$119+ Cheap flights from Midway (MDW) to Philadelphia (PHL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHL
Oct 6 — Oct 131
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Philadelphia 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Philadelphia
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Cheapest flights from Midway to PhiladelphiaExplore the most affordable flight options available from Midway to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 6, 2026.
Explore the most affordable flight options available from Midway to Philadelphia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/216:21 am -
1 stop10h 54m
Wed 10/2812:36 pm -
1 stop6h 11m
Deal found 9/6![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Tue 10/206:21 am -
1 stop10h 54m
Tue 10/2712:36 pm -
1 stop5h 51m
Deal found 9/5![Frontier logo]()
$191
This Expedia deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop10h 49m
Sat 10/312:40 pm -
1 stop6h 11m
Deal found 9/2![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/36:25 am -
1 stop10h 49m
Mon 10/58:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$200
This Super.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/36:42 pm -
1 stop11h 39m
Wed 11/412:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$201
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/306:42 pm -
1 stop11h 39m
Sat 10/3112:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$205
This Super.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/116:42 pm -
1 stop11h 29m
Wed 11/1812:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/286:16 am -
1 stop11h 03m
Sun 11/18:30 am -
1 stop10h 17m
Deal found 9/4![Frontier logo]()
$207
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/266:25 am -
1 stop10h 49m
Sun 9/276:00 am -
1 stop6h 59m
Deal found 9/3![Frontier logo]()
$209
This CheapOair deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Mon 9/286:46 pm -
1 stop11h 30m
Wed 9/308:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$211
Best flights from Midway to PhiladelphiaDiscover carefully curated flight deals from Midway to Philadelphia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 6, 2026.
Discover carefully curated flight deals from Midway to Philadelphia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 6, 2026.
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 -
Nonstop2h 00m
Sat 10/247:55 am -
Nonstop2h 05m
Deal found 9/3![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/4. 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 10/106:44 pm -
1 stop3h 24m
Mon 10/129:48 am -
1 stop3h 59m
Deal found 9/4![Delta logo]()
$384
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm -
Nonstop2h 00m
Sat 10/311:15 pm -
1 stop4h 30m
Deal found 9/2![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:40 am -
1 stop6h 45m
Sat 10/245:55 am -
2 stops11h 15m
Deal found 9/2![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:00 pm -
1 stop6h 55m
Mon 11/165:00 am -
2 stops13h 05m
Deal found 9/1![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/82:45 pm -
1 stop7h 30m
Mon 10/126:55 am -
Nonstop2h 05m
Deal found 9/3![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:05 am -
2 stops6h 25m
Sun 10/46:45 am -
Nonstop2h 05m
Deal found 9/1![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 9/5. 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 10/153:45 pm -
1 stop6h 45m
Mon 10/197:10 pm -
Nonstop2h 05m
Deal found 9/5![Southwest logo]()
$361
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:00 am -
Nonstop1h 55m
Wed 9/303:05 pm -
Nonstop2h 00m
Deal found 9/2![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/5. 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.
Sat 10/1011:55 am -
2 stops8h 05m
Thu 10/158:15 pm -
1 stop4h 40m
Deal found 9/5![Southwest logo]()
$376
This Southwest deal was found by Cheapflights users on 9/5. 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 10/225:50 pm -
1 stop4h 25m
Mon 10/265:20 am -
2 stops10h 50m
Deal found 9/5![Southwest logo]()
$376
This Southwest deal was found by Cheapflights users on 9/5. 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 10/308:30 am -
2 stops9h 00m
Mon 11/26:00 am -
2 stops8h 05m
Deal found 9/5![Southwest logo]()
$381
Last-minute flights from Midway to PhiladelphiaDiscover last-minute flight deals from Midway to Philadelphia. Data last updated September 6, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Philadelphia. Data last updated September 6, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/266:25 am -
1 stop10h 49m
Sun 9/276:00 am -
1 stop6h 59m
Deal found 9/3![Frontier logo]()
$209
This CheapOair deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Mon 9/286:46 pm -
1 stop11h 30m
Wed 9/308:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$211
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Mon 9/286:46 pm -
1 stop11h 30m
Thu 10/16:00 am -
1 stop6h 59m
Deal found 9/3![Frontier logo]()
$217
This Expedia deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:25 am -
1 stop10h 49m
Sat 10/312:40 pm -
1 stop6h 11m
Deal found 9/2![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/36:25 am -
1 stop10h 49m
Mon 10/58:41 am -
1 stop10h 10m
Deal found 9/3![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Tue 10/206:21 am -
1 stop10h 54m
Tue 10/2712:36 pm -
1 stop5h 51m
Deal found 9/5![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/216:21 am -
1 stop10h 54m
Wed 10/2812:36 pm -
1 stop6h 11m
Deal found 9/6![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/286:16 am -
1 stop11h 03m
Sun 11/18:30 am -
1 stop10h 17m
Deal found 9/4![Frontier logo]()
$207
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/306:42 pm -
1 stop11h 39m
Sat 10/3112:36 pm -
1 stop6h 11m
Deal found 9/3![Frontier logo]()
$205
This CheapOair deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Fri 10/306:42 pm -
1 stop11h 39m
Mon 11/212:35 pm -
1 stop6h 12m
Deal found 9/3![Frontier logo]()
$221
One-way flights from Midway to PhiladelphiaSearch for one-way flight options from Midway to Philadelphia. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
Search for one-way flight options from Midway to Philadelphia. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:16 am -
1 stop16h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$119
This FlightHub deal was found by Cheapflights users on 9/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:21 am -
1 stop10h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:25 am -
1 stop10h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/26:46 pm -
1 stop22h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:46 pm -
1 stop11h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$125
This CheapOair deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:25 am -
1 stop10h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$126
This Trip.com deal was found by Cheapflights users on 9/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:21 am -
1 stop24h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$128
This Frontier deal was found by Cheapflights users on 9/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:04 pm -
1 stop5h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:46 pm -
1 stop27h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Tue 10/66:25 am -
1 stop23h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:20 pm -
2 stops18h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$132
This Super.com deal was found by Cheapflights users on 9/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:46 pm -
1 stop11h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$133
Find flight deals from Midway to Philadelphia
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Philadelphia (PHL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $180 (Kiwi.com) |
One-way from | $119 (Kiwi.com) |
Popular in | February |
Cheapest in | October |
Average price | $291 |
Good round-trip deal | $291 or less |
Good one-way deal | $219 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Philadelphia 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 September 6, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Philadelphia that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Tue 9/22
1:00 pm-4:00 pm
Nonstop2h 00m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
Quickest round-trip
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Thu 11/19
8:10 am-11:05 am
Nonstop1h 55m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Wed 11/18
11:30 am-10:05 pm
2 stops9h 35m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Fri 10/16
5:50 pm-11:15 pm
1 stop4h 25m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sat 12/5
12:10 pm-3:05 pm
Nonstop1h 55m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Mon 11/23
11:10 am-11:55 pm
2 stops11h 45m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$172
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Fri 10/2
6:55 pm-9:50 pm
Nonstop1h 55m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Wed 11/25
1:31 pm-7:19 pm
1 stop4h 48m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$189
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Fri 12/4
11:30 am-10:05 pm
2 stops9h 35m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$191
ChicagoPhiladelphia
MDW Chicago Midway - PHL Philadelphia
MDWPHL
Chicago Midway
Sun 10/4
3:40 pm-6:35 pm
Nonstop1h 55m
Philadelphia
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$213
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway to Philadelphia
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Philadelphia in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Philadelphia flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Philadelphia flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Philadelphia flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Philadelphia flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Philadelphia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Philadelphia
Have a flexible travel schedule? Discover the best time to fly to Philadelphia from Midway with our price prediction graph.
MDW-PHL
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 Philadelphia
What is the cheapest month to book a flight from Chicago Midway Airport to Philadelphia?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Philadelphia (average of $160). Flying from Chicago Midway Airport to Philadelphia 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 PHL?
Find hourly flight availability from Midway to Philadelphia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 6, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Philadelphia in the evening. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight in the afternoon.
What is the cheapest day to fly from Chicago Midway Airport to Philadelphia?
Use this chart to determine the cheapest time to fly round-trip from Midway to Philadelphia. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Philadelphia flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago Midway Airport to Philadelphia flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Philadelphia trip
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Reviews of airlines servicing Philadelphia
Get insights into the airlines that provide service to Philadelphia. 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 Philadelphia. Reviews last updated September 6, 2026.
See what other customers who have flown with Southwest and Frontier from Chicago Midway Airport to Philadelphia have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Philadelphia. 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 Philadelphia?
Book flights to Philadelphia if you plan to visit one of these locationsWildwood
Reading
King of Prussia
Camden
Wildwood Crest
Ocean City
Cherry Hill
Lewes
Plymouth Meeting
Wyomissing
Pottstown
Ephrata
Milford
Dover
Elkton
Essington
Willow Grove
New Castle
Millville
Vineland
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Midway and Philadelphia flights
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Other flights from Midway
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Top 2 airlines flying from Midway to Philadelphia
Discover the top 2 airlines that operate flights from Midway to Philadelphia. 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 September 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$150 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$218 | Average$397 | FlexibilityNo cancel fee | On-time63% |