$62+ Cheap flights from Pennsylvania to Midway (MDW)
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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — MDW
Mar 10 — Mar 171
1 adult, Economy
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Find cheap flights from Pennsylvania to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Pennsylvania to MidwayExplore the most affordable flight options available from Pennsylvania to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
Explore the most affordable flight options available from Pennsylvania to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
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.
Sun 4/2611:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Tue 4/287:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/7![Frontier logo]()
$89
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.
Thu 4/1611:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Tue 4/217:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/7![Frontier logo]()
$90
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:15 am
EWR
- MDW
1 stop14h 52m
Multiple Airlines
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$91
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.
Sat 3/76:00 am
EWR
- MDW
1 stop17h 24m
Frontier
Tue 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/6![Frontier logo]()
$95
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.
Sun 5/311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Mon 5/47:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/7![Frontier logo]()
$96
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.
Sun 5/311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Tue 5/57:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/6![Frontier logo]()
$97
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 3/1011:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/176:00 am
MDW
- EWR
1 stop14h 30m
Frontier
Deal found 2/8![Frontier logo]()
$98
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 3/55:55 am
EWR
- MDW
1 stop11h 21m
Frontier
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/8![Frontier logo]()
$99
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:39 pm
EWR
- MDW
1 stop5h 40m
Multiple Airlines
Tue 3/177:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$100
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.
Sun 4/1911:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Tue 4/217:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/7![Frontier logo]()
$101
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.
Thu 4/2311:30 am
EWR
- MDW
Nonstop2h 30m
Frontier
Sat 4/257:30 am
MDW
- EWR
Nonstop2h 08m
Frontier
Deal found 2/8![Frontier logo]()
$102
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/247:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/6![Frontier logo]()
$103
Best flights from Pennsylvania to MidwayDiscover carefully curated flight deals from Pennsylvania to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
Discover carefully curated flight deals from Pennsylvania to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
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.
Thu 4/306:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 5/35:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/7![Southwest logo]()
$137
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.
Thu 2/2612:28 pm
PHL
- MDW
1 stop11h 01m
Frontier
Sat 2/286:25 am
MDW
- PHL
1 stop10h 46m
Frontier
Deal found 2/7![Frontier logo]()
$144
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.
Fri 2/279:47 am
EWR
- MDW
1 stop3h 59m
Delta
Mon 3/29:34 am
MDW
- EWR
1 stop5h 28m
Delta
Deal found 2/6![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.
Tue 4/146:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Tue 4/215:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 2/6![Southwest logo]()
$137
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.
Mon 4/67:30 pm
LGA
- MDW
Nonstop2h 35m
Southwest
Fri 4/175:25 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/7![Southwest logo]()
$137
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.
Tue 3/1010:00 am
JFK
- MDW
1 stop11h 54m
Frontier
Tue 3/314:33 pm
MDW
- JFK
1 stop16h 27m
Frontier
Deal found 2/7![Frontier logo]()
$160
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.
Thu 4/236:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 4/265:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/6![Southwest logo]()
$137
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:19 pm
AVP
- MDW
2 stops16h 41m
Multiple Airlines
Thu 5/149:14 am
MDW
- AVP
1 stop10h 25m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$338
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 4/2511:30 am
JFK
- MDW
1 stop11h 49m
Frontier
Mon 4/272:20 pm
MDW
- JFK
1 stop9h 39m
Frontier
Deal found 2/7![Frontier logo]()
$160
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.
Thu 3/199:43 am
EWR
- MDW
1 stop3h 46m
Delta
Mon 3/231:10 pm
MDW
- EWR
1 stop5h 01m
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.
Wed 4/156:00 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sat 4/185:30 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/7![Southwest logo]()
$143
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 4/2211:30 am
JFK
- MDW
1 stop9h 01m
Frontier
Sun 4/262:20 pm
MDW
- JFK
1 stop9h 39m
Frontier
Deal found 2/7![Frontier logo]()
$160
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 3/36:00 am
EWR
- MDW
1 stop6h 59m
Delta
Tue 3/109:35 am
MDW
- EWR
1 stop5h 36m
Delta
Deal found 2/5![Delta logo]()
$177
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/239:51 am
IAD
- MDW
1 stop10h 40m
Frontier
Sun 4/269:14 am
MDW
- IAD
1 stop21h 13m
Frontier
Deal found 2/7![Frontier logo]()
$160
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.
Sat 5/236:00 am
EWR
- MDW
1 stop3h 43m
Delta
Sat 5/236:36 pm
MDW
- EWR
1 stop3h 42m
Delta
Deal found 2/7![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:05 am
LGA
- MDW
Nonstop2h 40m
Southwest
Sun 3/16:00 am
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 2/5![Southwest logo]()
$147
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.
Thu 4/163:41 pm
PHL
- MDW
1 stop7h 40m
Frontier
Sun 4/192:20 pm
MDW
- PHL
1 stop9h 34m
Frontier
Deal found 2/7![Frontier logo]()
$160
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 3/109:43 am
EWR
- MDW
1 stop3h 46m
Delta
Tue 3/106:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Deal found 2/7![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
LGA
- MDW
Nonstop2h 40m
Southwest
Tue 3/108:20 pm
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/5![Southwest logo]()
$147
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 3/315:29 am
EWR
- MDW
1 stop5h 27m
Delta
Wed 4/16:34 pm
MDW
- EWR
1 stop3h 28m
Delta
Deal found 2/5![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:05 am
LGA
- MDW
Nonstop2h 40m
Southwest
Sun 3/18:20 am
MDW
- LGA
Nonstop2h 10m
Southwest
Deal found 2/5![Southwest logo]()
$147
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.
Tue 3/103:58 pm
EWR
- MDW
1 stop7h 33m
Delta
Tue 3/176:00 am
MDW
- EWR
1 stop7h 51m
Delta
Deal found 2/8![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 3/109:00 am
LGA
- MDW
Nonstop2h 35m
Southwest
Tue 3/175:10 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/7![Southwest logo]()
$147
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 5/19:51 am
IAD
- MDW
1 stop10h 40m
Frontier
Sun 5/32:20 pm
MDW
- IAD
1 stop9h 16m
Frontier
Deal found 2/6![Frontier logo]()
$181
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
EWR
- MDW
1 stop3h 47m
Delta
Sat 4/185:21 pm
MDW
- EWR
1 stop5h 22m
Delta
Deal found 2/4![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.
Thu 5/77:25 am
LGA
- MDW
Nonstop2h 25m
Southwest
Fri 5/87:50 pm
MDW
- LGA
Nonstop2h 05m
Southwest
Deal found 2/7![Southwest logo]()
$157
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 2/286:00 am
EWR
- MDW
1 stop6h 03m
Delta
Mon 3/29:34 am
MDW
- EWR
1 stop5h 28m
Delta
Deal found 2/6![Delta logo]()
$177
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.
Thu 3/56:00 am
JFK
- MDW
1 stop11h 16m
Frontier
Mon 3/92:41 pm
MDW
- JFK
1 stop9h 32m
Frontier
Deal found 2/7![Frontier logo]()
$198
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 5/207:25 am
LGA
- MDW
Nonstop2h 25m
Southwest
Sun 5/245:20 am
MDW
- LGA
Nonstop2h 00m
Southwest
Deal found 2/6![Southwest logo]()
$157
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.
Wed 3/1811:48 am
EWR
- MDW
1 stop6h 34m
Delta
Mon 3/231:10 pm
MDW
- EWR
1 stop5h 01m
Delta
Deal found 2/5![Delta logo]()
$177
Last-minute flights from Pennsylvania to MidwayDiscover last-minute flight deals from Pennsylvania to Midway. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Midway. Data last updated February 8, 2026 and is based on user searches.
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:15 am
EWR
- MDW
1 stop14h 52m
Multiple Airlines
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$91
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 3/55:55 am
EWR
- MDW
1 stop11h 21m
Frontier
Sun 3/87:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/8![Frontier logo]()
$99
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.
Sat 3/76:00 am
EWR
- MDW
1 stop17h 24m
Frontier
Tue 3/107:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/6![Frontier logo]()
$95
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.
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Thu 3/122:41 pm
MDW
- EWR
1 stop7h 48m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$96
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Multiple Airlines
Mon 3/92:41 pm
MDW
- EWR
1 stop7h 48m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$97
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.
Sun 3/811:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/1011:19 am
MDW
- EWR
1 stop22h 15m
Frontier
Deal found 2/7![Frontier logo]()
$108
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 3/1011:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/176:00 am
MDW
- EWR
1 stop14h 30m
Frontier
Deal found 2/8![Frontier logo]()
$98
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:39 pm
EWR
- MDW
1 stop5h 40m
Multiple Airlines
Tue 3/177:30 am
MDW
- EWR
Nonstop2h 00m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$100
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/247:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/6![Frontier logo]()
$103
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1911:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/247:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/7![Frontier logo]()
$90
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Sun 3/299:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/8![Frontier logo]()
$104
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2611:30 am
EWR
- MDW
Nonstop2h 32m
Frontier
Tue 3/319:30 am
MDW
- EWR
Nonstop2h 00m
Frontier
Deal found 2/5![Frontier logo]()
$111
One-way flights from Pennsylvania to MidwaySearch for one-way flight options from Pennsylvania to Midway. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
Search for one-way flight options from Pennsylvania to Midway. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
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 4/256:30 am
LGA
- MDW
1 stop10h 43m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$62
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 3/35:15 am
EWR
- MDW
1 stop14h 52m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$63
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:00 pm
JFK
- MDW
1 stop7h 07m
Frontier
Deal found 2/6![Frontier logo]()
$63
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:00 pm
JFK
- MDW
1 stop7h 07m
Frontier
Deal found 2/5![Frontier logo]()
$64
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.
Sat 3/1410:43 pm
EWR
- MDW
1 stop24h 36m
Frontier
Deal found 2/6![Frontier logo]()
$65
This Booking.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:00 pm
JFK
- MDW
1 stop7h 07m
Frontier
Deal found 2/4![Frontier logo]()
$65
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.
Tue 3/1010:30 pm
EWR
- MDW
1 stop24h 49m
Frontier
Deal found 2/6![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:44 pm
LGA
- MDW
1 stop20h 32m
Frontier
Deal found 2/4![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.
Sat 3/710:43 pm
EWR
- MDW
1 stop23h 36m
Frontier
Deal found 2/8![Frontier logo]()
$67
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.
Wed 3/1110:00 am
JFK
- MDW
1 stop13h 19m
Frontier
Deal found 2/6![Frontier logo]()
$67
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 3/66:00 am
LGA
- MDW
1 stop17h 19m
Frontier
Deal found 2/8![Frontier logo]()
$67
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 3/610:30 pm
EWR
- MDW
1 stop24h 54m
Frontier
Deal found 2/8![Frontier logo]()
$68
Find flight deals from Pennsylvania to Midway
Keep the following information in mind while searching for Pennsylvania to Midway flight deals. Data was last updated February 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $89 (Kiwi.com) |
One-way from | $62 (Kiwi.com) |
Popular in | February |
Cheapest in | September |
Average price | $323 |
Good round-trip deal | $334 or less |
Good one-way deal | $183 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania to Midway 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 8, 2026.
Use the filters below to find and compare flights from Pennsylvania to Chicago Midway Airport that are best for you.
Fly from
Pennsylvania
Fly to
Midway
Route
Depart
Return
Price
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/30
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sun 5/3
5:20 am-8:20 am
Nonstop2h 00m
$137
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 4/14
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Tue 4/21
5:50 pm-8:55 pm
Nonstop2h 05m
$137
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Mon 4/6
7:30 pm-9:05 pm
Nonstop2h 35m
Chicago Midway
Fri 4/17
5:25 am-8:25 am
Nonstop2h 00m
$137
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 4/23
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sun 4/26
5:20 am-8:20 am
Nonstop2h 00m
$137
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 4/15
6:00 am-7:25 am
Nonstop2h 25m
Chicago Midway
Sat 4/18
5:30 am-8:30 am
Nonstop2h 00m
$143
PhiladelphiaChicago
PHL - MDW
PHLMDW
Philadelphia
Thu 2/26
12:28 pm-10:29 pm
1 stop11h 01m
Chicago Midway
Sat 2/28
6:25 am-6:11 pm
1 stop10h 46m
$144
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Thu 2/26
9:05 am-10:45 am
Nonstop2h 40m
Chicago Midway
Sun 3/1
6:00 am-9:05 am
Nonstop2h 05m
$147
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Wed 3/4
6:00 am-7:40 am
Nonstop2h 40m
Chicago Midway
Tue 3/10
8:20 pm-11:20 pm
Nonstop2h 00m
$147
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Fri 2/27
9:05 am-10:45 am
Nonstop2h 40m
Chicago Midway
Sun 3/1
8:20 am-11:30 am
Nonstop2h 10m
$147
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 3/10
9:00 am-10:35 am
Nonstop2h 35m
Chicago Midway
Tue 3/17
5:10 am-8:10 am
Nonstop2h 00m
$147
Showing 1-10 of 60 results
Best time to book a flight from Pennsylvania to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Pennsylvania with our price prediction graph.
EWR-MDW
LGA-MDW
IAD-MDW
JFK-MDW
MDT-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pennsylvania to Chicago Midway Airport
USPA-MDW
EWR-MDW
LGA-MDW
IAD-MDW
JFK-MDW
What is the cheapest month to book a flight from Pennsylvania to Chicago Midway Airport?
Currently, November is the cheapest month in which you can book a flight from Pennsylvania to Chicago Midway Airport (average of $76). Flying from Pennsylvania to Chicago Midway Airport in March is currently the most expensive (average of $197). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PA to MDW?
Find hourly flight availability from Pennsylvania to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 8, 2026.
It’s optimal to fly from Pennsylvania to Chicago Midway Airport in the evening. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the morning.
What is the cheapest day to fly from Pennsylvania to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Pennsylvania to Midway. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Pennsylvania to Chicago Midway Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Pennsylvania to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pennsylvania to Midway by cabin class
Find flights from Pennsylvania to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 8, 2026.
Pennsylvania and Midway flights
Browse other Pennsylvania and Midway flight options. Last updated on February 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pennsylvania to Midway flights
Consider these flights traveling from Pennsylvania to Midway.
Top 4 airlines flying from Pennsylvania to Midway
Discover the top 4 airlines that operate flights from Pennsylvania to Midway. 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$176 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$97 | Average$316 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$188 | Average$480 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$228 | Average$513 | FlexibilityNo cancel fee | On-timeN/A |