9![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:41 pm
MDW
- EWR
1 stop5h 49m
Frontier
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/6![Frontier logo]()
$107
This Expedia deal was found by Cheapflights users on 2/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Sun 3/1511:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/8![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 3/92:41 pm
MDW
- EWR
1 stop7h 48m
Multiple Airlines
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$111
This Expedia deal was found by Cheapflights users on 2/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:19 am
MDW
- EWR
1 stop22h 15m
Frontier
Tue 3/1711:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/8![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Thu 3/1211:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/7![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 2/8. 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.
Thu 3/127:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Sun 3/1511:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Deal found 2/8![Frontier logo]()
$116
This Gotogate deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate 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 2/6![Frontier logo]()
$120
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 February 9, 2026.
Search for one-way flight options from Midway to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:50 pm
MDW
- PIT
Nonstop1h 20m
Southwest
Deal found 2/9![Southwest logo]()
$56
This Southwest deal was found by Cheapflights users on 2/8. 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.
Sat 4/185:30 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/8![Southwest logo]()
$58
This Expedia deal was found by Cheapflights users on 2/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/7![Frontier logo]()
$59
This Expedia deal was found by Cheapflights users on 2/9. 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 Expedia 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
Deal found 2/9![Frontier logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/26:00 am
MDW
- EWR
1 stop25h 05m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$63
This Priceline deal was found by Cheapflights users on 2/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:30 am
MDW
- LGA
1 stop7h 29m
Frontier
Deal found 2/8![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Sat 2/286:25 am
MDW
- EWR
1 stop14h 11m
Frontier
Deal found 2/8![Frontier logo]()
$64
This Booking.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
MDW
- JFK
1 stop6h 29m
Frontier
Deal found 2/5![Frontier logo]()
$64
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:25 pm
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/9![Southwest logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Thu 3/122:41 pm
MDW
- JFK
1 stop9h 32m
Frontier
Deal found 2/9![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 2/257:00 am
MDW
- LGA
1 stop7h 59m
Frontier
Deal found 2/9![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Fri 3/62:41 pm
MDW
- EWR
1 stop30h 07m
Frontier
Deal found 2/8![Frontier logo]()
$66
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 February 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $102 (Priceline) |
One-way from | $56 (Southwest) |
Popular in | March |
Cheapest in | October |
Average price | $331 |
Good round-trip deal | $239 or less |
Good one-way deal | $115 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 February 9, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.
Fly from
Midway
Fly to
Pennsylvania
Route
Depart
Return
Price
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 4/18
5:30 am-8:30 am
Nonstop2h 00m
New York LaGuardia
Sun 4/19
6:00 am-7:25 am
Nonstop2h 25m
$137
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 4/8
5:25 am-8:25 am
Nonstop2h 00m
New York LaGuardia
Mon 4/13
6:00 am-7:25 am
Nonstop2h 25m
$137
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 4/14
5:25 am-8:25 am
Nonstop2h 00m
New York LaGuardia
Wed 4/15
6:00 am-7:25 am
Nonstop2h 25m
$137
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sun 3/1
5:55 pm-9:00 pm
Nonstop2h 05m
New York LaGuardia
Thu 3/5
7:15 am-8:50 am
Nonstop2h 35m
$147
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 3/24
5:10 am-8:10 am
Nonstop2h 00m
New York LaGuardia
Tue 3/31
8:55 am-10:30 am
Nonstop2h 35m
$147
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 3/25
8:00 am-11:10 am
Nonstop2h 10m
New York LaGuardia
Wed 4/1
6:50 am-8:20 am
Nonstop2h 30m
$147
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 4/11
5:30 am-8:30 am
Nonstop2h 00m
New York LaGuardia
Sat 4/11
6:05 pm-7:30 pm
Nonstop2h 25m
$148
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Fri 5/15
9:14 am-7:27 am
1 stop21h 13m
Washington, D.C. Dulles Intl
Sun 5/17
8:09 am-8:04 am
1 stop24h 55m
$160
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Wed 4/8
2:56 pm-1:20 am
1 stop9h 24m
New York John F Kennedy Intl
Wed 4/15
11:30 am-7:31 pm
1 stop9h 01m
$161
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Thu 3/5
5:20 am-8:20 am
Nonstop2h 00m
New York LaGuardia
Mon 3/9
9:00 am-10:35 am
Nonstop2h 35m
$162
Showing 1-10 of 60 results
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-PIT
MDW-JFK
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-PIT
MDW-JFK
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 $259). 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 February 9, 2026.
It’s typically best to fly out from Chicago Midway Airport to Pennsylvania in the afternoon. Doing so could potentially save you 14% 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 7, 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 February 9, 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.
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 9, 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 February 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$159 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$103 | Average$311 | FlexibilityNo cancel fee | On-time63% |