$69+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Cheapest flights from Midway to PennsylvaniaExplore the most affordable flight options available from Midway to Pennsylvania. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 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 August 30, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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 9/178:15 am -
Nonstop1h 30m
Thu 9/177:30 pm -
Nonstop1h 20m
Deal found 8/25![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 8/25. 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 9/178:15 am -
Nonstop1h 30m
Tue 9/227:20 pm -
1 stop4h 05m
Deal found 8/25![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:45 am -
Nonstop1h 20m
Mon 10/54:20 pm -
2 stops8h 35m
Deal found 8/27![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 8/25. 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 9/245:30 am -
1 stop10h 35m
Sat 9/264:40 pm -
Nonstop1h 25m
Deal found 8/25![Southwest logo]()
$153
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/177:01 pm -
1 stop3h 57m
Tue 9/2211:35 am -
1 stop7h 44m
Deal found 8/24![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 10/246:45 am -
2 stops8h 45m
Mon 10/264:20 pm -
2 stops8h 35m
Deal found 8/26![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 8/26. 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.
Thu 9/175:55 am -
1 stop5h 40m
Mon 9/211:50 pm -
2 stops9h 35m
Deal found 8/26![Southwest logo]()
$168
This Southwest deal was found by Cheapflights users on 8/25. 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 11/111:15 pm -
2 stops7h 20m
Sat 11/145:35 am -
2 stops12h 30m
Deal found 8/25![Southwest logo]()
$173
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:05 pm -
Nonstop1h 25m
Thu 10/18:55 pm -
1 stop4h 00m
Deal found 8/27![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
Nonstop1h 50m
Mon 10/56:00 pm -
Nonstop2h 00m
Deal found 8/27![Southwest logo]()
$177
This Trip.com deal was found by Cheapflights users on 8/28. 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.
Thu 10/16:25 am -
1 stop9h 53m
Tue 10/67:50 am -
1 stop10h 56m
Deal found 8/28![Frontier logo]()
$177
This Trip.com deal was found by Cheapflights users on 8/27. 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 10/16:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 8/27![Frontier logo]()
$178
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 August 30, 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 August 30, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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 9/178:15 am -
Nonstop1h 30m
Tue 9/227:20 pm -
1 stop4h 05m
Deal found 8/25![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 8/26. 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.
Thu 10/296:04 am -
1 stop4h 28m
Sat 10/3111:10 am -
1 stop5h 07m
Deal found 8/26![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 8/26. 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.
Thu 10/227:50 am -
1 stop4h 05m
Mon 10/264:20 pm -
2 stops8h 35m
Deal found 8/26![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 8/26. 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.
Thu 10/11:00 pm -
1 stop4h 15m
Mon 10/56:55 pm -
1 stop5h 15m
Deal found 8/26![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 8/27. 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.
Thu 9/246:05 am -
1 stop7h 06m
Sat 9/266:10 am -
1 stop3h 57m
Deal found 8/27![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 8/25. 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.
Fri 10/97:45 pm -
Nonstop1h 20m
Fri 10/164:20 pm -
2 stops8h 35m
Deal found 8/25![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 8/26. 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.
Fri 10/96:44 pm -
1 stop3h 32m
Mon 10/126:05 am -
1 stop4h 12m
Deal found 8/26![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 8/26. 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.
Wed 9/3012:35 pm -
1 stop4h 50m
Sat 10/36:15 am -
2 stops9h 35m
Deal found 8/26![Southwest logo]()
$208
This Delta deal was found by Cheapflights users on 8/27. 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 11/66:44 pm -
1 stop3h 32m
Mon 11/95:00 pm -
1 stop6h 54m
Deal found 8/27![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 8/25. 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.
Fri 10/95:00 pm -
Nonstop1h 50m
Fri 10/163:00 pm -
Nonstop2h 00m
Deal found 8/25![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 8/26. 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.
Thu 10/16:05 am -
1 stop5h 26m
Sun 10/46:00 am -
1 stop4h 07m
Deal found 8/26![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 8/25. 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 10/268:20 am -
Nonstop2h 05m
Fri 10/307:25 am -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/25. 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 11/26:44 pm -
1 stop3h 32m
Tue 11/36:00 am -
1 stop4h 17m
Deal found 8/25![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 8/25. 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 10/266:44 pm -
1 stop3h 32m
Fri 10/309:40 am -
1 stop4h 07m
Deal found 8/25![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/28. 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.
Tue 9/297:05 pm -
Nonstop2h 05m
Fri 10/29:00 pm -
Nonstop2h 20m
Deal found 8/28![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/28. 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 10/96:44 pm -
1 stop3h 32m
Wed 10/146:00 am -
1 stop5h 03m
Deal found 8/28![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:10 pm -
Nonstop2h 10m
Sun 9/276:00 am -
Nonstop2h 15m
Deal found 8/29![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:00 am -
1 stop7h 16m
Tue 12/16:00 am -
1 stop4h 37m
Deal found 8/29![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 8/26. 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.
Wed 12/165:00 am -
Nonstop2h 05m
Wed 12/166:35 pm -
Nonstop2h 40m
Deal found 8/26![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/28. 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.
Fri 9/185:15 pm -
Nonstop2h 05m
Sun 9/206:00 am -
Nonstop2h 15m
Deal found 8/28![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/25. 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 10/176:44 pm -
1 stop3h 24m
Tue 10/206:35 am -
1 stop6h 19m
Deal found 8/25![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:10 pm -
Nonstop2h 05m
Tue 12/18:30 am -
Nonstop2h 35m
Deal found 8/29![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/26. 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.
Fri 11/66:44 pm -
1 stop3h 32m
Wed 11/1111:48 am -
1 stop5h 51m
Deal found 8/26![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 8/27. 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 10/1012:30 pm -
Nonstop1h 55m
Mon 10/126:55 am -
Nonstop2h 05m
Deal found 8/27![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:04 am -
1 stop4h 56m
Sat 10/1012:57 pm -
1 stop6h 03m
Deal found 8/27![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 8/25. 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 10/151:30 pm -
Nonstop1h 55m
Mon 10/197:10 pm -
Nonstop2h 05m
Deal found 8/25![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:13 pm -
1 stop7h 46m
Tue 12/112:56 pm -
1 stop6h 05m
Deal found 8/29![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 8/26. 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 10/196:55 pm -
Nonstop1h 55m
Thu 10/227:10 pm -
Nonstop2h 05m
Deal found 8/26![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 11/216:00 am -
1 stop5h 04m
Tue 11/246:00 pm -
1 stop5h 54m
Deal found 8/24![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 11/216:00 am -
1 stop5h 04m
Wed 11/256:00 pm -
1 stop5h 54m
Deal found 8/24![Delta logo]()
$308
Last-minute flights from Midway to PennsylvaniaDiscover last-minute flight deals from Midway to Pennsylvania. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pennsylvania. Data last updated August 30, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 8/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 am -
1 stop9h 53m
Thu 9/177:50 am -
1 stop10h 56m
Deal found 8/27![Frontier logo]()
$189
This Southwest deal was found by Cheapflights users on 8/25. 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 9/178:15 am -
Nonstop1h 30m
Thu 9/177:30 pm -
Nonstop1h 20m
Deal found 8/25![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 8/25. 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 9/178:15 am -
Nonstop1h 30m
Tue 9/227:20 pm -
1 stop4h 05m
Deal found 8/25![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/177:01 pm -
1 stop3h 57m
Tue 9/2211:35 am -
1 stop7h 44m
Deal found 8/24![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 8/26. 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.
Thu 9/175:55 am -
1 stop5h 40m
Mon 9/211:50 pm -
2 stops9h 35m
Deal found 8/26![Southwest logo]()
$168
This Trip.com deal was found by Cheapflights users on 8/27. 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 9/176:25 am -
1 stop9h 53m
Mon 9/217:50 am -
1 stop11h 01m
Deal found 8/27![Frontier logo]()
$177
This Travelocity deal was found by Cheapflights users on 8/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:25 am -
1 stop9h 53m
Sat 9/197:50 am -
1 stop11h 01m
Deal found 8/27![Frontier logo]()
$187
This Southwest deal was found by Cheapflights users on 8/27. 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 9/196:00 am -
Nonstop1h 45m
Wed 9/234:35 pm -
Nonstop2h 00m
Deal found 8/27![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 8/27. 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.
Wed 9/232:00 pm -
2 stops6h 35m
Sat 9/268:40 am -
Nonstop1h 20m
Deal found 8/27![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 8/25. 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 9/245:30 am -
1 stop10h 35m
Sat 9/264:40 pm -
Nonstop1h 25m
Deal found 8/25![Southwest logo]()
$153
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:05 pm -
Nonstop1h 25m
Thu 10/18:55 pm -
1 stop4h 00m
Deal found 8/27![Southwest logo]()
$174
This flugladen.de deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop9h 53m
Mon 9/287:50 am -
1 stop11h 01m
Deal found 8/29![Frontier logo]()
$188
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 August 30, 2026.
Search for one-way flight options from Midway to Pennsylvania. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Southwest deal was found by Cheapflights users on 8/27. 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.
Wed 9/2312:50 pm -
Nonstop1h 20m
Deal found 8/27![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 8/25. 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 9/245:30 am -
1 stop10h 35m
Deal found 8/25![Southwest logo]()
$84
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:00 pm -
Nonstop1h 50m
Deal found 8/27![Southwest logo]()
$89
This Super.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:25 am -
1 stop9h 53m
Deal found 8/29![Frontier logo]()
$95
This Delta deal was found by Cheapflights users on 8/26. 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.
Wed 9/239:29 am -
1 stop6h 09m
Deal found 8/26![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 8/25. 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.
Thu 10/156:44 pm -
1 stop3h 32m
Deal found 8/25![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 8/25. 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.
Tue 10/61:05 pm -
2 stops5h 50m
Deal found 8/25![Southwest logo]()
$104
This Trip.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:45 am -
1 stop10h 07m
Deal found 8/27![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
1 stop6h 19m
Deal found 8/29![Frontier logo]()
$105
This Delta deal was found by Cheapflights users on 8/27. 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 10/235:31 pm -
1 stop4h 53m
Deal found 8/27![Delta logo]()
$106
This Super.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop9h 53m
Deal found 8/29![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop9h 53m
Deal found 8/29![Frontier logo]()
$111
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Southwest) |
One-way from | $69 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $287 |
Good round-trip deal | $256 or less |
Good one-way deal | $111 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 7,457,451 searches. Data last updated August 30, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Pennsylvania that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Thu 9/17
8:15 am-10:45 am
Nonstop1h 30m
Pittsburgh
Tue 9/22
7:20 pm-10:25 pm
1 stop4h 05m
$147
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Thu 10/22
7:50 am-12:55 pm
1 stop4h 05m
Pittsburgh
Mon 10/26
4:20 pm-11:55 pm
2 stops8h 35m
$162
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Thu 10/29
6:04 am-11:32 am
1 stop4h 28m
Washington, D.C. Dulles Intl
Sat 10/31
11:10 am-3:17 pm
1 stop5h 07m
$197
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Thu 10/1
1:00 pm-6:15 pm
1 stop4h 15m
Washington, D.C. Reagan-National
Mon 10/5
6:55 pm-11:10 pm
1 stop5h 15m
$197
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Fri 10/9
7:45 pm-10:05 pm
Nonstop1h 20m
Pittsburgh
Fri 10/16
4:20 pm-11:55 pm
2 stops8h 35m
$206
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Wed 9/30
12:35 pm-6:25 pm
1 stop4h 50m
Washington, D.C. Reagan-National
Sat 10/3
6:15 am-2:50 pm
2 stops9h 35m
$208
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Thu 9/24
6:05 am-2:11 pm
1 stop7h 06m
Washington, D.C. Dulles Intl
Sat 9/26
6:10 am-9:07 am
1 stop3h 57m
$236
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Fri 10/9
6:44 pm-11:16 pm
1 stop3h 32m
Washington, D.C. Dulles Intl
Mon 10/12
6:05 am-9:17 am
1 stop4h 12m
$236
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Fri 11/6
6:44 pm-11:16 pm
1 stop3h 32m
Washington, D.C. Dulles Intl
Mon 11/9
5:00 pm-10:54 pm
1 stop6h 54m
$236
Quickest round-trip
ChicagoWashington, D.C.
MDW Chicago Midway - DCA Washington, D.C. Reagan-National
MDWDCA
Chicago Midway
Fri 10/9
5:00 pm-7:50 pm
Nonstop1h 50m
Washington, D.C. Reagan-National
Fri 10/16
3:00 pm-4:00 pm
Nonstop2h 00m
$255
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-PIT
MDW-DCA
MDW-IAD
MDW-MDT
MDW-ABE
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-PIT
MDW-DCA
MDW-IAD
MDW-MDT
What is the cheapest month to book a flight from Chicago Midway Airport to Pennsylvania?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Pennsylvania (average of $150). Flying from Chicago Midway Airport to Pennsylvania in February is currently the most expensive (average of $461). 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 August 30, 2026.
It’s typically best to fly out from Chicago Midway Airport to Pennsylvania in the evening. Doing so could potentially save you 31% on the flight price compared to flying in the afternoon, which is usually more expensive.
How much does it cost to fly round-trip from Chicago Midway Airport to Pennsylvania?
Airfare is typical for this route at the moment.
Chicago Midway Airport to Pennsylvania flights typically cost between $121 and $291 in September.The cheapest round-trip price found within the last 5 days was $222 on Frontier (Sep 25-Sep 28).
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 August 29, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Pennsylvania flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday 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 August 30, 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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
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Alternative routes for Midway to Pennsylvania
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Complete your trip
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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 August 30, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$150 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$364 | FlexibilityNo cancel fee | On-time63% |